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(3b,5a,22E,24S)-Stigmasta-7,22,25-trien-3-ol (FDB012492)

Record Information
Version1.0
Creation date2010-04-08 22:10:12 UTC
Update date2019-11-26 03:06:54 UTC
Primary IDFDB012492
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(3b,5a,22E,24S)-Stigmasta-7,22,25-trien-3-ol
Description(3beta,5alpha,22E,24S)-Stigmasta-7,22,25-trien-3-ol 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, (3beta,5alpha,22E,24S)-stigmasta-7,22,25-trien-3-ol is considered to be a sterol lipid molecule (3beta,5alpha,22E,24S)-Stigmasta-7,22,25-trien-3-ol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
CAS Number34991-42-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00015 g/LALOGPS
logP7.58ALOGPS
logP7.13ChemAxon
logS-6.4ALOGPS
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
Refractivity130.66 m³·mol⁻¹ChemAxon
Polarizability51.99 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC29H46O
IUPAC name14-[(3E)-5-ethyl-6-methylhepta-3,6-dien-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol
InChI IdentifierInChI=1S/C29H46O/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/h8-9,11,20-23,25-27,30H,2,7,10,12-18H2,1,3-6H3/b9-8+
InChI KeyIMWBKGMKWXIXEQ-CMDGGOBGSA-N
Isomeric SMILESCCC(\C=C\C(C)C1CCC2C3=CCC4CC(O)CCC4(C)C3CCC12C)C(C)=C
Average Molecular Weight410.6749
Monoisotopic Molecular Weight410.354866094
Classification
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 ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 84.81%; H 11.29%; O 3.90%DFC
Melting PointMp 157-161°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]21D +11.2 (c, 0.69 in CHCl3)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS(3b,5a,22E,24S)-Stigmasta-7,22,25-trien-3-ol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001j-1019000000-02f584ce05c968392706Spectrum
Predicted GC-MS(3b,5a,22E,24S)-Stigmasta-7,22,25-trien-3-ol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0uxr-3103900000-a752ccb4ad80c5a8549dSpectrum
Predicted GC-MS(3b,5a,22E,24S)-Stigmasta-7,22,25-trien-3-ol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ox-2019400000-1e8a1341483c35339b412016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01oy-9158100000-3965f91b0639af0cbf732016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0005-8295000000-91e3ed6b67ea0bc30d092016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0002900000-aae9b55c2bc41f820d192016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0005900000-422199b09d169477d3222016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-3019000000-c1b3f007fdb5d030e9552016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03xr-5249800000-70eb73c7a987ccd6e6482021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0m33-9147100000-d2118579b8c6646878852021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-057m-9520000000-f3751d188fd509f96df32021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0000900000-84eae2c8ad8ccafd77412021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0001900000-72cd4cab46ad7503879e2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-1019300000-6dd1c854da7311ca42772021-09-22View Spectrum
NMRNot Available
ChemSpider ID4479228
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID5321510
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34196
CRC / DFC (Dictionary of Food Compounds) IDBZJ58-R:HHK81-Q
EAFUS IDNot Available
Dr. Duke IDSTIGMASTA-7-22-25-TRIEN-3-BETA-OL|STIGMAST-7,22,25-TRIEN-3-BETA-OL
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).