Record Information
Version1.0
Creation Date2018-06-29 22:18:22 UTC
Update Date2020-05-11 20:18:49 UTC
BMDB IDBMDB0062201
Secondary Accession Numbers
  • BMDB62201
Metabolite Identification
Common NameCampesterol
DescriptionCampesterol, also known as campesterin, 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. Thus, campesterol is considered to be a sterol. Based on a literature review a significant number of articles have been published on Campesterol.
Structure
Thumb
Synonyms
ValueSource
(24R)Ergost-5-en-3beta-olChEBI
(24R)Ergost-5-en-3b-olGenerator
(24R)Ergost-5-en-3β-olGenerator
22,23-DihydrobrassicasterolHMDB
Campesterol, (3beta)-isomerHMDB
Ergost-5-en-3 beta- ol, 24 epimerHMDB
24 alpha-Methylcholest-5-en-3 beta-olHMDB
24-MethylcholesterolHMDB
Campesterol, (3beta,24xi)-isomerHMDB
(24R)-24-Methylcholest-5-en-3beta-olHMDB
(24R)-24-Methylcholest-5-en-3β-olHMDB
(24R)-5-Ergosten-3beta-olHMDB
(24R)-5-Ergosten-3β-olHMDB
(24R)-Methylcholest-5-en-3beta-olHMDB
(24R)-Methylcholest-5-en-3β-olHMDB
(3beta,24R)-Ergost-5-en-3-olHMDB
(3Β,24R)-ergost-5-en-3-olHMDB
24(R)-MethylcholesterolHMDB
24alpha-Methyl-5-cholesten-3beta-olHMDB
24alpha-MethylcholesterolHMDB
24Α-methyl-5-cholesten-3β-olHMDB
24Α-methylcholesterolHMDB
CampasterolHMDB
CampesterinHMDB
delta5-24-Isoergosten-3beta-olHMDB
Δ5-24-isoergosten-3β-olHMDB
(24R)-Ergost-5-en-3beta-olHMDB
(24R)-Ergost-5-en-3β-olHMDB
CampesterolHMDB
Chemical FormulaC28H48O
Average Molecular Weight400.691
Monoisotopic Molecular Weight400.370516166
IUPAC Name(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5R)-5,6-dimethylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol
Traditional Name(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5R)-5,6-dimethylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol
CAS Registry NumberNot Available
SMILES
CC(C)[C@H](C)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
InChI Identifier
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
InChI KeySGNBVLSWZMBQTH-PODYLUTMSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassErgostane steroids
Direct ParentErgosterols and derivatives
Alternative Parents
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
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP6.81ALOGPS
logP7.4ChemAxon
logS-7.3ALOGPS
pKa (Strongest Acidic)18.2ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity125.17 m³·mol⁻¹ChemAxon
Polarizability52.31 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Kidney
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
KidneyExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Abnormal Concentrations
Not Available
HMDB IDHMDB0002869
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012521
KNApSAcK IDC00003647
Chemspider ID151215
KEGG Compound IDC01789
BioCyc IDCPD-707
BiGG IDNot Available
Wikipedia LinkCampesterol
METLIN IDNot Available
PubChem Compound173183
PDB IDNot Available
ChEBI ID28623
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available