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Record Information
Version2.0
Created at2022-09-01 22:34:04 UTC
Updated at2022-09-01 22:34:04 UTC
NP-MRD IDNP0143734
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2s,4ar,4br,6ar,12ar,12br,14ar)-2-(acetyloxy)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-10-yl acetate
Description(1R,2R,11R,14R,15R,18S,20R)-18-(acetyloxy)-1,8,11,15,19,19-hexamethyl-10-oxapentacyclo[12.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]Docosa-4,6,8-trien-6-yl acetate belongs to the class of organic compounds known as xanthenes. (2s,4ar,4br,6ar,12ar,12br,14ar)-2-(acetyloxy)-1,1,4a,6a,8,12b-hexamethyl-2h,3h,4h,4bh,5h,6h,12h,12ah,13h,14h,14ah-naphtho[2,1-a]xanthen-10-yl acetate is found in Stypopodium flabelliforme. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring (1R,2R,11R,14R,15R,18S,20R)-18-(acetyloxy)-1,8,11,15,19,19-hexamethyl-10-oxapentacyclo[12.8.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]Docosa-4,6,8-trien-6-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
Synonyms
ValueSource
(1R,2R,11R,14R,15R,18S,20R)-18-(Acetyloxy)-1,8,11,15,19,19-hexamethyl-10-oxapentacyclo[12.8.0.0,.0,.0,]docosa-4,6,8-trien-6-yl acetic acidGenerator
(+)-Epitaondiol diacetatePhytoBank
(2S,3S,6S,7S,10R,11R,14S)-(+)-Epitaondiol diacetatePhytoBank
6,7-Di-epi-taondiol diacetatePhytoBank
Isoepitaondiol diacetatePhytoBank
Chemical FormulaC31H44O5
Average Mass496.6880 Da
Monoisotopic Mass496.31887 Da
IUPAC Name(1R,2R,11R,14R,15R,18S,20R)-6-(acetyloxy)-1,8,11,15,19,19-hexamethyl-10-oxapentacyclo[12.8.0.0^{2,11}.0^{4,9}.0^{15,20}]docosa-4(9),5,7-trien-18-yl acetate
Traditional Name(1R,2R,11R,14R,15R,18S,20R)-6-(acetyloxy)-1,8,11,15,19,19-hexamethyl-10-oxapentacyclo[12.8.0.0^{2,11}.0^{4,9}.0^{15,20}]docosa-4(9),5,7-trien-18-yl acetate
CAS Registry NumberNot Available
SMILES
[H][C@@]12CC[C@]3(C)[C@]([H])(CC[C@@]4(C)OC5=C(C[C@]34[H])C=C(OC(C)=O)C=C5C)[C@@]1(C)CC[C@H](OC(C)=O)C2(C)C
InChI Identifier
InChI=1S/C31H44O5/c1-18-15-22(34-19(2)32)16-21-17-25-30(7)12-9-23-28(4,5)26(35-20(3)33)11-13-29(23,6)24(30)10-14-31(25,8)36-27(18)21/h15-16,23-26H,9-14,17H2,1-8H3/t23-,24+,25+,26-,29-,30+,31+/m0/s1
InChI KeyGSOQDUALHDCWOK-ZZRKSHNDSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Stypopodium flabelliformeLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct ParentXanthenes
Alternative Parents
Substituents
  • Naphthopyran
  • Xanthene
  • Naphthalene
  • Alkyl aryl ether
  • Dicarboxylic acid or derivatives
  • Pyran
  • Benzenoid
  • Carboxylic acid ester
  • Ether
  • Carboxylic acid derivative
  • Oxacycle
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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
logP6.4ALOGPS
logP6.38ChemAxon
logS-7.3ALOGPS
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area61.83 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity139.09 m³·mol⁻¹ChemAxon
Polarizability58.63 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
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]