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Woodfordin B

PubChem CID: 16130309

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Compound Synonyms Woodfordin B, 127243-66-7, D-Glucose, cyclic 4,6-((1S)-4,4',5,5',6,6'-hexahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 3-(3,4,5-trihydroxybenzoate), 2-ester with alpha-D-glucopyranose cyclic 4-2':6-2-((1S)-4-(6-carboxy-2,3,4-trihydroxyphenoxy)-4',5,5',6,6'-pentahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 1,2,3-tris(3,4,5-trihydroxybenzoate), [1-formyl-2-[heptahydroxy(dioxo)[?]yl]-2-(3,4,5-trihydroxybenzoyl)oxy-ethyl] 3,4,5-trihydroxy-2-[pentahydroxy-dioxo-tris[(3,4,5-trihydroxybenzoyl)oxy][?]yl]oxy-benzoate, D-Glucose, cyclic 4,6-[(1S)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 3-(3,4,5-trihydroxybenzoate), 2-ester with .alpha.-D-glucopyranose cyclic 4.fwdarw.2':6.fwdarw.2-[(1S)-4-(6-carboxy-2,3,4-trihydroxyphenoxy)-4',5,5',6,6'-pentahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 1,2,3-tris(3,4,5-trihydroxybenzoate)
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 818.0
Hydrogen Bond Donor Count 27.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CC(CCC(C)C1CCCCC1CC1CCC2C(C1)C(C)CCC1CC(CC(C)C3CCCCC3)C(CC(C)C3CCCCC3)C(CC(C)C3CCCCC3)C1CC(C)C1CCCCC12)C1CCCC(C)C2CCCCC2C2CCCC(C2)C(C)C1)C1CCCCC1
Np Classifier Class Gallotannins
Deep Smiles O=CCCCOC=O)ccc-ccC=O)OCC%12O)))))cccc6O))O))O)))))ccc6O))O))O))))))))OC=O)cccO)ccc6)O))O))))))))OC=O)cccO)ccc6OcccC=O)OCCOCOC=O)cccO)ccc6)O))O)))))))CCC6OC=O)cc-c%15cc%19O))O)))cO)ccc6)O))O))))))))OC=O)cccO)ccc6)O))O))))))))OC=O)cccO)ccc6)O))O)))))))))))))))))))O))O
Heavy Atom Count 123.0
Classyfire Class Tannins
Scaffold Graph Node Level OC1OC(C(COC(O)C2CCCCC2OC2CCC3C(C2)C(O)OCC2OC(OC(O)C4CCCCC4)C(OC(O)C4CCCCC4)C(OC(O)C4CCCCC4)C2OC(O)C2CCCCC23)OC(O)C2CCCCC2)CCOC(O)C2CCCCC2C2CCCC1C2
Classyfire Subclass Hydrolyzable tannins
Isotope Atom Count 0.0
Molecular Complexity 3700.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name [1-(3,4,5,11,16,17,18-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.3.1.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-12-yl)-3-oxo-1-(3,4,5-trihydroxybenzoyl)oxypropan-2-yl] 3,4,5-trihydroxy-2-[[3,4,5,22,23-pentahydroxy-8,18-dioxo-11,12,13-tris[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-21-yl]oxy]benzoate
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 3.3
Gsk 4 400 Rule False
Molecular Formula C75H54O48
Scaffold Graph Node Bond Level O=C1OC(C(COC(=O)c2ccccc2Oc2ccc3c(c2)C(=O)OCC2OC(OC(=O)c4ccccc4)C(OC(=O)c4ccccc4)C(OC(=O)c4ccccc4)C2OC(=O)c2ccccc2-3)OC(=O)c2ccccc2)CCOC(=O)c2ccccc2-c2cccc1c2
Inchi Key PWJROHFKBLXARN-UHFFFAOYSA-N
Rotatable Bond Count 20.0
Synonyms woodfordin b, woodfordins b
Functional Groups CC=O, CO, cC(=O)OC, cC(=O)OC(C)OC, cO, cOc
Compound Name Woodfordin B
Exact Mass 1722.18
Formal Charge 0.0
Monoisotopic Mass 1722.18
Hydrogen Bond Acceptor Count 48.0
Molecular Weight 1723.2
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C75H54O48/c76-14-40(62(119-66(104)17-1-27(77)47(91)28(78)2-17)61-38(88)15-113-70(108)22-10-35(85)51(95)55(99)42(22)21-9-25(73(111)118-61)46(90)58(102)45(21)89)116-74(112)26-12-37(87)53(97)59(103)60(26)115-39-13-24-44(57(101)54(39)98)43-23(11-36(86)52(96)56(43)100)72(110)120-63-41(16-114-71(24)109)117-75(123-69(107)20-7-33(83)50(94)34(84)8-20)65(122-68(106)19-5-31(81)49(93)32(82)6-19)64(63)121-67(105)18-3-29(79)48(92)30(80)4-18/h1-14,38,40-41,61-65,75,77-103H,15-16H2
Smiles C1C(C(OC(=O)C2=C(C(=C(C(=C2)C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)C(C(C=O)OC(=O)C4=CC(=C(C(=C4OC5=C(C(=C6C(=C5)C(=O)OCC7C(C(C(C(O7)OC(=O)C8=CC(=C(C(=C8)O)O)O)OC(=O)C9=CC(=C(C(=C9)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C16)O)O)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Phenolic acids (C6-C1)

  • 1. Outgoing r'ship FOUND_IN to/from Woodfordia Fruticosa (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/2393947