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Ephedrannin A

PubChem CID: 21676348

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Compound Synonyms Ephedrannin A, (1S,13R,21S)-6,9,17,19,21-pentahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),5,9,15,17,19-heptaen-7-one, 82001-39-6, SCHEMBL11130617, CHEBI:178150, FS-10603, Ent-Epiafzelechin(2a->O-7,4a->8)kaempferol, 3,4',5,7-Tetrahydroxyflavan(2->7,4->8)-3,4',5,7-tetrahydroxyflavone, 3,5,11,13,15-Pentahydroxy-2,8-bis(4-hydroxyphenyl)-8,14-methano-4H,14H-1-benzopyrano[7,8-D][1,3]benzodioxocin-4-one, 9CI
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 186.0
Hydrogen Bond Donor Count 7.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC(C2CCCCC2)CC2C1CCC1CC3(C4CCCCC4)CC4CCCCC4C(C3)C12
Np Classifier Class Proanthocyanins
Deep Smiles Occcccc6))coccc=O)c6O)))cO)ccc6[C@@H]ccO)cccc6O[C@]O%12)[C@H]%10O))cccccc6))O)))))))))O
Heavy Atom Count 41.0
Classyfire Class Flavonoids
Description Isolated from Prunus armeniaca (apricot). Ephedrannin A is found in fruits.
Scaffold Graph Node Level OC1CC(C2CCCCC2)OC2C1CCC1OC3(C4CCCCC4)CC(C4CCCCC4O3)C12
Classyfire Subclass Biflavonoids and polyflavonoids
Isotope Atom Count 0.0
Molecular Complexity 1050.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name (1S,13R,21S)-6,9,17,19,21-pentahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),5,9,15,17,19-heptaen-7-one
Class Flavonoids
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 3.8
Superclass Phenylpropanoids and polyketides
Subclass Biflavonoids and polyflavonoids
Gsk 4 400 Rule False
Molecular Formula C30H20O11
Scaffold Graph Node Bond Level O=c1cc(-c2ccccc2)oc2c3c(ccc12)OC1(c2ccccc2)CC3c2ccccc2O1
Inchi Key GPBSBBVDERLESN-QZFRTWIZSA-N
Silicos It Class Poorly soluble
Rotatable Bond Count 2.0
State Solid
Synonyms 3,4',5,7-Tetrahydroxyflavan(2->7,4->8)-3,4',5,7-tetrahydroxyflavone, 3,5,11,13,15-Pentahydroxy-2,8-bis(4-hydroxyphenyl)-8,14-methano-4H,14H-1-benzopyrano[7,8-d][1,3]benzodioxocin-4-one, 9CI, ent-Epiafzelechin(2a->O-7,4a->8)kaempferol, 3,5,11,13,15-Pentahydroxy-2,8-bis(4-hydroxyphenyl)-8,14-methano-4H,14H-1-benzopyrano[7,8-D][1,3]benzodioxocin-4-one, 9ci, ent-Epiafzelechin(2a->o-7,4a->8)kaempferol, Ephedrannin a, ephedrannin a
Esol Class Poorly soluble
Functional Groups CO, c=O, cO, cO[C@](c)(C)Oc, coc
Compound Name Ephedrannin A
Kingdom Organic compounds
Exact Mass 556.101
Formal Charge 0.0
Monoisotopic Mass 556.101
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 556.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 False
Inchi InChI=1S/C30H20O11/c31-14-5-1-12(2-6-14)27-26(37)25(36)22-18(35)11-20-23(28(22)39-27)24-21-17(34)9-16(33)10-19(21)40-30(41-20,29(24)38)13-3-7-15(32)8-4-13/h1-11,24,29,31-35,37-38H/t24-,29-,30+/m0/s1
Smiles C1=CC(=CC=C1C2=C(C(=O)C3=C(O2)C4=C(C=C3O)O[C@@]5([C@H]([C@H]4C6=C(C=C(C=C6O5)O)O)O)C7=CC=C(C=C7)O)O)O
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Biflavonoids and polyflavonoids
Np Classifier Superclass Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Ephedra Sinica (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/18975262