Molecule ID: 16723783

IUPAC Name: [(2S,3S)-2,3,4-trihydroxy-3-methylbutyl] (E)-3-[3-hydroxy-4-[(2R,3R)-2,3,4-trihydroxy-2-methylbutoxy]phenyl]prop-2-enoate

Description: The molecule is a cinnamate ester obtained by the formal condensation of the carboxy group of trans-caffeic acid with 2-methylbutane-1,2,3-triol and in which the hydroxy group at position 4 is replaced by a 2,3,4-trihydroxy-2-methylbutyl]oxy group. Isolated from the whole plants of Evolvulus alsinoides, it exhibits characteristics of an Ayurvedic crude drug. It has a role as a metabolite and a drug. It is a polyol and a cinnamate ester. It derives from a trans-caffeic acid.

SMILES: C[C@](O)(CO)[C@@H](O)COC(=O)/C=C/c1ccc(OC[C@@](C)(O)[C@H](O)CO)c(O)c1

SELFIES: [C][C@][Branch1][C][O][Branch1][Ring1][C][O][C@@H1][Branch1][C][O][C][O][C][=Branch1][C][=O][/C][=C][/C][=C][C][=C][Branch1][S][O][C][C@@][Branch1][C][C][Branch1][C][O][C@H1][Branch1][C][O][C][O][C][Branch1][C][O][=C][Ring1][S]

InChI: InChI=1S/C19H28O10/c1-18(26,10-21)16(24)9-28-17(25)6-4-12-3-5-14(13(22)7-12)29-11-19(2,27)15(23)8-20/h3-7,15-16,20-24,26-27H,8-11H2,1-2H3/b6-4+/t15-,16+,18+,19-/m1/s1

Molecular Properties:
- Polar Surface Area: 177.0 Ų
- LogP: -1.7