Ganolucidic acid D (CHEM029212)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 01:00:53 UTC
Update Date2016-11-09 01:18:50 UTC
Accession NumberCHEM029212
Identification
Common NameGanolucidic acid D
ClassSmall Molecule
DescriptionA tetracyclic triterpenoid isolated from the spores of Ganoderma lucidum.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(+)-Ganolucidic acid DChEBI
(15alpha,23S,24E)-15,23-Dihydroxy-3,11-dioxolanosta-8,24-dien-26-Oic acidChEBI
(2E,4S,6R)-4-Hydroxy-6-[(1R,3S,3ar,5ar,9as,11ar)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-2,3,3a,4,5,5a,6,7,8,9,9a,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]-2-methylhept-2-enoic acidChEBI
(+)-Ganolucidate DGenerator
(15a,23S,24E)-15,23-Dihydroxy-3,11-dioxolanosta-8,24-dien-26-OateGenerator
(15a,23S,24E)-15,23-Dihydroxy-3,11-dioxolanosta-8,24-dien-26-Oic acidGenerator
(15alpha,23S,24E)-15,23-Dihydroxy-3,11-dioxolanosta-8,24-dien-26-OateGenerator
(15Α,23S,24E)-15,23-dihydroxy-3,11-dioxolanosta-8,24-dien-26-OateGenerator
(15Α,23S,24E)-15,23-dihydroxy-3,11-dioxolanosta-8,24-dien-26-Oic acidGenerator
(2E,4S,6R)-4-Hydroxy-6-[(1R,3S,3ar,5ar,9as,11ar)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-2,3,3a,4,5,5a,6,7,8,9,9a,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]-2-methylhept-2-enoateGenerator
Ganolucidate DGenerator
15alpha,23-Dihydroxy-3,11-dioxo-5alpha-lanosta-8,24E-dien-26-Oic acidHMDB
(2E)-4-Hydroxy-6-{12-hydroxy-2,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methylhept-2-enoateGenerator
Chemical FormulaC30H44O6
Average Molecular Mass500.667 g/mol
Monoisotopic Mass500.314 g/mol
CAS Registry Number102607-22-7
IUPAC Name(2E)-4-hydroxy-6-{12-hydroxy-2,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methylhept-2-enoic acid
Traditional Name(2E)-4-hydroxy-6-{12-hydroxy-2,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methylhept-2-enoic acid
SMILESCC(CC(O)\C=C(/C)C(O)=O)C1CC(O)C2(C)C3=C(C(=O)CC12C)C1(C)CCC(=O)C(C)(C)C1CC3
InChI IdentifierInChI=1S/C30H44O6/c1-16(12-18(31)13-17(2)26(35)36)20-14-24(34)30(7)19-8-9-22-27(3,4)23(33)10-11-28(22,5)25(19)21(32)15-29(20,30)6/h13,16,18,20,22,24,31,34H,8-12,14-15H2,1-7H3,(H,35,36)/b17-13+
InChI KeyAUAXRALNWSHMRJ-GHRIWEEISA-N
Chemical Taxonomy
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
  • Dihydroxy bile acid, alcohol, or derivatives
  • Hydroxy bile acid, alcohol, or derivatives
  • 23-hydroxysteroid
  • Bile acid, alcohol, or derivatives
  • Steroid acid
  • 3-oxosteroid
  • 15-hydroxysteroid
  • 14-alpha-methylsteroid
  • Hydroxysteroid
  • 11-oxosteroid
  • Oxosteroid
  • 3-oxo-5-alpha-steroid
  • Steroid
  • Medium-chain hydroxy acid
  • Medium-chain fatty acid
  • Cyclohexenone
  • Hydroxy fatty acid
  • Fatty acid
  • Fatty acyl
  • Unsaturated fatty acid
  • Cyclic alcohol
  • Secondary alcohol
  • Cyclic ketone
  • Ketone
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Organic oxide
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0043 g/LALOGPS
logP4.14ALOGPS
logP4.33ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)4.52ChemAxon
pKa (Strongest Basic)-0.44ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area111.9 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity139.16 m³·mol⁻¹ChemAxon
Polarizability56.83 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0apr-0123900000-af7bca4f91f58907b7cbSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0059-2120139000-a3216b70de50026ea592Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00lr-0000910000-f35b6ac69649743b14f9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0avr-2001900000-77158b4e07cf07af8246Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-2203900000-4bfbcb349e911643e378Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0000900000-fa47fb5c5cc18de17423Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001a-2001900000-483b614179820a9d1e72Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05n0-9021700000-c3b80cb6636c03de0784Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0000900000-c2ad1f71d7c5d663cf04Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052r-0001900000-e5507e56b791a4d32276Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-2004900000-15e2ab4f3b00f95fcd79Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0gei-0409610000-dca76d9b24b1d4ae16b2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f79-4709500000-1c89d975f6ae600d5f86Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01c3-8947100000-a1d4e81507804cff5086Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDC00023873
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID58828535
ChEBI ID156195
PubChem Compound ID122201289
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10923835
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=25361420
3.