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Licoagrodin

PubChem CID: 637141

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Compound Synonyms Licoagrodin, (1R,9R,17S,18R,27S)-5,13,23-trihydroxy-27-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6,22-bis(3-methylbut-2-enyl)-8,10,26,28-tetraoxaheptacyclo[15.11.0.01,9.02,7.011,16.018,27.020,25]octacosa-2(7),3,5,11(16),12,14,20(25),21,23-nonaen-19-one, beta-D-glucopyranoside, 2-methyl-4-oxo-4H-pyran-3-yl, 6-(4-carboxy-3-hydroxy-3-methylbutanoate), rel-(5aR,5bS,10aR,15bR,16aS)-2,8,13-trihydroxy-16a-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-3,12-bis(3-methylbut-2-en-1-yl)-5a,16a-dihydro-5H,5bH-[1]benzofuro[2,3-b]chromeno[3',2':4,5]furo[2,3-c]ch, (1R,9R,17S,18R,27S)-5,13,23-trihydroxy-27-(4-hydroxy-3-(3-methylbut-2-enyl)phenyl)-6,22-bis(3-methylbut-2-enyl)-8,10,26,28-tetraoxaheptacyclo(15.11.0.01,9.02,7.011,16.018,27.020,25)octacosa-2(7),3,5,11(16),12,14,20(25),21,23-nonaen-19-one, rel-(5aR,5bS,10aR,15bR,16aS)-2,8,13-trihydroxy-16a-(4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl)-3,12-bis(3-methylbut-2-en-1-yl)-5a,16a-dihydro-5H,5bH-(1)benzofuro(2,3-b)chromeno(3',2':4,5)furo(2,3-c)ch, CHEMBL2437368, CHEBI:172812, BDBM50441635, 325144-66-9
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 135.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1C2CCCCC2CC2(C3CCCCC3)CC34C(CC5CCCCC5C3C12)CC1CCCCC14
Np Classifier Class Coumaronochromones
Deep Smiles CC=CCcccccc6O))))[C@]OcccO)ccc6C=O)[C@H]%10[C@@H][C@]O%13)[C@H]Occ6cccc6)O)))))))Occ5cccc6CC=CC)C)))))O))))))))))))))CC=CC)C)))))))))))))))C
Heavy Atom Count 54.0
Classyfire Class Flavonoids
Scaffold Graph Node Level OC1C2CCCCC2OC2(C3CCCCC3)OC34C(OC5CCCCC5C3C12)OC1CCCCC14
Classyfire Subclass Flavans
Isotope Atom Count 0.0
Molecular Complexity 1490.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name (1R,9R,17S,18R,27S)-5,13,23-trihydroxy-27-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6,22-bis(3-methylbut-2-enyl)-8,10,26,28-tetraoxaheptacyclo[15.11.0.01,9.02,7.011,16.018,27.020,25]octacosa-2(7),3,5,11(16),12,14,20(25),21,23-nonaen-19-one
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 9.6
Gsk 4 400 Rule False
Molecular Formula C45H44O9
Scaffold Graph Node Bond Level O=C1c2ccccc2OC2(c3ccccc3)OC34c5ccccc5OC3Oc3ccccc3C4C12
Inchi Key IUNNUKJWKPJUCQ-AHJAKLPMSA-N
Silicos It Class Insoluble
Rotatable Bond Count 7.0
Synonyms licoagrodin, licoagrodin(biflavonoids)
Esol Class Insoluble
Functional Groups CC=C(C)C, cC(C)=O, cO, cO[C@@](c)(C)OC, cO[C@H](C)Oc
Compound Name Licoagrodin
Exact Mass 728.299
Formal Charge 0.0
Monoisotopic Mass 728.299
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 728.8
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C45H44O9/c1-23(2)7-10-26-19-28(12-17-34(26)47)45-40(41(50)32-20-27(11-8-24(3)4)36(49)22-38(32)53-45)39-31-15-13-29(46)21-37(31)51-43-44(39,54-45)33-16-18-35(48)30(42(33)52-43)14-9-25(5)6/h7-9,12-13,15-22,39-40,43,46-49H,10-11,14H2,1-6H3/t39-,40-,43-,44+,45-/m1/s1
Smiles CC(=CCC1=CC2=C(C=C1O)O[C@]3([C@@H](C2=O)[C@H]4C5=C(C=C(C=C5)O)O[C@H]6[C@]4(O3)C7=C(O6)C(=C(C=C7)O)CC=C(C)C)C8=CC(=C(C=C8)O)CC=C(C)C)C
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Isoflavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Glabra (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/11140606