Summary

IMPPAT Phytochemical identifier: IMPHY006402

Phytochemical name: Koelzioside

Synonymous chemical names:
koelzioside, koelzioside [6-o-(2'',3''-di-o-cinnamoyl-4''-o-acetyl)-α-l-rhamnopyranosyl catalpol]

External chemical identifiers:
CID:11970035

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Chemical structure information

SMILES:
OCC1OC(O[C@@H]2OC=C[C@@H]3[C@H]2[C@@]2(CO)O[C@H]2C3OC2OC(C)C(C(C2OC(=O)/C=C/c2ccccc2)OC(=O)/C=C/c2ccccc2)OC(=O)C)C(C(C1O)O)O

InChI:
InChI=1S/C41H46O17/c1-21-33(52-22(2)44)35(54-27(45)15-13-23-9-5-3-6-10-23)36(55-28(46)16-14-24-11-7-4-8-12-24)40(51-21)56-34-25-17-18-50-38(29(25)41(20-43)37(34)58-41)57-39-32(49)31(48)30(47)26(19-42)53-39/h3-18,21,25-26,29-40,42-43,47-49H,19-20H2,1-2H3/b15-13+,16-14+/t21?,25-,26?,29-,30?,31?,32?,33?,34?,35?,36?,37+,38+,39?,40?,41-/m1/s1

InChIKey:
NKORFEGGMJANHB-GOPUSLJUSA-N

DeepSMILES:
OCCOCO[C@@H]OC=C[C@@H][C@H]6[C@@]CO))O[C@H]3C6OCOCC)CCC6OC=O)/C=C/cccccc6)))))))))))OC=O)/C=C/cccccc6)))))))))))OC=O)C)))))))))))))))))))CCC6O))O))O

Functional groups:
CO, COC(C)=O, COC(C)OC, COC(C)O[C@H]1CCC=CO1, C[C@@H]1O[C@]1(C)C, c/C=C/C(=O)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OC1CCOC(OC2C3C=COC(OC4CCCCO4)C3C3OC23)C1OC(=O)C=Cc1ccccc1

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OC1CCOC(OC2C3CCOC(OC4CCCCO4)C3C3OC23)C1OC(O)CCC1CCCCC1

Scaffold Graph level:
CC(CCC1CCCCC1)CC1CCCC(CC2C3CC3C3C(CC4CCCCC4)CCCC23)C1CC(C)CCC1CCCCC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Cinnamic acids and derivatives

ClassyFire Subclass: Cinnamic acid esters

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Monoterpenoids

NP Classifier Class: Iridoids monoterpenoids

NP-Likeness score: 2.012

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Chemical structure download