7-alpha-hydroxy-3-oxo-4-cholestenoate (7-HOCA) (BioDeep_00000011650)
Secondary id: BioDeep_00001869075
human metabolite Endogenous
代谢物信息卡片
化学式: C27H42O4 (430.3083)
中文名称: 7α-羟基-3-氧代-4-胆甾醇酸酯
谱图信息:
最多检出来源 Homo sapiens(plant) 14.82%
Last reviewed on 2024-09-13.
Cite this Page
7-alpha-hydroxy-3-oxo-4-cholestenoate (7-HOCA). BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/7-alpha-hydroxy-3-oxo-4-cholestenoate_(7-hoca) (retrieved
2024-12-22) (BioDeep RN: BioDeep_00000011650). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
分子结构信息
SMILES: CC(CCCC(C)C(=O)O)C1CCC2C1(CCC3C2C(CC4=CC(=O)CCC34C)O)C
InChI: InChI=1S/C27H42O4/c1-16(6-5-7-17(2)25(30)31)20-8-9-21-24-22(11-13-27(20,21)4)26(3)12-10-19(28)14-18(26)15-23(24)29/h14,16-17,20-24,29H,5-13,15H2,1-4H3,(H,30,31)/t16-,17?,20-,21+,22+,23-,24+,26+,27-/m1/s1
描述信息
7alpha-Hydroxy-3-oxo-4-cholestenoate, also known as 7-Hoca, is a member of the class of compounds known as monohydroxy bile acids, alcohols, and derivatives. Thes compounds are bile acids, alcohols, or any of their derivatives bearing a hydroxyl group. 7alpha-Hydroxy-3-oxo-4-cholestenoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 7alpha-Hydroxy-3-oxo-4-cholestenoate is involved in metabolic disorders such as 27-hydroxylase deficiency, familial hypercholanemia (FHCA), and Zellweger syndrome. 7alpha-Hydroxy-3-oxo-4-cholestenoate is involved in the primary bile acid biosynthesis pathway. 7alpha-Hydroxy-3-oxo-4-cholestenoate is created from either 3beta,7alpha-dihydroxy-5-cholestenoate or 7alpha,26-dihydroxy-4-cholesten-3-one through the actions of HSD3B7 (EC 1.1.1.181) or CYP27A (EC 1.14.13.15), respectively.
同义名列表
19 个代谢物同义名
(6R)-6-[(1S,2R,9R,10S,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]-2-methylheptanoic acid; (7alpha)-7-Hydroxy-3-oxocholest-4-en-26-Oic acid; (7alpha)-7-Hydroxy-3-oxocholest-4-en-26-Oate; (7Α)-7-hydroxy-3-oxocholest-4-en-26-Oic acid; 7alpha-hydroxy-3-oxocholest-4-en-26-oic acid; 7 alpha-Hydroxy-3-oxo-4-cholestenoic acid; 7Α-hydroxy-3-oxocholest-4-en-26-Oic acid; (7Α)-7-hydroxy-3-oxocholest-4-en-26-Oate; 7alpha-hydroxy-3-oxo-4-cholestenoic acid; 7α-Hydroxy-3-oxo-4-cholestenoate; 7-alpha-Hydroxy-3-oxo-4-cholestenoate; 7a-Hydroxy-3-oxo-4-cholestenoic acid; 7Α-hydroxy-3-oxo-4-cholestenoic acid; 7alpha-Hydroxy-3-oxo-4-cholestenoate; 7Α-hydroxy-3-oxo-4-cholestenoate; 7a-Hydroxy-3-oxo-4-cholestenoate; ACMC-20mlc5; 7-Hoca; 7alpha-Hydroxy-3-oxo-4-cholestenoate
数据库引用编号
12 个数据库交叉引用编号
- ChEBI: CHEBI:83036
- KEGG: C17337
- PubChem: 71338678
- PubChem: 3081085
- HMDB: HMDB0012458
- Metlin: METLIN63317
- chemspider: 2338765
- CAS: 115538-85-7
- PMhub: MS000025720
- PubChem: 96023698
- LipidMAPS: LMST04030149
- NIKKAJI: J676.107K
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
22 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(22)
- Bile Acid Biosynthesis:
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Congenital Bile Acid Synthesis Defect Type II:
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Congenital Bile Acid Synthesis Defect Type III:
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Familial Hypercholanemia (FHCA):
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Zellweger Syndrome:
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Cerebrotendinous Xanthomatosis (CTX):
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - 27-Hydroxylase Deficiency:
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Bile Acid Biosynthesis:
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - 27-Hydroxylase Deficiency:
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Cerebrotendinous Xanthomatosis (CTX):
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Congenital Bile Acid Synthesis Defect Type II:
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Congenital Bile Acid Synthesis Defect Type III:
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Familial Hypercholanemia (FHCA):
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Zellweger Syndrome:
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - 27-Hydroxylase Deficiency:
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Bile Acid Biosynthesis:
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Bile Acid Biosynthesis:
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Cerebrotendinous Xanthomatosis (CTX):
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Congenital Bile Acid Synthesis Defect Type II:
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Congenital Bile Acid Synthesis Defect Type III:
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Familial Hypercholanemia (FHCA):
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid - Zellweger Syndrome:
Choloyl-CoA + Taurine ⟶ Coenzyme A + Taurocholic acid
PharmGKB(0)
1 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。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Ahmed A Saeed, Erik Edström, Irina Pikuleva, Gösta Eggertsen, Ingemar Björkhem. On the importance of albumin binding for the flux of 7α-hydroxy-3-oxo-4-cholestenoic acid in the brain.
Journal of lipid research.
2017 02; 58(2):455-459. doi:
10.1194/jlr.p073403. [PMID: 27956474] - Ahmed Saeed, Federico Floris, Ulla Andersson, Irina Pikuleva, Anita Lövgren-Sandblom, Maria Bjerke, Martin Paucar, Anders Wallin, Per Svenningsson, Ingemar Björkhem. 7α-hydroxy-3-oxo-4-cholestenoic acid in cerebrospinal fluid reflects the integrity of the blood-brain barrier.
Journal of lipid research.
2014 Feb; 55(2):313-8. doi:
10.1194/jlr.p044982. [PMID: 24319290] - Steve Meaney, Maura Heverin, Ute Panzenboeck, Lena Ekström, Magnus Axelsson, Ulla Andersson, Ulf Diczfalusy, Irina Pikuleva, John Wahren, Wolfgang Sattler, Ingemar Björkhem. Novel route for elimination of brain oxysterols across the blood-brain barrier: conversion into 7alpha-hydroxy-3-oxo-4-cholestenoic acid.
Journal of lipid research.
2007 Apr; 48(4):944-51. doi:
10.1194/jlr.m600529-jlr200. [PMID: 17251592] - Steve Meaney, Amir Babiker, Dieter Lütjohann, Ulf Diczfalusy, Magnus Axelson, Ingemar Björkhem. On the origin of the cholestenoic acids in human circulation.
Steroids.
2003 Sep; 68(7-8):595-601. doi:
10.1016/s0039-128x(03)00081-3. [PMID: 12957664] - K Nagata, Y Seyama, T Shimizu. Changes in the level of 7 alpha-hydroxy-3-oxo-4-cholestenoic acid in cerebrospinal fluid after subarachnoid hemorrhage.
Neurologia medico-chirurgica.
1995 May; 35(5):294-7. doi:
10.2176/nmc.35.294. [PMID: 7623950] - K Nagata, K Takakura, T Asano, Y Seyama, H Hirota, N Shigematsu, I Shima, T Kasama, T Shimizu. Identification of 7 alpha-hydroxy-3-oxo-4-cholestenoic acid in chronic subdural hematoma.
Biochimica et biophysica acta.
1992 Jun; 1126(2):229-36. doi:
10.1016/0005-2760(92)90295-7. [PMID: 1627627] - M Axelson, B Mörk, A Aly, O Wisén, J Sjövall. Concentrations of cholestenoic acids in plasma from patients with liver disease.
Journal of lipid research.
1989 Dec; 30(12):1877-82. doi:
. [PMID: 2621414] - M Axelson, B Mörk, A Aly, G Walldius, J Sjövall. Concentrations of cholestenoic acids in plasma from patients with reduced intestinal reabsorption of bile acids.
Journal of lipid research.
1989 Dec; 30(12):1883-7. doi:
. [PMID: 2621415] - M Axelson, B Mörk, J Sjövall. Occurrence of 3 beta-hydroxy-5-cholestenoic acid, 3 beta,7 alpha-dihydroxy-5-cholestenoic acid, and 7 alpha-hydroxy-3-oxo-4-cholestenoic acid as normal constituents in human blood.
Journal of lipid research.
1988 May; 29(5):629-41. doi:
10.1016/s0022-2275(20)38509-6. [PMID: 3411238]
