Terminology Service for NFDI4Health

forskoditerpenoside E

Go to external page http://purl.obolibrary.org/obo/CHEBI_65909


A diterpene glycoside that is labd-14-en-11-one substituted by beta-acetoxy group at position 6, an epoxy group between positions 8 and 13 and a beta-D-glucopyranosyloxy group at position 1 (the 1alpha stereoisomer). Isolated from the whole plant of Coleus forskohlii, it shows relaxative effects on isolated guinea pig tracheal spirals in vitro.

Term info

Label

forskoditerpenoside E

Synonyms
  • (3R,4aR,6R,6aS,10S,10aS,10bR)-10-(beta-D-glucopyranosyloxy)-3,4a,7,7,10a-pentamethyl-1-oxo-3-vinyldodecahydro-1H-benzo[f]chromen-6-yl acetate
database cross reference
Subsets

3_STAR

IUPAC NAME
(3R,4aR,6R,6aS,10S,10aS,10bR)-10-(beta-D-glucopyranosyloxy)-3,4a,7,7,10a-pentamethyl-1-oxo-3-vinyldodecahydro-1H-benzo[f]chromen-6-yl acetate [ IUPAC ]

charge

0

formula

C28H44O10

has obo namespace

chebi_ontology

has related synonym

6beta-acetoxy-8,13-epoxy-labd-14-en-11-one-1alpha-O-beta-D-glucopyranoside

id

CHEBI:65909

inchi

InChI=1S/C28H44O10/c1-8-26(5)11-15(31)22-27(6,38-26)12-16(35-14(2)30)23-25(3,4)10-9-18(28(22,23)7)37-24-21(34)20(33)19(32)17(13-29)36-24/h8,16-24,29,32-34H,1,9-13H2,2-7H3/t16-,17-,18+,19-,20+,21-,22+,23+,24+,26+,27-,28-/m1/s1

inchikey

ZBNOVDLAFYUSJT-KHGPFLBYSA-N

mass

540.64300

monoisotopicmass

540.29345

smiles

[H][C@]1(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)O[C@H]1CCC(C)(C)[C@]2([H])[C@@H](C[C@@]3(C)O[C@](C)(CC(=O)[C@]3([H])[C@@]12C)C=C)OC(C)=O