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Record Information
Version2.0
Created at2022-09-06 22:20:43 UTC
Updated at2022-09-06 22:20:43 UTC
NP-MRD IDNP0238867
Secondary Accession NumbersNone
Natural Product Identification
Common Name(11r,12s,13r,14s)-14-(acetyloxy)-3,22-dimethoxy-12,13-dimethyl-5,7,18,20-tetraoxapentacyclo[13.7.0.0²,¹⁰.0⁴,⁸.0¹⁷,²¹]docosa-1(15),2(10),3,8,16,21-hexaen-11-yl benzoate
DescriptionAngustifolin B belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. (11r,12s,13r,14s)-14-(acetyloxy)-3,22-dimethoxy-12,13-dimethyl-5,7,18,20-tetraoxapentacyclo[13.7.0.0²,¹⁰.0⁴,⁸.0¹⁷,²¹]docosa-1(15),2(10),3,8,16,21-hexaen-11-yl benzoate is found in Kadsura angustifolia. Based on a literature review very few articles have been published on Angustifolin B.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC31H30O10
Average Mass562.5710 Da
Monoisotopic Mass562.18390 Da
IUPAC Name(11R,12S,13R,14S)-14-(acetyloxy)-3,22-dimethoxy-12,13-dimethyl-5,7,18,20-tetraoxapentacyclo[13.7.0.0^{2,10}.0^{4,8}.0^{17,21}]docosa-1(15),2(10),3,8,16,21-hexaen-11-yl benzoate
Traditional Name(11R,12S,13R,14S)-14-(acetyloxy)-3,22-dimethoxy-12,13-dimethyl-5,7,18,20-tetraoxapentacyclo[13.7.0.0^{2,10}.0^{4,8}.0^{17,21}]docosa-1(15),2(10),3,8,16,21-hexaen-11-yl benzoate
CAS Registry NumberNot Available
SMILES
COC1=C2OCOC2=CC2=C1C1=C(C=C3OCOC3=C1OC)[C@H](OC(=O)C1=CC=CC=C1)[C@@H](C)[C@@H](C)[C@@H]2OC(C)=O
InChI Identifier
InChI=1S/C31H30O10/c1-15-16(2)26(41-31(33)18-9-7-6-8-10-18)20-12-22-28(39-14-37-22)30(35-5)24(20)23-19(25(15)40-17(3)32)11-21-27(29(23)34-4)38-13-36-21/h6-12,15-16,25-26H,13-14H2,1-5H3/t15-,16+,25+,26-/m1/s1
InChI KeyVDFXOVLRZXESAA-MLOZROLSSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Kadsura angustifoliaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassTannins
Sub ClassHydrolyzable tannins
Direct ParentHydrolyzable tannins
Alternative Parents
Substituents
  • Hydrolyzable tannin
  • Dibenzocyclooctane lignan
  • Benzoate ester
  • Benzoic acid or derivatives
  • Benzodioxole
  • Benzoyl
  • Anisole
  • Alkyl aryl ether
  • Benzenoid
  • Dicarboxylic acid or derivatives
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Carboxylic acid derivative
  • Acetal
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen 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
logP5.21ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area107.98 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity144.08 m³·mol⁻¹ChemAxon
Polarizability57.07 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
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 Compound102316917
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]