Sarkar, Parijat’s team published research in Journal of Lipid Research in 2022-05-31 | 434-16-2

Journal of Lipid Research published new progress about Apoptosis. 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Formula: C27H44O.

Sarkar, Parijat; Kumar, G. Aditya; Shrivastava, Sandeep; Chattopadhyay, Amitabha published the artcile< Chronic cholesterol depletion increases F-actin levels and induces cytoskeletal reorganization via a dual mechanism>, Formula: C27H44O, the main research area is chronic cholesterol depletion Factin cytoskeletal reorganization dual mechanism; F-actin; MβCD; Rho GTPase; actin polymerization; cholesterol; confocal microscopy; methyl-β-cyclodextrin; phosphatidylinositol; plasma membrane; statins.

Previous work from us and others has suggested that cholesterol is an important lipid in the context of the organization of the actin cytoskeleton. However, reorganization of the actin cytoskeleton upon modulation of membrane cholesterol is rarely addressed in the literature. In this work, we explored the signaling crosstalk between cholesterol and the actin cytoskeleton by using a high-resolution confocal microscopic approach to quant. measure changes in F-actin content upon cholesterol depletion. Our results show that F-actin content significantly increases upon chronic cholesterol depletion, but not during acute cholesterol depletion. In addition, utilizing inhibitors targeting the cholesterol biosynthetic pathway at different steps, we show that reorganization of the actin cytoskeleton could occur due to the synergistic effect of multiple pathways, including prenylated Rho GTPases and availability of membrane phosphatidylinositol 4,5-bisphosphate. These results constitute one of the first comprehensive dissections of the mechanistic basis underlying the interplay between cellular actin levels and cholesterol biosynthesis. We envision these results will be relevant for future understating of the remodeling of the actin cytoskeleton in pathol. conditions with altered cholesterol.

Journal of Lipid Research published new progress about Apoptosis. 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Formula: C27H44O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Herron, Josi M’s team published research in Toxicological Sciences in 2019 | 434-16-2

Toxicological Sciences published new progress about Animal gene Role: BSU (Biological Study, Unclassified), BIOL (Biological Study) (AACS). 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Application In Synthesis of 434-16-2.

Herron, Josi M.; Hines, Kelly M.; Tomita, Hideaki; Seguin, Ryan P.; Cui, Julia Yue; Xu, Libin published the artcile< Multiomics investigation reveals benzalkonium chloride disinfectants alter sterol and lipid homeostasis in the mouse neonatal brain>, Application In Synthesis of 434-16-2, the main research area is multiomic benzalkonium chloride disinfectant mouse sterol lipid brain neurotoxicity; benzalkonium chloride; in utero exposure; lipids; multi-omics; neurodevelopment; sterols.

Lipids are critical for neurodevelopment; therefore, disruption of lipid homeostasis by environmental chems. is expected to have detrimental effects on this process. Previously, we demonstrated that the benzalkonium chlorides (BACs), a class of commonly used disinfectants, alter cholesterol biosynthesis and lipid homeostasis in neuronal cell cultures in a manner dependent on their alkyl chain length. However, the ability of BACs to reach the neonatal brain and alter sterol and lipid homeostasis during neurodevelopment in vivo has not been characterized. Therefore, the goal of this study was to use targeted and untargeted mass spectrometry and transcriptomics to investigate the effect of BACs on sterol and lipid homeostasis and to predict the mechanism of toxicity of BACs on neurodevelopmental processes. After maternal dietary exposure to 120 mg BAC/kg body weight/day, we quantified BAC levels in the mouse neonatal brain, demonstrating for the first time that BACs can cross the blood-placental barrier and enter the developing brain. Transcriptomic anal. of neonatal brains using RNA sequencing revealed alterations in canonical pathways related to cholesterol biosynthesis, liver X receptor-retinoid X receptor (LXR/RXR) signaling, and glutamate receptor signaling. Mass spectrometry anal. revealed decreases in total sterol levels and downregulation of triglycerides and diglycerides, which were consistent with the upregulation of genes involved in sterol biosynthesis and uptake as well as inhibition of LXR signaling. In conclusion, these findings demonstrate that BACs target sterol and lipid homeostasis and provide new insights for the possible mechanisms of action of BACs as developmental neurotoxicants.

Toxicological Sciences published new progress about Animal gene Role: BSU (Biological Study, Unclassified), BIOL (Biological Study) (AACS). 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Application In Synthesis of 434-16-2.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhai, Lu-Lu’s team published research in Clinical Nutrition in 2021-08-31 | 434-16-2

Clinical Nutrition published new progress about Homo sapiens. 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Application of C27H44O.

Zhai, Lu-Lu; Zhu, A-Kao; Tang, Zhi-Gang published the artcile< Effect of supplementation with calcitriol versus cholecalciferol on insulin resistance in patients with nonalcoholic fatty liver disease: Several issues of concern>, Application of C27H44O, the main research area is calcitriol cholecalciferol supplementation insulin resistance nonalcoholic fatty liver disease; Calcitriol; Cholecalciferol; Insulin resistance; Nonalcoholic fatty liver disease; Vitamin D.

In this randomized controlled clin. trial, the authors compared the effects of calcitriol and cholecalciferol supplementation on insulin resistance in patients with nonalcoholic fatty liver disease. The findings revealed that the use of calcitriol supplementation significantly decreased insulin resistance in patients with non-alc. fatty liver disease compared to cholecalciferol. The authors also discuss about several important issues that deserve to be focused on in this study and these issues should be considered in future studies.

Clinical Nutrition published new progress about Homo sapiens. 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Application of C27H44O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Kiourtzidis, Mikis’s team published research in Journal of Steroid Biochemistry and Molecular Biology in 2020-03-31 | 434-16-2

Journal of Steroid Biochemistry and Molecular Biology published new progress about Adipose tissue (retroperitoneal). 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Category: alcohols-buliding-blocks.

Kiourtzidis, Mikis; Kuehn, Julia; Schutkowski, Alexandra; Baur, Anja C.; Hirche, Frank; Stangl, Gabriele I. published the artcile< Inhibition of Niemann-Pick C1-like protein 1 by ezetimibe reduces uptake of deuterium-labeled vitamin D in mice>, Category: alcohols-buliding-blocks, the main research area is ezetimibe NPC1L1 Cyp3a11 cholesterol vitamin D deuterium; Ezetimibe; Intestinal absorption; Mice; Npc1l1; Vitamin D.

The current study aimed to elucidate the effect of long-term inhibition of Npc1l1 by ezetimibe on uptake and storage of orally administered triple deuterated vitamin D3. Therefore, 30 male wild-type mice were randomly assigned into three groups and received diets with 25μg/kg of vitamin D3-d3 that contained 0, 50 or 100 mg/kg ezetimibe for six weeks. Mice fed diets with 50 or 100 mg/kg ezetimibe had lower circulating levels of cholesterol than control mice. In contrast, the concentrations of 7-dehydrocholesterol in serum and liver were higher in mice treated with ezetimibe than in control mice, indicating an increased sterol synthesis to compensate for cholesterol reduction In comparison to the control group, mice treated with ezetimibe had lower concentrations of deuterated vitamin D3 compared with the control group in serum, liver, kidney, adipose tissues and muscle. The protein expression of the vitamin D hydroxylases Cyp2r1, Cyp27a1, Cyp3a11, Cyp24a1 and Cyp2j3 in liver and Cyp27b1 and Cyp24a1 in kidney remained largely unaffected by ezetimibe. To conclude, Npc1l1 appears to be crucial for the uptake of orally ingested vitamin D because long-term inhibition of Npc1l1 by ezetimibe strongly reduced the levels of deuterium-labeled vitamin D in the body; the observed rise in deuterated 25-hydroxyvitamin D3 in serum of these mice can not be explained by the expression levels of the key enzymes involved in vitamin D hydroxylation.

Journal of Steroid Biochemistry and Molecular Biology published new progress about Adipose tissue (retroperitoneal). 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Al-Dhubaibi, Mohammed Saleh’s team published research in Research Journal of Pharmaceutical, Biological and Chemical Sciences in 2020 | 434-16-2

Research Journal of Pharmaceutical, Biological and Chemical Sciences published new progress about Homo sapiens. 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Related Products of 434-16-2.

Al-Dhubaibi, Mohammed Saleh; Shahzad, Muhammad; Al-Senaid, Adel Ibrahim; El-Hakim, Ashraf Hamouda Abd; Elneam, Ahmed Ibrahim Abd published the artcile< Phototherapy enhanced vitamin D level in psoriasis>, Related Products of 434-16-2, the main research area is meta analysis UV B radiation vitamin D psoriasis.

Phototherapy: broadband UVB (BUVB), narrowband UVB (NB-UVB) and heliotherapy is commonly used treatment modalities for widespread psoriasis. Vitamin D3, cholecalciferol, is produced in the epidermis by UV radiation (290-315 nm) of 7-dehydrocholesterol. 25-hydroxyvitamin D [25(OH) D], and 1, 25-dihydroxyvitamin D [1, 25(OH) 2D] are the major circulating metabolites. Sun exposure is the strongest factor influencing 25(OH) D. Therefore, the aim of this review was to investigate whether phototherapy was able to influence vitamin D level in psoriasis and its beneficial effect on psoriasis by increasing vitamin D level. We conducted a systematic review to assess the association between phototherapy and vitamin D status in psoriasis that was reviewed in Jan. and Apr. 2018. An electronic published work search was performed using PubMed, Ovid MEDLINE, Google Scholar, and Saudi Digital Library database and Medline. A total of 592 eligible articles by searching PubMed, Ovid MEDLINE, Google Scholar, and Saudi Digital Library. The titles and abstracts of 164 manuscripts were found to potentially fulfill search criteria. After the application of inclusion standards and full-text review, 23 manuscripts remained for inclusion. The sample size was 659 psoriasis patients. A total of 23 studies summarize the effect of phototherapy on vitamin D in psoriasis. Daily artificial UV therapy is an effective treatment for psoriasis patients, and vitamin D scores taking into consideration the type of UV, skin pigmentations, age of the patient and initial level of serum vitamin D.

Research Journal of Pharmaceutical, Biological and Chemical Sciences published new progress about Homo sapiens. 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Related Products of 434-16-2.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yavuz, Ulas’s team published research in In Vitro Cellular & Developmental Biology: Animal in 2021-08-31 | 434-16-2

In Vitro Cellular & Developmental Biology: Animal published new progress about Cerebral neocortex. 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Recommanded Product: (3S,9S,10R,13R,14R,17R)-10,13-Dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol.

Yavuz, Ulas; Alaylioglu, Merve; Sengul, Busra; Karras, Spyridon N.; Gezen-Ak, Duygu; Dursun, Erdinc published the artcile< Protein disulfide isomerase A3 might be involved in the regulation of 24-dehydrocholesterol reductase via vitamin D equilibrium in primary cortical neurons>, Recommanded Product: (3S,9S,10R,13R,14R,17R)-10,13-Dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol, the main research area is cortical neuron protein disulfide isomerase vitamin D treatment; 24-dehydrocholesterol reductase; Neurodegeneration; Primary neuronal culture; Protein disulfide isomerase A3; Vitamin D.

Vitamin D is a secosteroid hormone mediating its functions via vitamin D receptor (VDR) and an endoplasmic reticulum chaperone, protein disulfide isomerase A3 (PDIA3). From a physiol. perspective, there is also a well-established association of cholesterol and vitamin D synthesis, since both share a common metabolic substrate, 7 dehydrocholesterol (7-DHC). Yet, the potential basic pathways, of the biol. interplay of DHCR24 and vitamin D equilibrium, on neuronal level, are yet to be determined In this study, we aimed to investigate the relation between vitamin D pathways and DHCR24 in primary cortical neuron cultures. The neocortex of Sprague-Dawley rat embryos (E16) was used for the preparation of primary cortical neuron cultures. DHCR24 mRNA and protein expression levels were determined by qRT-PCR, Western blotting, and immunofluorescent labeling in 1,25-dihydroxyvitamin D3-treated or VDR/PDIA3-silenced primary cortical neurons. The mRNA expression of DHCR24 was significantly decreased in the cortical neurons treated with 10-8M 1,25-dihydroxyvitamin D3 (p<0.001). In parallel with the mRNA results, DHCR24 protein expression in cortical neurons treated with 10-8M 1,25-dihydroxyvitamin D3 was also significantly lower than untreated neurons (p<0.05). These data were also confirmed with immunofluorescent labeling and fluorescence intensity measurements of DHCR24 (p<0.001). Finally, DHCR24 mRNA expression level was significantly increased in PDIA3 siRNA-treated neurons (p<0.05). Similar to the mRNA results, the DHCR24 protein expression of PDIA3 siRNA-treated neurons was also statistically higher than the other groups (p<0.05). Results of this mechanistic exptl. basic study demonstrate that DHCR24 mRNA expression and protein concentrations attenuated in response to vitamin D treatment. Furthermore, we observed that PDIA3 might be involved in this modulatory effect. Our findings indicate a complex interaction of DHCR24 and vitamin D equilibrium, through the involvement of PDIA3 and vitamin D in the modulation of cholesterol metabolism in neuronal cells, requiring future studies on the field. In Vitro Cellular & Developmental Biology: Animal published new progress about Cerebral neocortex. 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Recommanded Product: (3S,9S,10R,13R,14R,17R)-10,13-Dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Jia’s team published research in Aging in 2020 | 434-16-2

Aging published new progress about 434-16-2. 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Electric Literature of 434-16-2.

Liu, Jia; Cao, Lei; Qu, Jun-Ze; Chen, Ting-Ting; Su, Zi-Jie; Hu, Yun-Long; Wang, Ying; Yao, Ming-Dong; Xiao, Wen-Hai; Li, Chun; Li, Bo; Yuan, Ying-Jin published the artcile< NVD-BM-mediated genetic biosensor triggers accumulation of 7- dehydrocholesterol and inhibits melanoma via Akt1/NF-kB signaling>, Electric Literature of 434-16-2, the main research area is NVD-BM; cancer cell regression; cholesterol 7-desaturase; genetic biosensor; melanoma.

Aberrant activation of the cholesterol biosynthesis supports tumor cell growth. In recent years, significant progress has been made by targeting rate-limiting enzymes in cholesterol biosynthesis pathways to prevent carcinogenesis. However, precise mechanisms behind cholesterol degradation in cancer cells have not been comprehensively investigated. Here, we report that codon optimization of the orthologous cholesterol 7- desaturase, NVD-BM from Bombyx mori, significantly slowed melanoma cell proliferation and migration, and inhibited cancer cell engraftment in nude mice, by converting cholesterol to toxic 7-dehydrocholesterol. Based on these observations, we established a synthetic genetic circuit to induce melanoma cell regression by sensing tumor specific signals in melanoma cells. The dual-input signals, RELA proto-oncogene (RELA) and signal transducer and activator of transcription 1 (STAT1), activated NVD-BM expression and repressed melanoma cell proliferation and migration. Mech., we observed that NVD-BM decreased Akt1-ser473 phosphorylation and inhibited cytoplasmic RELA translocation. Taken together, NVD-BM was identified as a tumor suppressor in malignant melanoma, and we established a dual-input biosensor to promote cancer cell regression, via Akt1/NF-κB signaling. Our results demonstrate the potential therapeutic effects of cholesterol 7-desaturase in melanoma metabolism, and provides insights for genetic circuits targeting 7-dehydrocholesterol accumulation in tumors.

Aging published new progress about 434-16-2. 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Electric Literature of 434-16-2.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adhitama, Nikko’s team published research in PLoS One in 2020 | 434-16-2

PLoS One published new progress about Adult, nonmammalian. 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Computed Properties of 434-16-2.

Adhitama, Nikko; Kato, Yasuhiko; Matsuura, Tomoaki; Watanabe, Hajime published the artcile< Roles of and cross-talk between ecdysteroid and sesquiterpenoid pathways in embryogenesis of branchiopod crustacean Daphnia magna>, Computed Properties of 434-16-2, the main research area is Daphnia embryogenesis ecdysteroid sesquiterpenoid signaling pathway.

In this study, we report on the functions of Spo and Jhamt and the cross-talk between them in embryos of branchiopod crustacean Daphnia magna. This phenotype could be partially rescued by supplementation with 20-hydroxyecdysone, indicating that Spo may play the same role in ecdysteroid biosynthesis in early embryos, as reported in insects. After hatching, Spo expression was repressed, while Jhamt expression was activated transiently, despite its silencing during other embryonic stages. Jhamt RNAi showed little effect on survival, but shortened the embryonic period. Exposure to sesquiterpenoid analog Fenoxycarb extended the embryonic period and rescued the Jhamt RNAi phenotype, demonstrating a previously unidentified role of sesquiterpenoid in repression of precocious embryogenesis. Interestingly, the knockdown of Jhamt resulted in derepression of ecdysteroid biosynthesis genes, including Spo, similar to regulation during insect hormonal biosynthesis. Sesquiterpenoid signaling via Methoprene-tolerant gene was found to be responsible for the repression of ecdysteroid biosynthesis genes. It upregulated an ortholog of CYP18a1 that degrades ecdysteroid in insects. These results illuminate the conserved and specific functions of the ecdysteroid and sesquiterpenoid pathways in Daphnia embryos. We also infer that the common ancestor of branchiopod crustaceans and insects exhibited antagonism between the two endocrine hormones before their divergence 400 million years ago.

PLoS One published new progress about Adult, nonmammalian. 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Computed Properties of 434-16-2.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Koczok, Katalin’s team published research in Biomolecules in 2021 | 434-16-2

Biomolecules published new progress about Antioxidants. 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Quality Control of 434-16-2.

Koczok, Katalin; Horvath, Laszlo; Korade, Zeljka; Mezei, Zoltan Andras; Szabo, Gabriella P.; Porter, Ned A.; Kovacs, Eszter; Mirnics, Karoly; Balogh, Istvan published the artcile< Biochemical and Clinical Effects of Vitamin E Supplementation in Hungarian Smith-Lemli-Opitz Syndrome Patients>, Quality Control of 434-16-2, the main research area is vitamin E Hungarian Smith Lemli Opitz syndrome skin photosensitivity; Smith-Lemli-Opitz syndrome; behavioral disturbance; skin photosensitivity; vitamin A; vitamin E.

Smith-Lemli-Opitz syndrome (SLOS) is a severe monogenic disorder resulting in low cholesterol and high 7-dehydrocholesterol (7-DHC) levels. 7-DHC-derived oxysterols likely contribute to disease pathophysiol., and thus antioxidant treatment might be beneficial because of high oxidative stress. In a three-year prospective study, we investigated the effects of vitamin E supplementation in six SLOS patients already receiving dietary cholesterol treatment. Plasma vitamin A and E concentrations were determined by the high-performance liquid chromatog. (HPLC) method. At baseline, plasma 7-DHC, 8-dehydrocholesterol (8-DHC) and cholesterol levels were determined by liquid chromatog.-tandem mass spectrometry (LC-MS/MS) method. The clin. effect of the supplementation was assessed by performing structured parental interviews. At baseline, patients were characterized by low or low-normal plasma vitamin E concentrations (7.19-15.68μmol/L), while vitamin A concentrations were found to be normal or high (1.26-2.68μmol/L). Vitamin E supplementation resulted in correction or significant elevation of plasma vitamin E concentration in all patients. We observed reduced aggression, self-injury, irritability, hyperactivity, attention deficit, repetitive behavior, sleep disturbance, skin photosensitivity and/or eczema in 3/6 patients, with notable individual variability. Clin. response to therapy was associated with a low baseline 7-DHC + 8-DHC/cholesterol ratio (0.2-0.4). We suggest that determination of vitamin E status is important in SLOS patients. Supplementation of vitamin E should be considered and might be beneficial.

Biomolecules published new progress about Antioxidants. 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Quality Control of 434-16-2.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Fuss, Werner’s team published research in Physical Chemistry Chemical Physics in 2019 | 434-16-2

Physical Chemistry Chemical Physics published new progress about Bond angle, torsional. 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Category: alcohols-buliding-blocks.

Fuss, Werner published the artcile< Previtamin D: Z-E photoisomerization via a Hula-twist conical intersection>, Category: alcohols-buliding-blocks, the main research area is previtamin photoisomerization conical intersection rotamer CD.

On photoisomerization of previtamin D – a steroid Z-triene – produced in situ by ring opening of 7-dehydrocholesterol in a cold matrix, it was found in A.M.Muller et al. [Angew.Chem., Int.Ed., 1998, 37, 505-507] that the product (tachysterol) had rotated not only its central double bond but also an adjacent single bond. This is called a Hula twist (HT) due to the alternative description, in which it is just one central CH group that rotates. It was pointed out that the results directly support the calculated mol. structure at a conical intersection, which mediates the Z-E isomerization of polyenes. With a more sophisticated technique, Saltiel et al. (J.Phys.Chem.Lett., 2013, 4, 716-721) confirmed this tachysterol rotamer as the main product but found two addnl. conformers. They believed to have seen also three previtamin D conformers, suggested to be a result of hot-ground-state reactions from the primary rotamer, and interpreted all tachysterol products to be a result of a double-bond twist (DBT), not a HT. On the basis of published CD data and consideration of other reactions, it is here shown that under these conditions hot-ground-state reactions are unimportant or even negligible and that there is practically only a single conformer of previtamin D after ring opening. All products can be easily understood on the basis of an HT-type conical intersection, which is thus further supported. Invoking a published pretwist model even rationalizes product ratios. The two twists in HT are concerted. Furthermore HT is fully consistent with the NEER principle (nonequilibration of excited rotamers) and even offers addnl. possibilities for conformer control.

Physical Chemistry Chemical Physics published new progress about Bond angle, torsional. 434-16-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C27H44O, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts