4-cholesten-3-one - ≥98% , CAS No.601-57-0

CAS: 601-57-0 Cat. No.: C130210 Molecular Weight: 384.638 Beilstein Registry Number: 2224119 EC Number: 210-005-1

GRADE & PURITY ≥98%

Synonyms

D94645 | LMST01010015 | methyl 5-methyl-2H-pyrazole-3-carboxylate | NSC-122418 | 4-cholestene-3-one | Z2375482233 | AS-56879 | 3-Keto-4-cholestene | 4-cholesten-3-on | 3-Oxo-4-cholestene | C-5800 | (17b)-17-Octylandrost-4-en-3-one | 5'-(2,4,6-Triphenylpyr

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Cholestenone is a cholesterol metabolite and analog, which substitutes membrane cholesterol and elevates membrane fluidity.

4-Cholesten-3-one is used as a chiral building block for proteomics research. It is an intestinal metabolite of cholesterol and exhibits an anti-obesity effect on animals.

Specifications

Synonyms

D94645 | LMST01010015 | methyl 5-methyl-2H-pyrazole-3-carboxylate | NSC-122418 | 4-cholestene-3-one | Z2375482233 | AS-56879 | 3-Keto-4-cholestene | 4-cholesten-3-on | 3-Oxo-4-cholestene | C-5800 | (17b)-17-Octylandrost-4-en-3-one | 5'-(2, 4, 6-Triphenylpyr

Specifications & Purity

≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504756062
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756062
• Canonical Smiles: CC(C)CCCC(C)C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C
• IUPAC Name: (8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
• InChIKey: NYOXRYYXRWJDKP-GYKMGIIDSA-N
• INCHI: 1S/C27H44O/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/h17-19,22-25H,6-16H2,1-5H3/t19-,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]2CCC4=CC(=O)CC[C@]34C)C
• WGK Germany: 3
• RTECS: FZ7700000
• Molecular Weight: 384.638
• Beilstein: 2224119
• Reaxy-Rn: 1916178
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1916178&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-oxo delta-4-steroids Delta-4-steroids Cyclohexenones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Cholesterol-skeleton - Oxosteroid - 3-oxosteroid - 3-oxo-delta-4-steroid - Delta-4-steroid - Cyclohexenone - Cyclic ketone - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - 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)

DU-145 (51482 Activities)

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MDA-MB-468 (9477 Activities)

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PC-3 (62116 Activities)

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HCT-116 (91556 Activities)

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MDA-MB-231 (73002 Activities)

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DU-4475 (193 Activities)

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Associated Targets(non-human)

Mus musculus (284745 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

cyp125 Putative cytochrome P450 125 (56 Activities)

Discover Target: cyp125

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Slightly soluble in water.
• Melt Point(°C): 79-81℃
• Molecular Weight: 384.600 g/mol
• XLogP3: 8.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 384.339 Da
• Monoisotopic Mass: 384.339 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 630.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• 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