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Showing Compound 24-Methylenecycloartan-3-ol (FDB014438)

Record Information
Version1.0
Creation date2010-04-08 22:11:16 UTC
Update date2025-11-19 00:46:31 UTC
Primary IDFDB014438
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name24-Methylenecycloartan-3-ol
Description24-methylenecycloartan-3-ol belongs to cycloartanols and derivatives class of compounds. Those are steroids containing a cycloartanol moiety. 24-methylenecycloartan-3-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 24-methylenecycloartan-3-ol can be found in a number of food items such as oregon yampah, common persimmon, pineapple, and climbing bean, which makes 24-methylenecycloartan-3-ol a potential biomarker for the consumption of these food products.
CAS Number1449-09-8
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
(3beta,9beta)-24-Methylene-9,19-cyclolanostan-3-olChEBI
24(28)-MethylenecycloartanolChEBI
24-Methylene cycloartanolChEBI
24-Methylene-9beta,19-cyclo-lanostan-3beta-olChEBI
24-Methylene-cycloartanolChEBI
24-Methylenecycloartan-3beta-olChEBI
4alpha,4beta,14alpha-Trimethyl-9beta,19-cyclo-5alpha-ergost-24(24(1))-en-3beta-olKegg
(3b,9b)-24-Methylene-9,19-cyclolanostan-3-olGenerator
(3Β,9β)-24-methylene-9,19-cyclolanostan-3-olGenerator
24-Methylene-9b,19-cyclo-lanostan-3b-olGenerator
24-Methylene-9β,19-cyclo-lanostan-3β-olGenerator
24-Methylenecycloartan-3b-olGenerator
24-Methylenecycloartan-3β-olGenerator
4a,4b,14a-Trimethyl-9b,19-cyclo-5a-ergost-24(24(1))-en-3b-olGenerator
4Α,4β,14α-trimethyl-9β,19-cyclo-5α-ergost-24(24(1))-en-3β-olGenerator
24-MethylenecycloartanolChEMBL, KEGG
(3beta)-24-Methylene-9,19-cyclolanostan-3-olPhytoBank
(3β)-24-Methylene-9,19-cyclolanostan-3-olPhytoBank
24-Methylencycloartan-3beta-olPhytoBank
24-Methylencycloartan-3β-olPhytoBank
24-Methylene-9,19-cyclolanostan-3beta-olPhytoBank
24-Methylene-9,19-cyclolanostan-3β-olPhytoBank
24-MethylidenecycloartanolPhytoBank
3beta-Hydroxy-24-methylenecycloartanePhytoBank
3β-Hydroxy-24-methylenecycloartanePhytoBank
9,19-Cyclo-24-methylenelanostan-3beta-olPhytoBank
9,19-Cyclo-24-methylenelanostan-3β-olPhytoBank
24-MethylenecycloartenolPhytoBank
24-Methylene-9,19-cyclo-lanostan-3beta-olmanual
24-Methylene-9,19-cyclolanostan-3-ol, 9CIdb_source
Predicted Properties
PropertyValueSource
Water Solubility0.00013 g/LALOGPS
logP6.52ALOGPS
logP7.89ChemAxon
logS-6.5ALOGPS
pKa (Strongest Acidic)19.49ChemAxon
pKa (Strongest Basic)-0.84ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity135.51 m³·mol⁻¹ChemAxon
Polarizability56.66 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC31H52O
IUPAC name(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-ol
InChI IdentifierInChI=1S/C31H52O/c1-20(2)21(3)9-10-22(4)23-13-15-29(8)25-12-11-24-27(5,6)26(32)14-16-30(24)19-31(25,30)18-17-28(23,29)7/h20,22-26,32H,3,9-19H2,1-2,4-8H3/t22-,23-,24+,25+,26+,28-,29+,30-,31+/m1/s1
InChI KeyBDHQMRXFDYJGII-UEBIAWITSA-N
Isomeric SMILES[H][C@@]12CC[C@]3([H])[C@]4(C[C@@]14CC[C@]1(C)[C@H](CC[C@@]21C)[C@H](C)CCC(=C)C(C)C)CC[C@H](O)C3(C)C
Average Molecular Weight440.744
Monoisotopic Molecular Weight440.401816286
Classification
Description Belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassCycloartanols and derivatives
Direct ParentCycloartanols and derivatives
Alternative Parents
Substituents
  • Cycloartanol-skeleton
  • Triterpenoid
  • Cycloartane-skeleton
  • 9b,19-cyclo-lanostane-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
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 84.48%; H 11.89%; O 3.63%DFC
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
EI-MSMass Spectrum (Electron Ionization)splash10-0a4l-7920100000-1b1e8b1948c5f53e3b9b2015-03-01View Spectrum
Predicted GC-MS24-Methylenecycloartan-3-ol, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-006x-1002900000-dc4ed5c79a069da3732a2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-008i-5019300000-947794778cdfe71a96442016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-9166200000-73426bc629015a0e84282016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0000900000-8f7e62e6454bfee798822016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0000900000-ca977cb95b263608c3c52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-2004900000-60994fd38d57d5e18d6d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0000900000-6abf4200d93b5ca719d02021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0000900000-6abf4200d93b5ca719d02021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-0000900000-a884e492357f1761eea42021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001l-9115400000-32e71dc0bce1810b66952021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0api-9113000000-b400f27bffc70c0a51152021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00lu-9251000000-df458928f3274672744d2021-10-21View Spectrum
NMR
TypeDescriptionView
ChemSpider ID85017
ChEMBL IDCHEMBL376350
KEGG Compound IDC08830
Pubchem Compound ID94204
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDJQR46-Z:JQR46-Z
EAFUS IDNot Available
Dr. Duke ID24-METHYLENE-CYCLOARTANOL|24-METHYLENE-CYCLOARTENOL|METHYLENE-CYCLOARTENOL
BIGG IDNot Available
KNApSAcK IDC00003661
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 / Bioactivities
DescriptorIDDefinitionReference
Anti-inflammatory35472 An agent that reduces inflammation, playing a biological role in suppressing immune responses and therapeutic applications in managing pain, swelling, and redness. Key medical uses include treating arthritis, allergies, and autoimmune disorders, as well as relieving symptoms of conditions such as asthma and dermatitis.DUKE
Anti nociceptive35470 An agent that reduces the sensitivity to painful stimuli, blocking the transmission of pain signals. Its biological role is to modulate pain perception, with therapeutic applications in managing acute and chronic pain. Key medical uses include treating headaches, arthritis, and post-surgical pain, as well as providing relief for cancer and neuropathic pain.DUKE
Anti-rheumatic52217 An agent that reduces inflammation and alleviates symptoms of rheumatic diseases, such as arthritis. It plays a biological role in modulating the immune system and inhibiting pro-inflammatory pathways. Therapeutically, anti-rheumatics are used to manage conditions like rheumatoid arthritis, lupus, and osteoarthritis, reducing pain, swelling, and joint damage. Key medical uses include slowing disease progression and improving quality of life for patients with chronic rheumatic conditions.DUKE
Cancer preventive35610 An agent that inhibits the development and progression of cancer, reducing tumor formation and growth. It plays a biological role in blocking carcinogenic pathways, and has therapeutic applications in chemoprevention. Key medical uses include reducing the risk of cancer in high-risk individuals and preventing cancer recurrence.DUKE
HypocholesterolemicAn agent that lowers cholesterol levels in the blood, playing a crucial role in preventing cardiovascular disease. Therapeutically, it is used to manage hyperlipidemia and reduce the risk of heart disease, with key medical applications including the treatment of high cholesterol, atherosclerosis, and coronary artery disease.DUKE
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).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.