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Showing Compound 3beta-Lanostenol (FDB004614)

Record Information
Version1.0
Creation date2010-04-08 22:06:19 UTC
Update date2020-09-17 15:41:56 UTC
Primary IDFDB004614
Secondary Accession Numbers
  • FDB005166
Chemical Information
FooDB Name3beta-Lanostenol
Description24,25-Dihydrolanosterol, also known as lanostenol, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Thus, 24,25-dihydrolanosterol is considered to be a sterol lipid molecule. 24,25-Dihydrolanosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
CAS Number79-62-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
LanostenolChEBI
(3beta,20S)-Isomer OF lanostenolHMDB
(3beta,5XI,14xi)-isomer OF lanostenolHMDB
5 alpha-Lanost-8-en-3 beta-olHMDB
(3beta)-Lanost-8-en-3-olbiospider
24-Dihydrolanosterolbiospider
24,25-Dihydrolanosterolbiospider
3b-Lanostenoldb_source
4,4,14-Trimethylcholest-8-en-3beta-olmanual
Dihydrolanosteroldb_source
Lanost-8-en-3beta-olbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.00015 g/LALOGPS
logP7.98ALOGPS
logP8.11ChemAxon
logS-6.4ALOGPS
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 Count5ChemAxon
Refractivity133.69 m³·mol⁻¹ChemAxon
Polarizability55.82 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC30H52O
IUPAC name(2S,5S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol
InChI IdentifierInChI=1S/C30H52O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h20-22,25-26,31H,9-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1
InChI KeyMBZYKEVPFYHDOH-BQNIITSRSA-N
Isomeric SMILES[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3
Average Molecular Weight428.7333
Monoisotopic Molecular Weight428.401816286
Classification
Description Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTriterpenoids
Direct ParentTriterpenoids
Alternative Parents
Substituents
  • Triterpenoid
  • 14-alpha-methylsteroid
  • 3-beta-hydroxysteroid
  • Hydroxysteroid
  • 3-hydroxysteroid
  • Steroid
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNeedles (MeOH)CCD
Mass CompositionNot Available
Melting PointMp 148° (146°)CCD
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a] 19D +63 ( CHCl3)CCD
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS3beta-Lanostenol, non-derivatized, GC-MS Spectrumsplash10-0002-2964200000-c6d292b0916d62ea8526Spectrum
GC-MS3beta-Lanostenol, non-derivatized, GC-MS Spectrumsplash10-06r6-9720200000-8c73cf86594c8bf58e5dSpectrum
GC-MS3beta-Lanostenol, non-derivatized, GC-MS Spectrumsplash10-0a4m-2911000000-583cb85e7235ac83846dSpectrum
GC-MS3beta-Lanostenol, non-derivatized, GC-MS Spectrumsplash10-0002-2964200000-c6d292b0916d62ea8526Spectrum
GC-MS3beta-Lanostenol, non-derivatized, GC-MS Spectrumsplash10-06r6-9720200000-8c73cf86594c8bf58e5dSpectrum
GC-MS3beta-Lanostenol, non-derivatized, GC-MS Spectrumsplash10-0a4m-2911000000-583cb85e7235ac83846dSpectrum
Predicted GC-MS3beta-Lanostenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03di-2009700000-9daf045c9466c158bfdcSpectrum
Predicted GC-MS3beta-Lanostenol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0079-3002900000-8f7b1a32f2ba2b44c886Spectrum
Predicted GC-MS3beta-Lanostenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS3beta-Lanostenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03fr-0002900000-b6caf9510eaf7f5d77a12016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-06vr-5149500000-411cd14a48ee6ca819052016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-7139100000-af6f3530e7230f55ca5f2016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0000900000-a78041e281b8666a6d8b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0000900000-019027469288cff3e4db2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01ot-2009500000-1e22a1853a0758a79a682016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-9102800000-e68b28d1d8c37f5b2fd52021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a6r-9121300000-99597bbf71b616f6496b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0avl-9643000000-fc3e8e224659df0644ca2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0000900000-ed006f256d0151ef06142021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0000900000-ed006f256d0151ef06142021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0000900000-f875a9421ee03ba66ef72021-09-25View Spectrum
NMRNot Available
ChemSpider ID389460
ChEMBL IDNot Available
KEGG Compound IDC05109
Pubchem Compound ID440560
Pubchem Substance IDNot Available
ChEBI ID28113
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB06839
CRC / DFC (Dictionary of Food Compounds) IDLXM30-K:LXM33-N
EAFUS IDNot Available
Dr. Duke ID24-DIHYDROLANOSTEROL|LANOSTENOL|LANOST-8-EN-3-BETA-OL
BIGG IDNot Available
KNApSAcK IDC00023781
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
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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).