5α-cholestan-3β-ol - ≥98% , CAS No.80-97-7

CAS: 80-97-7 Cat. No.: C130209 Molecular Weight: 388.669 Beilstein Registry Number: 2418594 EC Number: 201-315-8

GRADE & PURITY ≥98%

Synonyms

1814DD66-70FE-4610-86FB-FA8455101768 | NSC-18188 | 5a-Dihydrocholesterol | HY-107819 | 3beta-Hydroxy-5alpha-cholestane | SCHEMBL133951 | 8M308U816E | Dihydrocholesterol | 3b-Hydroxy-5a-cholestane | AS-58118 | Cholestan-3-ol, (3.beta.)- # | NSC 18188 | (+)

Storage

Room temperature

Shipped In

Normal

Overview

It was used as a standard in lipid analysis using HPLC.

Specifications

Synonyms

1814DD66-70FE-4610-86FB-FA8455101768 | NSC-18188 | 5a-Dihydrocholesterol | HY-107819 | 3beta-Hydroxy-5alpha-cholestane | SCHEMBL133951 | 8M308U816E | Dihydrocholesterol | 3b-Hydroxy-5a-cholestane | AS-58118 | Cholestan-3-ol, (3.beta.)- # | NSC 18188 | (+)

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

It is derived from cholesterol by the action of intestinal microorganisms.It is known to induce the formation of gall stones in rabbits in the presence of sodium ions.

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488180124
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180124
• Canonical Smiles: CC(C)CCCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C
• IUPAC Name: (3S,5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
• InChIKey: QYIXCDOBOSTCEI-QCYZZNICSA-N
• INCHI: 1S/C27H48O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25,28H,6-17H2,1-5H3/t19-,20+,21+,22+,23-,24+,25+,26+,27-/m1/s1
• Isomeric SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C
• WGK Germany: 3
• Molecular Weight: 388.669
• Beilstein: 2418594
• Reaxy-Rn: 1914455
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1914455&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Cholestane steroids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Cholestane steroids
• Intermediate Tree Nodes: Not available
• Direct Parent: Cholesterols and derivatives
• Alternative Parents: 3-beta-hydroxysteroids Secondary alcohols Cyclic alcohols and derivatives Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Cholesterol-skeleton - Cholesterol - 3-beta-hydroxysteroid - Hydroxysteroid - 3-hydroxysteroid - Cyclic alcohol - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as cholesterols and derivatives. These are compounds containing a 3-hydroxylated cholestane core.
• External Descriptors: Cholesterol 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

Associated Targets(Human)

POLA1 Tclin DNA polymerase alpha subunit (225 Activities)

Discover Target: POLA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

POLB Tchem DNA polymerase beta (23632 Activities)

Discover Target: POLB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Top2 DNA topoisomerase II (15 Activities)

Discover Target: Top2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Aspergillus fumigatus (16427 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Cryptococcus neoformans (21258 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Candida albicans (78123 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water.
• Freezing Point(°C): 24° (C=1,Dioxane)
• Melt Point(°C): 140 °C
• Molecular Weight: 388.700 g/mol
• XLogP3: 9.400
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 388.371 Da
• Monoisotopic Mass: 388.371 Da
• Topological Polar Surface Area: 20.200 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 540.000
• 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

References

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5. Yuan Gao, Na Zhang, Xingyue Li, Linhang Qu, Yonglin Li, Xiuzhu Yu.  (2024)  Volatile, glycerides, tocopherol, phytosterols, and triterpene alcohol in 31 commercial walnut oils from three countries.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2024.106831]

6. Shuai Xu, Dan Huang, Chongyang Liu, Yuan Gao, Qi Li, Xiuzhu Yu.  (2025)  Development of nutrition-flavor dual process of rapeseed oil based on resource utilization of rapeseed cake.  FOOD CHEMISTRY,      [PMID:40684575] [10.1016/j.foodchem.2025.145576]

7. Yao Guo, Guangjie Shu, Ziyang Zhang, Xiaoshuang Hu, Huiru Huang, Wenxin Lu, Miaomiao Zhu, Bing Liu, Shenshen Zhang.  (2025)  Fisetin ameliorates atherosclerosis through activating FXR-mediated hepatic cholesterol metabolism and transintestinal cholesterol excretion.  FOOD RESEARCH INTERNATIONAL,      [PMID:40922153] [10.1016/j.foodres.2025.117002]

8. Yufeng Zhao, Dan Huang, Xiangyu Wang, Baijun Chu, Yuxiu Wen, Qi Li, Xiuzhu Yu.  (2025)  Tocopherols and Phytosterols: Degradation and Antioxidant Regulation in Walnut Oil During Storage.  EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY,      [PMID:] [10.1002/ejlt.70062]

9. Mingyang Yuan, Yuehao Song, Jie Mi, Yiwen Guo, Qidong Xue, Xiaoyu He, Yazhen Xing, Ruijie Liu, Ming Chang.  (2025)  Phytosterol delivery system based on crosslinked chitosan-modified nanostructured lipid carriers: Enhancing stability and digestive absorption.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2025.107890]