78111-17-8
Product Name:
OKADAIC ACID
Formula:
C44H68O13
Synonyms:
OA;Okadaic Acid, Prorocentrum sp. - CAS 78111-17-8 - Calbiochem
Inquiry
CHEMICAL AND PHYSICAL PROPERTIES
Color/Form | Crystals from dichloromethane/hexane; crystals from benzene-CHCl3 |
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Melting Point | 171-175 °C; 164-166 °C |
Solubility | Readily soluble in many organic solvents, degrading in acid or base |
Stability/Shelf Life | Stable under recommended storage conditions. |
Optical Rotation | Specific optical rotation = +21 deg at 20 °C/D (c = 0.33 in CHCl3); +25.4 deg at 25 °C/D (c = 0.24 in CHCl3) |
Decomposition | Hazardous decomposition products formed under fire conditions. - Carbon oxides |
Other Experimental Properties | Ionophoric polyether identified in marine organisms |
SAFETY INFORMATION
Signal word | Danger |
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Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 |
GHS Hazard Statements |
H315:Skin corrosion/irritation |
Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. |
COMPUTED DESCRIPTORS
Molecular Weight | 805.0 g/mol |
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XLogP3 | 3.4 |
Hydrogen Bond Donor Count | 5 |
Hydrogen Bond Acceptor Count | 13 |
Rotatable Bond Count | 10 |
Exact Mass | 804.46599222 g/mol |
Monoisotopic Mass | 804.46599222 g/mol |
Topological Polar Surface Area | 183 Ų |
Heavy Atom Count | 57 |
Formal Charge | 0 |
Complexity | 1520 |
Isotope Atom Count | 0 |
Defined Atom Stereocenter Count | 17 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 1 |
Undefined Bond Stereocenter Count | 0 |
Covalently-Bonded Unit Count | 1 |
Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
Okadaic acid is a polycyclic ether that is produced by several species of dinoflagellates, and is known to accumulate in both marine sponges and shellfish. A polyketide, polyether derivative of a C38 fatty acid, it is one of the primary causes of diarrhetic shellfish poisoning (DSP). It is a potent inhibitor of specific protein phosphatases and is known to have a variety of negative effects on cells. It has a role as a marine metabolite, an EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor and a calcium ionophore.