Summary

IMPPAT Phytochemical identifier: IMPHY013695

Phytochemical name: [2-[(2E)-2-(cyanomethylidene)-3-hydroxy-4,5-dimethoxycyclohexyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Synonymous chemical names:
simmondsin 2'-ferulate

External chemical identifiers:
CID:131751773

---

Chemical structure information

SMILES:
N#C/C=C1/C(OC2OC(CO)C(C(C2OC(=O)/C=C/c2ccc(c(c2)OC)O)O)O)CC(C(C1O)OC)OC

InChI:
InChI=1S/C26H33NO12/c1-34-17-10-13(4-6-15(17)29)5-7-20(30)39-25-23(33)22(32)19(12-28)38-26(25)37-16-11-18(35-2)24(36-3)21(31)14(16)8-9-27/h4-8,10,16,18-19,21-26,28-29,31-33H,11-12H2,1-3H3/b7-5+,14-8-

InChIKey:
GWXJMPVVJCHQIB-USFPABIYSA-N

DeepSMILES:
N#C/C=C/COCOCCO))CCC6OC=O)/C=C/cccccc6)OC)))O))))))))))O))O))))))CCCC/6O))OC)))OC

Functional groups:
C/C(C)=C/C#N, CO, COC, COC(C)OC, c/C=C/C(=O)OC, cO, cOC

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CCCCC1OC1OCCCC1OC(=O)C=Cc1ccccc1

Scaffold Graph/Node level:
CC1CCCCC1OC1OCCCC1OC(O)CCC1CCCCC1

Scaffold Graph level:
CC(CCC1CCCCC1)CC1CCCCC1CC1CCCCC1C

---

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: Amino acids and Peptides, Shikimates and Phenylpropanoids

NP Classifier Superclass: Small peptides

NP Classifier Class: Aminoacids

NP-Likeness score: 2.029

---

Chemical structure download