delta7-Avenasterol (BioDeep_00000014585)

 

Secondary id: BioDeep_00001089086, BioDeep_00001888146

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


(3S,5S,9R,10S,13R,14R,17R)-17-((R,Z)-5-Isopropylhept-5-en-2-yl)-10,13-dimethyl-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

化学式: C29H48O (412.37049579999996)
中文名称: δ7-燕麦甾烯醇, DELTA7-燕麦甾醇
谱图信息: 最多检出来源 Homo sapiens(feces) 0.06%

分子结构信息

SMILES: C/C=C(/CC[C@@H](C)C1CCC2C3=CCC4C[C@@H](O)CC[C@]4(C)C3CC[C@@]21C)C(C)C
InChI: InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,11,19-20,22-23,25-27,30H,8-10,12-18H2,1-6H3/b21-7-/t20-,22+,23+,25-,26+,27+,28+,29-/m1/s1

描述信息

delta7-Avenasterol, also known as 7-dehydroavenasterol or 24Z-ethylidenelathosterol, belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Thus, delta7-avenasterol is considered to be a sterol lipid molecule. delta7-Avenasterol has been detected, but not quantified in, several different foods, such as garden onions, fenugreeks, vaccinium (blueberry, cranberry, huckleberry), grapefruit/pummelo hybrids, and pulses. This could make delta7-avenasterol a potential biomarker for the consumption of these foods. delta7-Avenasterol is an intermediate in the biosynthesis of steroids. It is the fourth to last step in the synthesis of stigmasterol and is converted from 24-ethylidenelophenol. It is then converted into 5-dehydroavenasterol via the enzyme lathosterol oxidase (EC 1.14.21.6).
Avenasterol, also known as (24z)-5alpha-stigmasta-7,24(28)-dien-3beta-ol or 7-dehydroavenasterol, belongs to stigmastanes and derivatives class of compounds. Those are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Thus, avenasterol is considered to be a sterol lipid molecule. Avenasterol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Avenasterol can be found in a number of food items such as rice, black chokeberry, dandelion, and common mushroom, which makes avenasterol a potential biomarker for the consumption of these food products. Avenasterol is a natural, non-cholesterol sterol .
delta7-Avenasterol is a natural product found in Staphisagria macrosperma, Amaranthus cruentus, and other organisms with data available.

同义名列表

38 个代谢物同义名

(3S,5S,9R,10S,13R,14R,17R)-17-((R,Z)-5-Isopropylhept-5-en-2-yl)-10,13-dimethyl-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol; (3S,5S,9R,10S,13R,14R,17R)-17-((R)-5-Isopropylhept-5-en-2-yl)-10,13-dimethyl-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol; (3S,5S,9R,10S,13R,14R,17R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol; (1R,2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R,5Z)-5-(propan-2-yl)hept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol; (1R,2S,5S,7S,11R,14R,15R)-14-[(2R,5Z)-5-isopropylhept-5-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol; (24Z)-24-Ethyl-5alpha-cholesta-7,24(28)-dien-3beta-ol; Stigmasta-7,24(28)-dien-3-ol, (3beta,5alpha,24Z)-; Z-24-ETHYLIDENE-5.ALPHA.-CHOLEST-7-EN-3.BETA.-OL; (24z)-24-ethylidene-5alpha-cholest-7-en-3beta-ol; (3beta,5alpha,24Z)-Stigmasta-7,24(28)-dien-3-ol; 3beta-Hydroxy-5alpha-stigmasta-7,24(28)Z-diene; (24Z)-24-Ethyl-5α-cholesta-7,24(28)-dien-3β-ol; (24Z)-5alpha-Stigmasta-7,24(28)-dien-3beta-ol; Z-24-Ethylidene-5alpha-cholest-7-en-3beta-ol; (Z)-5alpha-Stigmasta-7,24(28)-dien-3beta-ol; 5alpha-Stigmasta-7,Z-24(28)-diene-3.beta-ol; 5alpha-Stigmasta-7,Z-24(28)-diene-3beta-ol; Stigmasta-7,24(28)-dien-3-ol, (3b,5a,24Z)-; (3β,5α,24Z)-Stigmasta-7,24(28)-dien-3-ol; 5alpha-Stigmasta-7,24(28)-dien-3beta-ol; 3β-Hydroxy-5α-stigmasta-7,24(28)Z-diene; (24Z)-5α-Stigmasta-7,24(28)-dien-3β-ol; Z-24-Ethylidene-5α-cholest-7-en-3β-ol; 24Z-ethylidene-cholest-7-en-3beta-ol; (Z)-5α-Stigmasta-7,24(28)-dien-3β-ol; 5alpha-Stigmasta-7,24(28)-dien-3-ol; 5α-Stigmasta-7,Z-24(28)-diene-3β-ol; 5α-Stigmasta-7,24(28)-dien-3-ol; 24Z-Ethylidenelathosterol; AVENASTEROL, .DELTA.7; 7-Dehydroavenasterol; AVENASTEROL, DELTA7; delta7-Avenasterol; UNII-I0WYR6393O; Δ7-Avenasterol; Avenasterol; I0WYR6393O; ST 29:2;O



数据库引用编号

20 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

98 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

  • plant sterol biosynthesis: 4α-formyl-ergosta-7,24(241)-dien-3β-ol + H+ + O2 + a ferrocytochrome b5 ⟶ 4α-carboxy-ergosta-7,24(241)-dien-3β-ol + H2O + a ferricytochrome b5
  • plant sterol biosynthesis: 4α-hydroxymethyl-ergosta-7,24(241)-dien-3β-ol + H+ + NADH + O2 ⟶ 4α-formyl-ergosta-7,24(241)-dien-3β-ol + H2O + NAD+

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(95)

COVID-19 Disease Map(0)

PathBank(1)

  • Steroid Biosynthesis: Hydrogen Ion + Lathosterol + Oxygen + ferrocytochrome b5 ⟶ 7-Dehydrocholesterol + Water + ferricytochrome b5

PharmGKB(0)

182 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

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