Structure via PubChem · Public domain (PubChem)
okadaic acid
Sign in to saveAlso known as 9,10-Deepithio-9,10-Didehydroacanthifolicin
chemical compound
Chemical data
- Formula
- C44H68O13
- Molecular weight
- 805 g/mol
- IUPAC name
- (2R)-3-[(2S,6R,8S,11R)-2-[(E,2R)-4-[(2S,2'R,4R,4aS,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5'-oxolane]-2'-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methylpropanoic acid
- SMILES
- C[C@@H]1CC[C@]2(CCCCO2)O[C@@H]1[C@@H](C)C[C@@H]([C@@H]3C(=C)[C@H]([C@H]4[C@H](O3)CC[C@]5(O4)CC[C@@H](O5)/C=C/[C@@H](C)[C@@H]6CC(=C[C@@]7(O6)[C@@H](CC[C@H](O7)C[C@](C)(C(=O)O)O)O)C)O)O
- InChIKey
- QNDVLZJODHBUFM-WFXQOWMNSA-N
- XLogP
- 3.4
- Polar surface area
- 183 Ų
- H-bond donors
- 5
- H-bond acceptors
- 13
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
6,289 papers- Okadaic acid (OA): Toxicity, detection and detoxification.Toxicon : official journal of the International Society on Toxinology · 2019
- Okadaic acid: the archetypal serine/threonine protein phosphatase inhibitor.Current medicinal chemistry · 2002
- Okadaic acid, useful tool for studying cellular processes.Current medicinal chemistry · 2002
- Assay for okadaic acid O-acyl transferase using HPLC-FLD.Bioscience, biotechnology, and biochemistry · 2024
- Okadaic acid: a new probe for the study of cellular regulation.Trends in biochemical sciences · 1990
via PubMed
Wikidata facts
- Mass
- 804.466
Show 7 more facts
- chemical formula
- C₄₄H₆₈O₁₃
- has characteristic
- natural product
- isomeric SMILES
- C[C@@H]1CC[C@]2(CCCCO2)O[C@@H]1[C@@H](C)C[C@@H]([C@@H]3C(=C)[C@H]([C@H]4[C@H](O3)CC[C@]5(O4)CC[C@@H](O5)/C=C/[C@@H](C)[C@@H]6CC(=C[C@@]7(O6)[C@@H](CC[C@H](O7)C[C@](C)(C(=O)O)O)O)C)O)O
- canonical SMILES
- CC1CCC2(CCCCO2)OC1C(C)CC(C3C(=C)C(C4C(O3)CCC5(O4)CCC(O5)C=CC(C)C6CC(=CC7(O6)C(CCC(O7)CC(C)(C(=O)O)O)O)C)O)O
- subject has role
- toxin
- found in taxon
- Phakellia
- Commons category
- Okadaic acid
via Wikidata · CC0