Summary

IMPPAT Phytochemical identifier: IMPHY011603

Phytochemical name: Picroside II

Synonymous chemical names:
6-vanilloylcatalpol, 6-vanilloylcatalpol (picroside ii), amphicoside, picroside 2, picroside ii, picroside iis, picrosides ii

External chemical identifiers:
CID:11944602, ChEMBL:CHEMBL510404, ZINC:ZINC000008382348, FDASRS:XX0PFP9RVI, MolPort-001-741-473

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@H]3[C@H]2[C@@]2(CO)O[C@H]2[C@H]3OC(=O)c2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C23H28O13/c1-31-12-6-9(2-3-11(12)26)20(30)34-18-10-4-5-32-21(14(10)23(8-25)19(18)36-23)35-22-17(29)16(28)15(27)13(7-24)33-22/h2-6,10,13-19,21-22,24-29H,7-8H2,1H3/t10-,13-,14-,15-,16+,17-,18+,19+,21+,22+,23-/m1/s1

InChIKey:
AKNILCMFRRDTEY-NUGKWEEESA-N

DeepSMILES:
OC[C@H]O[C@@H]O[C@@H]OC=C[C@@H][C@H]6[C@@]CO))O[C@H]3[C@H]6OC=O)cccccc6)OC)))O))))))))))))))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
CO, CO[C@H](C)O[C@H]1CCC=CO1, C[C@]1(C)O[C@H]1C, cC(=O)OC, cO, cOC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(OC1C2C=COC(OC3CCCCO3)C2C2OC12)c1ccccc1

Scaffold Graph/Node level:
OC(OC1C2CCOC(OC3CCCCO3)C2C2OC12)C1CCCCC1

Scaffold Graph level:
CC(CC1C2CC2C2C(CC3CCCCC3)CCCC12)C1CCCCC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Tannins

ClassyFire Subclass: Hydrolyzable tannins

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Monoterpenoids

NP Classifier Class: Iridoids monoterpenoids

NP-Likeness score: 2.629

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Chemical structure download