Summary

IMPPAT Phytochemical identifier: IMPHY001072

Phytochemical name: [(2R,3S,4R,5R,6S)-6-[[(2S,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Synonymous chemical names:
1-o-caffeoyl-beta-d-apiofuranosyl-1--6-beta-d-glucopyranoside

External chemical identifiers:
CID:44558989, ChEMBL:CHEMBL455347, ZINC:ZINC000040847241

---

Chemical structure information

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

InChI:
InChI=1S/C20H26O13/c21-7-20(29)8-31-19(17(20)28)30-6-12-14(25)15(26)16(27)18(32-12)33-13(24)4-2-9-1-3-10(22)11(23)5-9/h1-5,12,14-19,21-23,25-29H,6-8H2/b4-2+/t12-,14-,15+,16-,17+,18+,19-,20-/m0/s1

InChIKey:
LULOGYYPGZOKQW-IRXYIGQESA-N

DeepSMILES:
OC[C@]O)CO[C@@H][C@H]5O))OC[C@@H]O[C@H]OC=O)/C=C/cccccc6)O))O)))))))))[C@H][C@@H][C@H]6O))O))O

Functional groups:
CO, CO[C@@H](C)OC, c/C=C/C(=O)O[C@H](C)OC, cO

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OC1CCCC(COC2CCCO2)O1

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OC1CCCC(COC2CCCO2)O1

Scaffold Graph level:
CC(CCC1CCCCC1)CC1CCCC(CCC2CCCC2)C1

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Cinnamic acids and derivatives

ClassyFire Subclass: Hydroxycinnamic acids and derivatives

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Phenylpropanoids (C6-C3)

NP Classifier Class: Cinnamic acids and derivatives

NP-Likeness score: 2.39

---

Chemical structure download