IMPPAT Phytochemical information: 
Gallotannin
Gallotannin
Summary

SMILES: O=C(c1cc(O)c(c(c1)OC(=O)c1cc(O)c(c(c1)O)O)O)O[C@H]1[C@H](COC(=O)c2cc(O)c(c(c2)OC(=O)c2cc(O)c(c(c2)O)O)O)O[C@@H]([C@H]([C@@H]1OC(=O)c1cc(O)c(c(c1)OC(=O)c1cc(O)c(c(c1)O)O)O)OC(=O)c1cc(O)c(c(c1)OC(=O)c1cc(O)c(c(c1)O)O)O)OC(=O)c1cc(O)c(c(c1)OC(=O)c1cc(O)c(c(c1)O)O)O
InChI: InChI=1S/C76H52O46/c77-32-1-22(2-33(78)53(32)92)67(103)113-47-16-27(11-42(87)58(47)97)66(102)112-21-52-63(119-72(108)28-12-43(88)59(98)48(17-28)114-68(104)23-3-34(79)54(93)35(80)4-23)64(120-73(109)29-13-44(89)60(99)49(18-29)115-69(105)24-5-36(81)55(94)37(82)6-24)65(121-74(110)30-14-45(90)61(100)50(19-30)116-70(106)25-7-38(83)56(95)39(84)8-25)76(118-52)122-75(111)31-15-46(91)62(101)51(20-31)117-71(107)26-9-40(85)57(96)41(86)10-26/h1-20,52,63-65,76-101H,21H2/t52-,63-,64+,65-,76+/m0/s1
InChIKey: LRBQNJMCXXYXIU-QWKBTXIPSA-N
DeepSMILES: O=CcccO)ccc6)OC=O)cccO)ccc6)O))O))))))))O)))))O[C@H][C@H]COC=O)cccO)ccc6)OC=O)cccO)ccc6)O))O))))))))O))))))))O[C@@H][C@H][C@@H]6OC=O)cccO)ccc6)OC=O)cccO)ccc6)O))O))))))))O))))))))OC=O)cccO)ccc6)OC=O)cccO)ccc6)O))O))))))))O))))))))OC=O)cccO)ccc6)OC=O)cccO)ccc6)O))O))))))))O
Scaffold Graph/Node/Bond level: O=C(OCC1OC(OC(=O)c2cccc(OC(=O)c3ccccc3)c2)C(OC(=O)c2cccc(OC(=O)c3ccccc3)c2)C(OC(=O)c2cccc(OC(=O)c3ccccc3)c2)C1OC(=O)c1cccc(OC(=O)c2ccccc2)c1)c1cccc(OC(=O)c2ccccc2)c1
Scaffold Graph/Node level: OC(OCC1OC(OC(O)C2CCCC(OC(O)C3CCCCC3)C2)C(OC(O)C2CCCC(OC(O)C3CCCCC3)C2)C(OC(O)C2CCCC(OC(O)C3CCCCC3)C2)C1OC(O)C1CCCC(OC(O)C2CCCCC2)C1)C1CCCC(OC(O)C2CCCCC2)C1
Scaffold Graph level: CC(CC1CCCC(C(C)CCC2CC(CC(C)C3CCCC(CC(C)C4CCCCC4)C3)C(CC(C)C3CCCC(CC(C)C4CCCCC4)C3)C(CC(C)C3CCCC(CC(C)C4CCCCC4)C3)C2CC(C)C2CCCC(CC(C)C3CCCCC3)C2)C1)C1CCCCC1
Functional groups: cC(=O)OC; cC(=O)O[C@H](C)OC; cO; cOC(c)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Tannins
ClassyFire Subclass: Hydrolyzable tannins
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Aromatic polyketides
NP Classifier Class: Depsides
Synonymous chemical names:
gallotannic acid, gallotannic-acid
External chemical identifiers:
CID:16133892; SureChEMBL:SCHEMBL17432880; MolPort-044-727-470
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Gallotannin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 1701.21
Log P RDKit 4.84
Topological polar surface area (Å2) RDKit 777.98
Number of hydrogen bond acceptors RDKit 46
Number of hydrogen bond donors RDKit 25
Number of carbon atoms RDKit 76
Number of heavy atoms RDKit 122
Number of heteroatoms RDKit 46
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.07
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 70
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.08
Number of rotatable bonds RDKit 31
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 10
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 10
Total number of rings RDKit 11
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 11
Gallotannin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.0198