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Record Information
Version2.0
Created at2022-09-07 21:39:40 UTC
Updated at2022-09-07 21:39:40 UTC
NP-MRD IDNP0256737
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,14r,15s,23s)-6,9,11,14-tetrahydroxy-22-oxahexacyclo[10.10.2.0²,⁷.0⁸,²⁴.0¹⁵,²³.0¹⁶,²¹]tetracosa-2,4,6,8(24),9,11,16,18,20-nonaen-13-one
DescriptionCHEMBL403411, also known as ohioensin g, belongs to the class of organic compounds known as isoflavans. These are polycyclic compounds with a structure based on the 3-phenyl-3,4-dihydro-2H-1-benzopyran skeleton. (1r,14r,15s,23s)-6,9,11,14-tetrahydroxy-22-oxahexacyclo[10.10.2.0²,⁷.0⁸,²⁴.0¹⁵,²³.0¹⁶,²¹]tetracosa-2,4,6,8(24),9,11,16,18,20-nonaen-13-one is found in Polytrichastrum alpinum. Based on a literature review very few articles have been published on CHEMBL403411.
Structure
Thumb
Synonyms
ValueSource
Ohioensin gMeSH
Chemical FormulaC23H16O6
Average Mass388.3750 Da
Monoisotopic Mass388.09469 Da
IUPAC Name(1R,14R,15S,23S)-6,9,11,14-tetrahydroxy-22-oxahexacyclo[10.10.2.0^{2,7}.0^{8,24}.0^{15,23}.0^{16,21}]tetracosa-2,4,6,8(24),9,11,16,18,20-nonaen-13-one
Traditional Name(1R,14R,15S,23S)-6,9,11,14-tetrahydroxy-22-oxahexacyclo[10.10.2.0^{2,7}.0^{8,24}.0^{15,23}.0^{16,21}]tetracosa-2,4,6,8(24),9,11,16,18,20-nonaen-13-one
CAS Registry NumberNot Available
SMILES
O[C@@H]1[C@H]2[C@@H]3[C@@H](OC4=CC=CC=C24)C2=CC=CC(O)=C2C2=C3C(=C(O)C=C2O)C1=O
InChI Identifier
InChI=1S/C23H16O6/c24-11-6-3-5-10-15(11)17-12(25)8-13(26)18-19(17)20-16(21(27)22(18)28)9-4-1-2-7-14(9)29-23(10)20/h1-8,16,20-21,23-27H/t16-,20+,21-,23+/m1/s1
InChI KeyJFOHOILWNMBZGW-QSABTFIQSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Polytrichastrum alpinumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isoflavans. These are polycyclic compounds with a structure based on the 3-phenyl-3,4-dihydro-2H-1-benzopyran skeleton.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassIsoflavans
Direct ParentIsoflavans
Alternative Parents
Substituents
  • Isoflavan
  • Dibenzopyran
  • Naphthopyran
  • Phenanthrene
  • Xanthene
  • 1-naphthol
  • Chromane
  • Benzopyran
  • Naphthalene
  • Tetralin
  • 1-benzopyran
  • Aryl alkyl ketone
  • Aryl ketone
  • Alkyl aryl ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Pyran
  • Vinylogous acid
  • Ketone
  • Secondary alcohol
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Polyol
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Alcohol
  • Organooxygen compound
  • 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
logP3.4ChemAxon
pKa (Strongest Acidic)7.23ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area107.22 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity104.29 m³·mol⁻¹ChemAxon
Polarizability39.39 ųChemAxon
Number of Rings6ChemAxon
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 ID23322893
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound25033201
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]