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Record Information
Version2.0
Created at2022-09-06 22:28:39 UTC
Updated at2022-09-06 22:28:39 UTC
NP-MRD IDNP0238981
Secondary Accession NumbersNone
Natural Product Identification
Common Name7-hydroxy-2-methoxy-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthrene-1,4-dione
Description7-Hydroxy-2-methoxy-4b,8,8-trimethyl-1,4,4b,5,6,7,8,8a,9,10-decahydrophenanthrene-1,4-dione belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 7-hydroxy-2-methoxy-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthrene-1,4-dione is found in Taiwania cryptomerioides. 7-Hydroxy-2-methoxy-4b,8,8-trimethyl-1,4,4b,5,6,7,8,8a,9,10-decahydrophenanthrene-1,4-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC18H24O4
Average Mass304.3860 Da
Monoisotopic Mass304.16746 Da
IUPAC Name7-hydroxy-2-methoxy-4b,8,8-trimethyl-1,4,4b,5,6,7,8,8a,9,10-decahydrophenanthrene-1,4-dione
Traditional Name7-hydroxy-2-methoxy-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthrene-1,4-dione
CAS Registry NumberNot Available
SMILES
COC1=CC(=O)C2=C(CCC3C(C)(C)C(O)CCC23C)C1=O
InChI Identifier
InChI=1S/C18H24O4/c1-17(2)13-6-5-10-15(18(13,3)8-7-14(17)20)11(19)9-12(22-4)16(10)21/h9,13-14,20H,5-8H2,1-4H3
InChI KeyFRKQXCXTRIFGAC-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Taiwania cryptomerioidesLOTUS Database
Chemical Taxonomy
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
  • Diterpenoid
  • Phenanthrene
  • Hydrophenanthrene
  • Vinylogous ester
  • Cyclic alcohol
  • Secondary alcohol
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.65ALOGPS
logP2.49ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)19.55ChemAxon
pKa (Strongest Basic)-0.81ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity85.37 m³·mol⁻¹ChemAxon
Polarizability33.38 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]