Showing metabocard for Delta7-Avenasterol (BMDB0006851)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:26:49 UTC
Update Date2020-04-22 15:18:50 UTC
BMDB IDBMDB0006851
Secondary Accession Numbers
  • BMDB06851
Metabolite Identification
Common NameDelta7-Avenasterol
DescriptionDelta7-Avenasterol, also known as 7-dehydroavenasterol or δ7-avenasterol, belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Thus, Delta7-avenasterol is considered to be a sterol lipid molecule. Delta7-Avenasterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
7-DehydroavenasterolKEGG
Δ7-AvenasterolGenerator
(24Z)-24-Ethyl-5alpha-cholesta-7,24(28)-dien-3beta-olHMDB
(24Z)-5alpha-Stigmasta-7,24(28)-dien-3beta-olHMDB
(Z)-5alpha-Stigmasta-7,24(28)-dien-3beta-olHMDB
24Z-EthylidenelathosterolHMDB
3beta-Hydroxy-5alpha-stigmasta-7,24(28)Z-dieneHMDB
5alpha-Stigmasta-7,24(28)-dien-3-olHMDB
5alpha-Stigmasta-7,24(28)-dien-3beta-olHMDB
5alpha-Stigmasta-7,Z-24(28)-diene-3.beta-olHMDB
AvenasterolHMDB
Z-24-Ethylidene-5alpha-cholest-7-en-3beta-olHMDB
(24Z)-24-Ethyl-5α-cholesta-7,24(28)-dien-3β-olHMDB
(24Z)-5α-Stigmasta-7,24(28)-dien-3β-olHMDB
(3beta,5alpha,24Z)-Stigmasta-7,24(28)-dien-3-olHMDB
(3β,5α,24Z)-Stigmasta-7,24(28)-dien-3-olHMDB
(Z)-5α-Stigmasta-7,24(28)-dien-3β-olHMDB
3β-Hydroxy-5α-stigmasta-7,24(28)Z-dieneHMDB
5alpha-Stigmasta-7,Z-24(28)-diene-3beta-olHMDB
5α-Stigmasta-7,24(28)-dien-3-olHMDB
5α-Stigmasta-7,Z-24(28)-diene-3β-olHMDB
Z-24-Ethylidene-5α-cholest-7-en-3β-olHMDB
delta7-AvenasterolHMDB
Chemical FormulaC29H48O
Average Molecular Weight412.702
Monoisotopic Molecular Weight412.370516166
IUPAC Name(1R,2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R,5Z)-5-(propan-2-yl)hept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol
Traditional Name(1R,2S,5S,7S,11R,14R,15R)-14-[(2R,5Z)-5-isopropylhept-5-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol
CAS Registry Number23290-26-8
SMILES
[H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC\C(=C\C)C(C)C
InChI Identifier
InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,11,19-20,22-23,25-27,30H,8-10,12-18H2,1-6H3/b21-7-/t20-,22+,23+,25-,26+,27+,28+,29-/m1/s1
InChI KeyMCWVPSBQQXUCTB-OQTIOYDCSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassStigmastanes and derivatives
Direct ParentStigmastanes and derivatives
Alternative Parents
Substituents
  • Triterpenoid
  • Stigmastane-skeleton
  • 3-beta-hydroxysteroid
  • Hydroxysteroid
  • 3-hydroxysteroid
  • 3-hydroxy-delta-7-steroid
  • Delta-7-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
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP7.62ALOGPS
logP7.44ChemAxon
logS-6.6ALOGPS
pKa (Strongest Acidic)18.36ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity130.62 m³·mol⁻¹ChemAxon
Polarizability53.66 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 LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0006851
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB030685
KNApSAcK IDC00007322
Chemspider ID24850097
KEGG Compound IDC15782
BioCyc IDCPD-4125
BiGG IDNot Available
Wikipedia LinkAvenasterol
METLIN IDNot Available
PubChem Compound12795736
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available