Campesterol - ≥65% , CAS No.474-62-4

CAS: 474-62-4 Cat. No.: C137607 Formula: C₂₈H₄₈O Molecular Weight: 400.68 Beilstein Registry Number: 3216975 EC Number: 207-484-4

GRADE & PURITY ≥65%

Synonyms

(24R)-Methylcholest-5-en-3.beta.-ol | (24S)-beta-Methyl cholesterol | CAMPESTEROL [MI] | cholest 5-en-3-ol, 24-methyl | Ergost-5-en-3beta-ol, (24R)- | 24a-Methyl-5-cholesten-3b-ol | 24-Methylcholest-5-en-3beta-ol | 5L5O665639 | AC-34100 | 24-methyl-5-Chol

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Campesterol was used as standard in GC and HPLC analysis of oil samples from plants.

Specifications

Synonyms

(24R)-Methylcholest-5-en-3.beta.-ol | (24S)-beta-Methyl cholesterol | CAMPESTEROL [MI] | cholest 5-en-3-ol, 24-methyl | Ergost-5-en-3beta-ol, (24R)- | 24a-Methyl-5-cholesten-3b-ol | 24-Methylcholest-5-en-3beta-ol | 5L5O665639 | AC-34100 | 24-methyl-5-Chol

Specifications & Purity

≥65%

Biochemical and Physiological Mechanisms

Campesterol is a phytosterol, primarily found in nuts, fruits, legumes and seeds. Campesterol is poorly absorbed in humans and competitively inhibits the absorption of cholesterol. Campesterol decreases the transcription of genes involved in cholesterol m

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

≥65%

Product Line

C137607-5mg

Names and Identifiers

Pubchem Sid

528775518

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/528775518

Canonical Smiles

CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C

IUPAC Name

(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

InChIKey

SGNBVLSWZMBQTH-PODYLUTMSA-N

INCHI

1S/C28H48O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9,18-20,22-26,29H,7-8,10-17H2,1-6H3/t19-,20-,22+,23+,24-,25+,26+,27+,28-/m1/s1

Isomeric SMILES

C[C@H](CC[C@@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C

WGK Germany

3

Molecular Weight

400.68

Beilstein

3216975

Reaxy-Rn

2061433

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2061433&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Ergostane steroids
• Intermediate Tree Nodes: Not available
• Direct Parent: Ergosterols and derivatives
• Alternative Parents: 3-beta-hydroxysteroids 3-beta-hydroxy delta-5-steroids Delta-5-steroids Secondary alcohols Cyclic alcohols and derivatives Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Ergosterol-skeleton - 3-beta-hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - Hydroxysteroid - 3-hydroxysteroid - 3-hydroxy-delta-5-steroid - Delta-5-steroid - 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 ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.
• External Descriptors: Ergosterols and C24-methyl 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(non-human)

Staphylococcus aureus (210822 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: ≤0.25mg/ml in ethanol;1mg/ml in dimethyl formamide
• Molecular Weight: 400.700 g/mol
• XLogP3: 8.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 400.371 Da
• Monoisotopic Mass: 400.371 Da
• Topological Polar Surface Area: 20.200 Ų
• Heavy Atom Count: 29
• Formal Charge: 0
• Complexity: 620.000
• 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