Record Information
Version1.0
Creation date2011-09-21 00:13:01 UTC
Update date2020-09-17 15:41:56 UTC
Primary IDFDB022376
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4,4-Dimethylcholesta-8,14,24-trienol
Description4,4-Dimethylcholesta-8,14,24-trienol, also known as FF-MAS or follicular fluid meiosis activating sterol, belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 4,4-dimethylcholesta-8,14,24-trienol is considered to be a sterol lipid molecule. 4,4-Dimethylcholesta-8,14,24-trienol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
CAS Number64284-64-6
Structure
Thumb
Synonyms
SynonymSource
4,4-Dimechol-8,14,24-trienolChEBI
4,4-Dimethylcholesta-8(9),14,24-trien-3beta-olChEBI
4,4-Dimethylcholesta-8(9),14,24-trien-3b-olGenerator
4,4-Dimethylcholesta-8(9),14,24-trien-3β-olGenerator
(3beta,5alpha)-4,4-Dimethyl-cholesta-8,14,24-trien-3-olHMDB
(3beta,5alpha)-4,4-Dimethylcholesta-8,14,24-trien-3-olHMDB
4,4'-Dimethyl cholesta-8,14,24-triene-3-beta-olHMDB
4,4-Dimethyl-5-alpha-cholesta-8,14,24-trien-3-beta-olHMDB
4,4-Dimethyl-5alpha-cholesta-8,14,24-trien-3-olHMDB
4,4-Dimethyl-5alpha-cholesta-8,14,24-trien-3beta-olHMDB
4,4-Dimethyl-cholesta-8,14,24-trienolHMDB
FF-MASHMDB
Follicular fluid meiosis activating sterolHMDB
(3beta,5alpha)-4,4-dimethyl-Cholesta-8,14,24-trien-3-olhmdb
4,4-dimethyl-5-alpha-cholesta-8,14,24-trien-3-beta-olhmdb
4,4-Dimethyl-5a-cholesta-8,14,24-trien-3b-olGenerator
4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3-olhmdb
4,4-Dimethyl-5α-cholesta-8,14,24-trien-3β-olGenerator
4,4-dimethyl-cholesta-8,14,24-trienolhmdb
4,4-Dimethylcholesta-8,14,24-trienolhmdb
4,4'-dimethyl cholesta-8,14,24-triene-3-beta-olhmdb
follicular fluid meiosis activating sterolhmdb
Predicted Properties
PropertyValueSource
Water Solubility0.001 g/LALOGPS
logP7.4ALOGPS
logP7ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)19.55ChemAxon
pKa (Strongest Basic)-0.81ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity130.92 m³·mol⁻¹ChemAxon
Polarizability52.86 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC29H46O
IUPAC name(2S,5S,7R,14R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),11-dien-5-ol
InChI IdentifierInChI=1S/C29H46O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h9,13,20,22,25-26,30H,8,10-12,14-18H2,1-7H3/t20-,22-,25+,26+,28-,29-/m1/s1
InChI KeyLFQXEZVYNCBVDO-PBJLWWPKSA-N
Isomeric SMILES[H][C@@]1(CC=C2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3)[C@H](C)CCC=C(C)C
Average Molecular Weight410.6749
Monoisotopic Molecular Weight410.354866094
Classification
Description Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassCholestane steroids
Direct ParentCholesterols and derivatives
Alternative Parents
Substituents
  • Cholesterol-skeleton
  • 3-beta-hydroxysteroid
  • Hydroxysteroid
  • 3-hydroxysteroid
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS4,4-Dimethylcholesta-8,14,24-trienol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000t-1009000000-416b93fbfcc925dc4766Spectrum
Predicted GC-MS4,4-Dimethylcholesta-8,14,24-trienol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014i-4103900000-a8896cb66364cceda294Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Orbitrap 18V, positivesplash10-0006-1329000000-9b8610b57655e3a41ca1Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 22V, positivesplash10-0006-3958000000-39386b42d7d020c29bbbSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 25V, positivesplash10-05o3-4943000000-68305bc3d9c2e79f17bcSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 28V, positivesplash10-067j-4931000000-17ac98d22705a30ac479Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 32V, positivesplash10-0aos-4930000000-57d6f877cf0915f132b3Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 38V, positivesplash10-0aos-5910000000-64fc1bcaeb9b8921df29Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 48V, positivesplash10-0aou-5900000000-7ebf0af9fd57cfad6303Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 57V, positivesplash10-0ar3-4900000000-2533caeaeb9ebdebc4a1Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 70V, positivesplash10-054o-4900000000-bbdc94435c78cc8bc333Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 83V, positivesplash10-056u-4900000000-36892883de61aea8c544Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 102V, positivesplash10-00ou-4900000000-18c114c240680434a0d3Spectrum
MS/MSLC-MS/MS Spectrum - n/a 28V, positivesplash10-053r-0393000000-0c6dea5c7ec2bee79e1eSpectrum
MS/MSLC-MS/MS Spectrum - n/a 28V, positivesplash10-000l-0970000000-b2c5bf7eb779387cd981Spectrum
MS/MSLC-MS/MS Spectrum - n/a 28V, positivesplash10-006t-0930000000-e231f282c3639a162ab0Spectrum
MS/MSLC-MS/MS Spectrum - n/a 28V, positivesplash10-0aor-2900000000-85f247eedd1281442c90Spectrum
MS/MSLC-MS/MS Spectrum - n/a 28V, positivesplash10-006t-0950000000-15e1c7c9cb681913720eSpectrum
MS/MSLC-MS/MS Spectrum - n/a 28V, positivesplash10-0api-0900000000-eb024b4e1b55ee575bb2Spectrum
MS/MSLC-MS/MS Spectrum - n/a 28V, positivesplash10-0a4i-0900000000-6034a459e48936a045ebSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ox-0019500000-5b93d5ee5e25639470f1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01p6-2239100000-caf833ab905690ea16e1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014r-4359000000-b7622993fbb821fcdd8aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0002900000-3773f1780255ea800890Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0005900000-43378c95eaacf13d3cd4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004l-1009000000-1387c3c0fba5a00f56a6Spectrum
NMRNot Available
ChemSpider ID391478
ChEMBL IDCHEMBL10850
KEGG Compound IDC11455
Pubchem Compound ID443212
Pubchem Substance IDNot Available
ChEBI ID17813
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01023
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID1454719
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
Enzymes
NameGene NameUniProt ID
Delta(14)-sterol reductaseTM7SF2O76062
Pathways
NameSMPDB LinkKEGG Link
Steroid BiosynthesisSMP00023 map00100
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference