4β-hydroxycholesterol - ≥99% , CAS No.17320-10-4

CAS: 17320-10-4 Cat. No.: C130188 Molecular Weight: 402.65 PubChem CID: 3247060

GRADE & PURITY ≥99%

Synonyms

3.BETA.,4.BETA.-DIHYDROXYCHOLEST-5-ENE | CHEBI:85778 | 4 | UNII-3T705H20G7 | A-Hydroxycholesterol | (3beta,4beta)-Cholest-5-ene-3,4-diol | 4?-Hydroxy Cholesterol | (4b)-cholest-5-ene-3b,4-diol | Cholest-5-en-3beta,4b-diol | CIS-3,4-DIHYDROXY-.DELTA.5-CHOL

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

4β-Hydroxy Cholesterol is a metabolite of cholesterol formed by the drug-metabolizing enzyme cytochrome P 450 3A4. It acts as a potential.
A cholesterol metabolite and endogenous CYP3A marker

Specifications

Synonyms

3.BETA., 4.BETA.-DIHYDROXYCHOLEST-5-ENE | CHEBI:85778 | 4 | UNII-3T705H20G7 | A-Hydroxycholesterol | (3beta, 4beta)-Cholest-5-ene-3, 4-diol | 4?-Hydroxy Cholesterol | (4b)-cholest-5-ene-3b, 4-diol | Cholest-5-en-3beta, 4b-diol | CIS-3, 4-DIHYDROXY-.DELTA.5-CHOL

Specifications & Purity

≥99%

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

MODULATOR

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4O)O)C)C
• IUPAC Name: (3S,4R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,4-diol
• InChIKey: CZDKQKOAHAICSF-JSAMMMMSSA-N
• INCHI: 1S/C27H46O2/c1-17(2)7-6-8-18(3)20-11-12-21-19-9-10-23-25(29)24(28)14-16-27(23,5)22(19)13-15-26(20,21)4/h10,17-22,24-25,28-29H,6-9,11-16H2,1-5H3/t18-,19+,20-,21+,22+,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=C4[C@@]3(CC[C@@H]([C@@H]4O)O)C)C
• PubChem CID: 3247060
• Molecular Weight: 402.65

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 3-beta-hydroxy delta-5-steroids Delta-5-steroids Secondary alcohols Cyclic alcohols and derivatives 1,2-diols Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Cholesterol - Cholesterol-skeleton - 3-hydroxy-delta-5-steroid - 3-hydroxysteroid - 3-beta-hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - Hydroxysteroid - 4-hydroxysteroid - Delta-5-steroid - Cyclic alcohol - 1,2-diol - Secondary alcohol - Alcohol - Hydrocarbon derivative - Organic oxygen compound - Organooxygen compound - 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)

HT-29 (80576 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

• Sensitivity: Moisture sensitive；Light sensitive
• Molecular Weight: 402.700 g/mol
• XLogP3: 7.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 402.35 Da
• Monoisotopic Mass: 402.35 Da
• Topological Polar Surface Area: 40.500 Ų
• Heavy Atom Count: 29
• Formal Charge: 0
• Complexity: 624.000
• 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