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latrunculin B

Go to external page http://purl.obolibrary.org/obo/CHEBI_49703

A macrolide consisting of a 14-membered bicyclic lactone attached to the rare 2-thiazolidinone moiety. It is obtained from the Red Sea sponge Latrunculia magnifica.

Term info

Label

latrunculin B

Synonyms
  • (4R)-4-[(1R,4Z,8Z,10S,13R,15R)-15-hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-1,3-thiazolidin-2-one
  • LATRUNCULIN B
database cross reference
Subsets

3_STAR

IUPAC NAME
(4R)-4-[(1R,4Z,8Z,10S,13R,15R)-15-hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-1,3-thiazolidin-2-one [ IUPAC ]

charge

0

formula

C20H29NO5S

has obo namespace

chebi_ontology

has related synonym

LAT-B, (+)-latrunculin B, Lat B

id

CHEBI:49703

inchi

InChI=1S/C20H29NO5S/c1-13-5-3-4-6-14(2)9-18(22)25-16-10-15(8-7-13)26-20(24,11-16)17-12-27-19(23)21-17/h3,5,9,13,15-17,24H,4,6-8,10-12H2,1-2H3,(H,21,23)/b5-3-,14-9-/t13-,15-,16-,17+,20-/m1/s1

inchikey

NSHPHXHGRHSMIK-JRIKCGFMSA-N

mass

395.51300

monoisotopicmass

395.17664

smiles

[H][C@]1(CSC(=O)N1)[C@@]1(O)C[C@H]2C[C@@H](CC[C@H](C)\C=C/CC\C(C)=C/C(=O)O2)O1