Summary

IMPPAT Phytochemical identifier: IMPHY010526

Phytochemical name: Castalagin

Synonymous chemical names:
castalagin, vescalagin

External chemical identifiers:
CID:12302513, ChEMBL:CHEMBL504485, ZINC:ZINC000169291440, FDASRS:CE78QAZ4U2

---

Chemical structure information

SMILES:
O=C1O[C@@H]2COC(=O)c3cc(O)c(c(c3-c3c(C(=O)O[C@H]2[C@@H]2OC(=O)c4c(-c5c1cc(O)c(c5O)O)c(O)c(O)c(c4-c1c4C(=O)O[C@H]2[C@H](O)c4c(c(c1O)O)O)O)cc(O)c(c3O)O)O)O

InChI:
InChI=1S/C41H26O26/c42-8-1-5-12(24(48)21(8)45)13-6(2-9(43)22(46)25(13)49)39(60)65-34-11(4-63-37(5)58)64-38(59)7-3-10(44)23(47)26(50)14(7)15-18-16(28(52)32(56)27(15)51)17-19-20(30(54)33(57)29(17)53)31(55)35(66-41(19)62)36(34)67-40(18)61/h1-3,11,31,34-36,42-57H,4H2/t11-,31-,34-,35+,36+/m1/s1

InChIKey:
UDYKDZHZAKSYCO-JLQXGYSZSA-N

DeepSMILES:
O=CO[C@@H]COC=O)cccO)ccc6-ccC=O)O[C@H]%15[C@@H]OC=O)cc-cc%24ccO)cc6O))O))))))cO)cO)cc6-ccC=O)O[C@H]%14[C@H]O)c6ccc%10O))O))O))))))))))O))))))))))))ccO)cc6O))O)))))))O))O

Functional groups:
CO, cC(=O)OC, cO

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OCC2OC(=O)c3ccccc3-c3cccc4c3C(=O)OC(C3Cc5cccc-4c5C(=O)O3)C2OC(=O)c2ccccc2-c2ccccc21

Scaffold Graph/Node level:
OC1OCC2OC(O)C3CCCCC3C3CCCC4C5CCCC6CC(OC(O)C65)C(OC(O)C34)C2OC(O)C2CCCCC2C2CCCCC12

Scaffold Graph level:
CC1CCC2CC(C)C3CCCCC3C3CCCC4C5CCCC6CC(CC(C)C65)C(CC(C)C34)C2CC(C)C2CCCCC2C2CCCCC12

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Tannins

ClassyFire Subclass: Hydrolyzable tannins

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Phenolic acids (C6-C1)

NP Classifier Class: Gallotannins

NP-Likeness score: 0.993

---

Chemical structure download