Chemical Formula: C28H44O
Chemical Formula C28H44O
Found 89 metabolite its formula value is C28H44O
Ergocalciferol
Ergocalciferol appears as odorless white crystals. Used as a dietary supplement and food additive. (EPA, 1998) Vitamin D2 is a vitamin D supplement and has been isolated from alfalfa. It has a role as a nutraceutical, a bone density conservation agent, a rodenticide and a plant metabolite. It is a seco-ergostane, a hydroxy seco-steroid and a vitamin D. Ergocalciferol is an inactivated vitamin D analog. It is synthesized by some plants in the presence of UVB light. The production of ergocalciferol was prompted by the identification of dietary deficiency, more specifically vitamin D, as the main causative factor for the development of rickets. Ergocalciferol was isolated for the first time from yeast in 1931 and its structure was elucidated in 1932. Ergocalciferol is considered the first vitamin D analog and is differentiated from [cholecalciferol] by the presence of a double bond between C22 and C23 and the presence of a methyl group at C24. These modifications reduce the affinity of ergocalciferol for the vitamin D binding protein resulting in faster clearance, limits its activation, and alters its catabolism. The first approved product containing ergocalciferol under the FDA records was developed by US Pharm Holdings and was FDA approved in 1941. Ergocalciferol is a Provitamin D2 Compound. Ergocalciferol is a natural product found in Pseudo-nitzschia multistriata, Humulus lupulus, and other organisms with data available. Ergocalciferol is vitamin D2, a fat-soluble vitamin important for many biochemical processes including the absorption and metabolism of calcium and phosphorus. In vivo, ergocalciferol is formed after sun (ultraviolet) irradiation of plant-derived ergosterol, another form of vitamin D. Ergocalciferol is the form of vitamin D usually found in vitamin supplements. (NCI04) Ergocalciferol is a form of Vitamin D, also called vitamin D2. It is created from viosterol, which in turn is created when ultraviolet light activates ergosterol. Ergocalciferol is used in the treatment of hypcalcemia and in dialysis-dependent renal failure. Ergoalcifediol is a fat soluble steroid hormone precursor of vitamin D that contributes to the maintenance of normal levels of calcium and phosphorus in the bloodstream. Vitamin D2 is the form of vitamin D most commonly added to foods and nutritional supplements. Vitamin D2 must be transformed (hydroxylated) into one of two active forms via the liver or kidney. Once transformed, it binds to the vitamin D receptor that then leads to a variety of regulatory roles. Derivatives of ERGOSTEROL formed by ULTRAVIOLET RAYS breaking of the C9-C10 bond. They differ from CHOLECALCIFEROL in having a double bond between C22 and C23 and a methyl group at C24. See also: ... View More ... Ergocalciferol is a form of Vitamin D, also called vitamin D2. It is created from viosterol, which in turn is created when ultraviolet light activates ergosterol. Ergocalciferol is used in the treatment of hypcalcemia and in dialysis-dependent renal failure. Ergoalcifediol is a fat soluble steroid hormone precursor of vitamin D that contributes to the maintenance of normal levels of calcium and phosphorus in the bloodstream. Vitamin D2 is the form of vitamin D most commonly added to foods and nutritional supplements. Vitamin D2 must be transformed (hydroxylated) into one of two active forms via the liver or kidney. Once transformed, it binds to the vitamin D receptor that then leads to a variety of regulatory roles. A - Alimentary tract and metabolism > A11 - Vitamins > A11C - Vitamin a and d, incl. combinations of the two > A11CC - Vitamin d and analogues COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials D018977 - Micronutrients > D014815 - Vitamins > D004872 - Ergocalciferols A vitamin D supplement and has been isolated from alfalfa. D000077264 - Calcium-Regulating Hormones and Agents D050071 - Bone Density Conservation Agents Antirachitic vitamin Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Acquisition and generation of the data is financially supported in part by CREST/JST.
Ergosterol
Ergosterol is a phytosterol consisting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3beta-hydroxy group. It has a role as a fungal metabolite and a Saccharomyces cerevisiae metabolite. It is a 3beta-sterol, an ergostanoid, a 3beta-hydroxy-Delta(5)-steroid and a member of phytosterols. A steroid of interest both because its biosynthesis in FUNGI is a target of ANTIFUNGAL AGENTS, notably AZOLES, and because when it is present in SKIN of animals, ULTRAVIOLET RAYS break a bond to result in ERGOCALCIFEROL. Ergosterol is a natural product found in Gladiolus italicus, Ramaria formosa, and other organisms with data available. ergosterol is a metabolite found in or produced by Saccharomyces cerevisiae. A steroid occurring in FUNGI. Irradiation with ULTRAVIOLET RAYS results in formation of ERGOCALCIFEROL (vitamin D2). See also: Reishi (part of). Ergosterol, also known as provitamin D2, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, ergosterol is considered to be a sterol lipid molecule. Ergosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Ergosterol is the biological precursor to vitamin D2. It is turned into viosterol by ultraviolet light, and is then converted into ergocalciferol, which is a form of vitamin D. Ergosterol is a component of fungal cell membranes, serving the same function that cholesterol serves in animal cells. Ergosterol is not found in mammalian cell membranes. A phytosterol consisting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3beta-hydroxy group. Ergosterol. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=57-87-4 (retrieved 2024-07-12) (CAS RN: 57-87-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects.
Lichesterol
3-Keto-4-methylzymosterol
3-Keto-4-methylzymosterol is an intermediate in the biosynthesis of steroids (KEGG:C15816). It is the 8th to last step in the synthesis of vitamin D2 and is converted from 4-methtylzymosterol-carboxylate via the enzyme sterol-4alpha-carboxylate 3-dehydrogenase (decarboxylating) (EC:1.1.1.170). It is then converted to 4-methylzymosterol via the enzyme 3-keto steroid reductase (EC:1.1.1.270). [HMDB]. 3-Keto-4-methylzymosterol is found in many foods, some of which are sweet cherry, horseradish tree, eggplant, and dill. 3-Keto-4-methylzymosterol is an intermediate in the biosynthesis of steroids (KEGG:C15816). It is the 8th to last step in the synthesis of vitamin D2 and is converted from 4-methtylzymosterol-carboxylate via the enzyme sterol-4alpha-carboxylate 3-dehydrogenase (decarboxylating) (EC:1.1.1.170). It is then converted to 4-methylzymosterol via the enzyme 3-keto steroid reductase (EC:1.1.1.270).
5-Dehydroepisterol
5-Dehydroepisterol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, 5-dehydroepisterol is considered to be a sterol lipid molecule. 5-Dehydroepisterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 5-Dehydroepisterol is an intermediate in the biosynthesis of steroids and is converted from episterol via the enzyme lathosterol oxidase (EC 1.14.21.6). It is then converted into 24-methylenecholesterol via the enzyme 7-dehydrocholesterol reductase (EC 1.3.1.21). 5-Dehydroepisterol is an intermediate in the biosynthesis of steroids (KEGG ID C15780), and is converted from Episterol via the enzyme lathosterol oxidase [EC:1.14.21.6]. It is then converted to 24-Methylenecholesterol via the enzyme 7-dehydrocholesterol reductase [EC:1.3.1.21]. [HMDB]
Lumisterol
D018977 - Micronutrients > D014815 - Vitamins > D000072664 - Provitamins Lumisterol (9β,10α-Ergosterol), a steroid compound, is the (9β,10α)-stereoisomer of Ergosterol (HY-N0181). Lumisterol is a photoprotective agent against UVB-induced DNA damage and anti-proliferative activities[1].
4a-Methyl-5a-cholesta-8,24-dien-3-one
4a-Methyl-5a-cholesta-8,24-dien-3-one is an intermediate in the Cholesterol biosynthesis pathway, in a reaction catalyzed by the enzyme 3-keto-steroid reductase [EC 1.1.1.270]. (MetaCyc Pathway: cholesterol biosynthesis) [HMDB] 4a-Methyl-5a-cholesta-8,24-dien-3-one is an intermediate in the Cholesterol biosynthesis pathway, in a reaction catalyzed by the enzyme 3-keto-steroid reductase [EC 1.1.1.270]. (MetaCyc Pathway: cholesterol biosynthesis).
24-Methylenepollinastanone
24-Methylenepollinastanone is found in fruits. 24-Methylenepollinastanone is a constituent of Musa sapientum (banana) fruit peel Constituent of Musa sapientum (banana) fruit peel. 24-Methylenepollinastanone is found in fruits.
4-Methylzymosterol intermediate 2
This compound belongs to the family of Cholesterols and Derivatives. These are compounds containing an hydroxylated chloestane moeity. COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS
5,7,24(28)-Ergostatrienol
This compound belongs to the family of Ergosterols and Derivatives. These are steroids containing ergosta-5,7,22-trien-3β-ol or a derivative thereof, which is based on the 3β-hydroxylated ergostane skeleton
(1R)-3-[(E)-2-[(1R,7Ar)-1-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-1,2,3,5,6,7-hexahydroinden-4-yl]ethenyl]-4-methylcyclohex-3-en-1-ol
VITAMIN D2
(3S,9S,10R,13R,17R)-17-((2R,5R,E)-5,6-Dimethylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Tachysterol
31-Nordehydrolanosterol
31-nordehydrolanosterol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 31-nordehydrolanosterol can be found in dandelion, which makes 31-nordehydrolanosterol a potential biomarker for the consumption of this food product.
4alpha-methyl-5alpha-cholesta-8,14,24-trien-3beta-ol
4alpha-methyl-5alpha-cholesta-8,14,24-trien-3beta-ol belongs to cholesterols and derivatives class of compounds. Those are compounds containing a 3-hydroxylated cholestane core. 4alpha-methyl-5alpha-cholesta-8,14,24-trien-3beta-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 4alpha-methyl-5alpha-cholesta-8,14,24-trien-3beta-ol can be found in a number of food items such as small-leaf linden, irish moss, pistachio, and pineapple, which makes 4alpha-methyl-5alpha-cholesta-8,14,24-trien-3beta-ol a potential biomarker for the consumption of these food products.
episterone
Episterone belongs to ergosterols and derivatives class of compounds. Those are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Episterone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Episterone can be found in a number of food items such as kumquat, yellow pond-lily, citrus, and mung bean, which makes episterone a potential biomarker for the consumption of these food products.
Ergosta-4,22-dien-3-one
Origin: Animal; SubCategory_DNP: The sterols, Cholestanes
Suprasterol II
(10S)-3c-Hydroxy-10r.13c-dimethyl-17c-((1R:4R)-1.4.5-trimethyl-hexen-(2t)-yl)-(5tH.14tH)-Delta7.9(11)-dodecahydro-1H-cyclopenta[a]phenanthren|(24R)-24-Methyl-5alpha-cholestatrien-(7.9(11).22t)-ol-(3beta)|24betaF-Methyl-5alpha-cholestatrien-(7.9(11).22t)-ol-(3beta)|3beta-Hydroxy-10.13-dimethyl-17beta-((1R:4R)-1.4.5-trimethyl-hexen-(2t)-yl)-5alpha-gonadien-(7.9(11))|5alpha-ergostatrien-(7.9(11).22t)-ol-(3beta)|ergosta-7,9(11),22-triene-3beta-ol|ergosterol D
(22E)-ergosta-5,22,25-trien-3beta-ol|22-dehydrocodisterol|24beta-methyl-22,25-bisdehydrocholesterol|24beta-methylcholesta-5,22E,25-trien-3-beta-ol
(22R,23R)-22,23-methylenecholesta-5,7-dien-3beta-ol
(10S)-3c-Hydroxy-10r.13c-dimethyl-17c-((1R:4R)-1.4.5-trimethyl-hexen-(2t)-yl)-(5tH)-Delta8.14-dodecahydro-1H-cyclopenta[a]phenanthren|3beta-Hydroxy-10.13-dimethyl-17beta-((1R:4R)-1.4.5-trimethyl-hexen-(2t)-yl)-5alpha-gonadien-(8.14)|5alpha-ergosta-8,14,22-trien-3beta-ol|5alpha-ergosta-8,14,22t-trien-3beta-ol|Ergosta-8(9),14(15),22(23)-trien-3beta-ol|ergosterol B1
24-methylcholesta-4,24(28)-dien-3-one|24-methylene-cholest-4-ene-3-one|ergost-4,24(28)-diene-3-one|Ergosta-4,24(28)-dien-3-on|ergosta-4,24(28)-dien-3-one|ergosta-4,24(28)-diene-3-one
24-methyl-5alpha-cholesta-7,9(11),24(28)-trien-3beta-ol
3-Hydroxy-24-methyl-1,10-seco-cholestatetraen-(5,7,9,22)
4alpha-methyl-5alpha-cholesta-8,14,24-trien-3beta-ol
Ergosterol
Indicator of fungal contamination, especies in cereals. Occurs in yeast and fungi. The main fungal steroidand is also found in small amts. in higher plant prods., e.g. palm oil [DFC]. D018977 - Micronutrients > D014815 - Vitamins > D000072664 - Provitamins Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects. Ergosterol is the primary sterol found in fungi, with antioxidative, anti-proliferative, and anti-inflammatory effects.
Vitamin D2
Origin: Animal; Formula(Parent): C28H44O; Bottle Name:Calciferol; PRIME Parent Name:Calciferol; PRIME in-house No.:V0127; SubCategory_DNP: The sterols, Cholestanes relative retention time with respect to 9-anthracene Carboxylic Acid is 1.788
(5E,7E,22E)-(3S)-9,10-seco-5,7,10(19),22-ergostatetraen-3-ol
(5Z,7E,22E)-(3S)-9,10-seco-1(10),5,7,22-ergostatetraen-3-ol
(5E)-isovitamin D2 / (5E)-isoergocalciferol
28-Norcycloeucalenone
ST 28:3;O
A 3beta-sterol having double bonds in the 5- and 7-positions and a methylene group at position 24.
(1R)-3-[(E)-2-[(1R,7Ar)-1-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-1,2,3,5,6,7-hexahydroinden-4-yl]ethenyl]-4-methylcyclohex-3-en-1-ol
3-[(E)-2-[1-[(E)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-1,2,3,3a,6,7-hexahydroinden-4-yl]ethenyl]-4-methylcyclohex-3-en-1-ol
4alpha-methyl-5alpha-cholesta-8,14,24-trien-3beta-ol
4alpha-methyl-5alpha-cholesta-8,14,24-trien-3beta-ol belongs to cholesterols and derivatives class of compounds. Those are compounds containing a 3-hydroxylated cholestane core. 4alpha-methyl-5alpha-cholesta-8,14,24-trien-3beta-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 4alpha-methyl-5alpha-cholesta-8,14,24-trien-3beta-ol can be found in a number of food items such as small-leaf linden, irish moss, pistachio, and pineapple, which makes 4alpha-methyl-5alpha-cholesta-8,14,24-trien-3beta-ol a potential biomarker for the consumption of these food products. 4α-methyl-5α-cholesta-8,14,24-trien-3β-ol belongs to cholesterols and derivatives class of compounds. Those are compounds containing a 3-hydroxylated cholestane core. 4α-methyl-5α-cholesta-8,14,24-trien-3β-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 4α-methyl-5α-cholesta-8,14,24-trien-3β-ol can be found in a number of food items such as small-leaf linden, irish moss, pistachio, and pineapple, which makes 4α-methyl-5α-cholesta-8,14,24-trien-3β-ol a potential biomarker for the consumption of these food products.
4,10,13-trimethyl-17-(6-methylhept-5-en-2-yl)-2,3,4,5,6,7,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
(3S,5S,10S,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
Vitamin d-2
(3E)-3-[(2Z)-2-[1-[(E)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol
(1S,3Z)-3-[(2E)-2-[(3aS,7aR)-1-[(2R,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol
(3S,9S,10R,13R,14R,17R)-17-[(E,2S,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
(3S)-17-[(E)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
(8xi,9xi,14xi,17xi,20xi,22E,24xi)-ergosta-4,22-dien-3-one
3-dehydro-4alpha-methylzymosterol
A 3-dehydro-4-methylzymosterol in which the methyl substituent at position 4 has alpha configuration. It is an intermediate in the biosynthesis of cholesterol.
3-dehydro-4-methylzymosterol
A 3-oxo-5alpha- steroid that is zymosterol which has been substituted by a methyl group at C-4, and in which the 3-hydroxy function has been oxidised to an oxo group.