3-Alpha-Hydroxy-7-oxo-5beta-cholanic acid - Moligand™,≥98% , CAS No.4651-67-6

CAS: 4651-67-6 Cat. No.: A184646 Formula: C₂₄H₃₈O₄ Peso molecolare: 390.6 Numero EC: 225-083-2

GRADE & PURITY Moligand™, ≥98%

Synonyms

(R)-4-((3R,5S,8R,9S,10S,13R,14S,17R)-3-Hydroxy-10,13-dimethyl-7-oxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid | Y1357H1A28 | 3.ALPHA.-HYDROXY-7-OXO-5.BETA.-CHOLIC ACID | 3I+/--Hydroxy-7-oxo-5I(2)-cholanic acid | Cholan-24-oic acid, 3-h

Storage

Room temperature

Shipped In

Normal

Panoramica

7-Ketolithocholic acid (3α-Hydroxy-7-oxo-5β-cholanic acid), a bile acid, can be absorbed and suppresses endogenous bile acid production and biliary cholesterol secretion.

Specifications

Sinonimi

(R)-4-((3R,5S,8R,9S,10S,13R,14S,17R)-3-Hydroxy-10,13-dimethyl-7-oxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid | Y1357H1A28 | 3.ALPHA.-HYDROXY-7-OXO-5.BETA.-CHOLIC ACID | 3I+/--Hydroxy-7-oxo-5I(2)-cholanic acid | Cholan-24-oic acid, 3-h

Specifiche e purezza

Moligand™, ≥98%

Condizioni di conservazione di stoccaggio

Room temperature

Spedito in

Normal

Grado

Moligand™

Purezza

≥98%

Nomi e identificatori

• Pubchem Sid: 488189825
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488189825
• Sorrisi canonici: CC(CCC(=O)O)C1CCC2C1(CCC3C2C(=O)CC4C3(CCC(C4)O)C)C
• IUPAC Name: (4R)-4-[(3R,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-7-oxo-1,2,3,4,5,6,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid
• InChIKey: DXOCDBGWDZAYRQ-AURDAFMXSA-N
• INCHI: 1S/C24H38O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-19,22,25H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,22+,23+,24-/m1/s1
• Isomeri SMILES: C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C(=O)C[C@H]4[C@@]3(CC[C@H](C4)O)C)C
• Peso molecolare: 390.6

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Classe Steroids and steroid derivatives
      • Subclass Bile acids, alcohols and derivatives
        • Level5 Hydroxy bile acids, alcohols and derivatives
          • Level6 Monohydroxy bile acids, alcohols and derivatives

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Classe: Steroids and steroid derivatives
• Subclass: Bile acids, alcohols and derivatives
• Intermediate Tree Nodes: Hydroxy bile acids, alcohols and derivatives
• Direct Parent: Monohydroxy bile acids, alcohols and derivatives
• Alternative Parents: 7-oxosteroids 3-alpha-hydroxysteroids Secondary alcohols Ketones Cyclic alcohols and derivatives Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Monohydroxy bile acid, alcohol, or derivatives - 3-hydroxysteroid - Hydroxysteroid - 7-oxosteroid - 3-alpha-hydroxysteroid - Oxosteroid - Cyclic alcohol - Secondary alcohol - Ketone - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxide - Alcohol - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organooxygen compound - Aliphatic homopolycyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group.
• External Descriptors: C24 bile acids, alcohols, and derivatives

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Meccanismi d'azione

Proprietà chimiche e fisiche

• Peso molecolare: 390.600 g/mol
• XLogP3: 4.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 390.277 Da
• Monoisotopic Mass: 390.277 Da
• Topological Polar Surface Area: 74.600 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 645.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Riferimenti

1. Meng Yang, Xiaoqi Zheng, Jiajun Fan, Wei Cheng, Tong-Meng Yan, Yushan Lai, Nianping Zhang, Yi Lu, Jiali Qi, Zhengyi Huo, Zihe Xu, Jia Huang, Yuting Jiao, Biaodi Liu, Rui Pang, Xiang Zhong, Shi Huang, Guan-Zheng Luo, Gina Lee, Christian Jobin, A. Murat Eren, Eugene B Chang, Hong Wei, Tao Pan, Xiaoyun Wang.  (2024)  Antibiotic-Induced Gut Microbiota Dysbiosis Modulates Host Transcriptome and m6A Epitranscriptome via Bile Acid Metabolism.  Advanced Science,      [PMID:38713722] [10.1002/advs.202307981]

2. Qian Fang, Xiaoying Hou, Limei Fan, Yufei Deng, Xiaoxuan Li, Hongyun Zhang, Haiping Wang, Zhengqi Fu, Binlian Sun, Xiji Shu, Hongzhi Du, Yuchen Liu.  (2025)  Gut microbiota derived DCA enhances FOLFOX efficacy via Ugt1a6b mediated enterohepatic circulation in colon cancer.  PHARMACOLOGICAL RESEARCH,      [PMID:39894186] [10.1016/j.phrs.2025.107636]

3. Bing-Yi Yang, Si-Tian Xu, Meng-Yu Nan, Ya-Juan Sun, Zhi-Neng You, Jian-He Xu, Chun-Xiu Li.  (2026)  Consensus mutagenesis provides valuable insights for enhancing the performance of 7β-hydroxysteroid dehydrogenase.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2026.116179]

Domande frequenti

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

What is Moligand??

Moligand? is one of Aladdin Scientific's premium product lines, formulated for high-purity applications across multiple workflows. Compared to standard grades in the same workflow, Moligand? products typically offer tighter specifications, more rigorous QC, and stronger lot-to-lot consistency.

How should this product be stored?

Store at room temperature.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 4651-67-6, the molecular formula is C24H38O4, and the molecular weight is 390.6 g/mol. InChIKey DXOCDBGWDZAYRQ-AURDAFMXSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.