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Showing Compound 12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid (FDB017241)

Record Information
Version1.0
Creation date2010-04-08 22:12:58 UTC
Update date2019-11-26 03:14:31 UTC
Primary IDFDB017241
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid
Description12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number313050-47-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-OateGenerator
12-Hydroxy-11-methoxy-8,11,13-abietatrien-20-oic aciddb_source
Predicted Properties
PropertyValueSource
Water Solubility0.022 g/LALOGPS
logP4.21ALOGPS
logP5.02ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)4.46ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity97.94 m³·mol⁻¹ChemAxon
Polarizability39.41 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC21H30O4
IUPAC name(4R,10aR)-6-hydroxy-5-methoxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4-carboxylic acid
InChI IdentifierInChI=1S/C21H30O4/c1-11(2)14-10-12-6-7-15-17(16(12)19(25-5)18(14)22)13(20(23)24)8-9-21(15,3)4/h10-11,13,15,17,22H,6-9H2,1-5H3,(H,23,24)/t13-,15-,17?/m1/s1
InChI KeyNNMDIMWITXQKTK-KQSHLBLPSA-N
Isomeric SMILES[H][C@@]12CCC3=C(C1[C@@H](CCC2(C)C)C(O)=O)C(OC)=C(O)C(=C3)C(C)C
Average Molecular Weight346.4605
Monoisotopic Molecular Weight346.214409448
Classification
Description Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentDiterpenoids
Alternative Parents
Substituents
  • Abietane diterpenoid
  • Diterpenoid
  • Hydrophenanthrene
  • Phenanthrene
  • Tetralin
  • Anisole
  • Alkyl aryl ether
  • Benzenoid
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 72.80%; H 8.73%; O 18.47%DFC
Melting PointMp 140-141°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D +12.1 (c, 0.28 in CHCl3)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
SpectraNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB38031
CRC / DFC (Dictionary of Food Compounds) IDKWD08-Y:KWO95-Z
EAFUS IDNot Available
Dr. Duke IDSALVIN-MONOMETHYL-ETHER|O-METHYL-CARNOSIC-ACID
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 / Bioactivities
DescriptorIDDefinitionReference
anti bacterial33282 A substance that kills or slows the growth of bacteria.DUKE
anti septic33281 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.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).