Summary

IMPPAT Phytochemical identifier: IMPHY006870

Phytochemical name: [(2S,3R,5R,6R,8S)-6-hydroxy-8-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9,10-dioxatetracyclo[4.3.1.02,5.03,8]decan-2-yl]methyl benzoate

Synonymous chemical names:
paeoniflorin

External chemical identifiers:
CID:102004404, MolPort-039-052-268

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](O[C@@]23C[C@@H]4[C@@]3(COC(=O)c3ccccc3)C3O[C@@]2(C)C[C@]4(O3)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C23H28O11/c1-20-9-22(29)13-7-23(20,32-18-16(27)15(26)14(25)12(8-24)31-18)21(13,19(33-20)34-22)10-30-17(28)11-5-3-2-4-6-11/h2-6,12-16,18-19,24-27,29H,7-10H2,1H3/t12-,13-,14-,15+,16-,18+,19?,20+,21+,22-,23+/m1/s1

InChIKey:
YKRGDOXKVOZESV-XUKLQFQFSA-N

DeepSMILES:
OC[C@H]O[C@@H]O[C@]C[C@@H][C@@]4COC=O)cccccc6)))))))))CO[C@@]7C)C[C@]7O6)O)))))))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
CO, CO[C@@H](C)OC, O[C@@]12CCOC(CC1)O2, cC(=O)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(OCC12C3OC4CC(O3)C1(OC1CCCCO1)CC42)c1ccccc1

Scaffold Graph/Node level:
OC(OCC12C3OC4CC(O3)C1(OC1CCCCO1)CC42)C1CCCCC1

Scaffold Graph level:
CC(CCC12C3CC4CC(C3)C1(CC1CCCCC1)CC42)C1CCCCC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene glycosides

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Monoterpenoids

NP Classifier Class: Pinane monoterpenoids

NP-Likeness score: 2.291

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Chemical structure download