OKADAIC ACID
Okadaic acid
CAS: 78111-17-8
Molecular Formula: C44H68O13
OKADAIC ACID - Names and Identifiers
| Name | Okadaic acid |
| Synonyms | OA NSC 677083 Okadaic acid OKADAIC ACID 35-Demethyl-DTX 1 35-Demethyldinophysistoxin 1 OKADAIC ACID, PROROCENTRUM CONCAVUM Okadaic acid 35-Demethyl-DTX 1 NSC 677083 35-Demethyldinophysistoxin 1 1,7-Dioxaspiro[5.5]undec-10-ene-2-propanoicacid, a,5-dihydroxy-a,10-dimethyl-8-[(1R,2E)-1-methyl-3-[(2R,4'aR,5R,6'S,8'R,8'aS)-octahydro-8'-hydroxy-6'-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undec-2-yl]butyl]-7'-methylenespiro[furan-2( |
| CAS | 78111-17-8 |
| EINECS | 616-589-8 |
OKADAIC ACID - Physico-chemical Properties
| Molecular Formula | C44H68O13 |
| Molar Mass | 805 |
| Density | 1.0795 (rough estimate) |
| Melting Point | 164-166 °C |
| Boling Point | 672.95°C (rough estimate) |
| Specific Rotation(α) | D20 +21° (c = 0.33 in CHCl3); D25 +25.4° (c = 0.24 in CHCl3) |
| Water Solubility | It is soluble in ethanol (25 mg/ml), DMSO (25 mg/ml), methanol (<1 mg/ml), chloroform, acetone, ethyl acetate, DMF, and dimethylsulfoxide. Insoluble in water, unless first dissolved in organic solvent |
| Solubility | DMSO: ≥1mg/mL |
| Appearance | translucent film |
| Color | translucent |
| Merck | 13,6891 |
| pKa | 3.87±0.16(Predicted) |
| Storage Condition | -20°C |
| Stability | Stable. Light and heat-sensitive. Combustible. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.5940 (estimate) |
| MDL | MFCD00083455 |
OKADAIC ACID - Risk and Safety
| Hazard Symbols | T - Toxic |
| Risk Codes | R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R38 - Irritating to the skin |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 3462 6.1/PG 1 |
| WGK Germany | 3 |
| RTECS | AA8227800 |
| FLUKA BRAND F CODES | 10 |
| HS Code | 29321900 |
| Hazard Class | 6.1(a) |
| Packing Group | II |
| Toxicity | LD50 i.p. in mice: 192 mg/kg (Shibata) |
OKADAIC ACID - Reference
| Reference Show more | 1. Sun Yunpeng, Gao Li, Luo Jingying, etc. Protective effect of anachilian alcohol extract on okadaic acid-induced injury in PC12 cells [J]. Chinese patent medicine, 2017, 39(009):1936-1939. 2. Lin He, Liu Yixin, Ren Jixiang, etc. Effects of velvet antler polypeptides on the expression of PI3K,AKT,Caspase-9 in okadaic acid-induced damage model of mouse hippocampal neurons in HT22 cells [J]. Ginseng Research, 2020, v.32;No.135(01):15-18. 3. Tao Guibin, Zhang Tianzhu, Li chaozheng, et al. Protective effects of velvet antler polypeptides on okadaic acid-induced injury in rat HT22 cells [J]. China Science and Technology paper, 2017(18):93-97. 4. [IF = 3.701] Junjun Chen et al."Quercetin attenuates tau hyperphosphorylation and improves cognitive disorder via suppression of ER stress in a manner dependent on AMPK pathway."J Funct Foods. 2016 Apr;22:463 5. [IF=4.418] Yiming Pan et al."Vitamin D Attenuates Alzheimer-like Pathology Induced by Okadaic Acid."Acs Chem Neurosci. 2021;12(8):1343-1350 6. [IF=2.896] Chiyu Ma et al."A multi-channel handheld automatic spectrometer for wide range and on-site detection of okadaic acid based on specific aptamer binding."Anal Methods-Uk. 2021 Oct;13(38):4345-4353 |
OKADAIC ACID - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| biological activity | Okadaic acid is extracted from black sponge of Halichondria genus. Okadaic acid is a non-competitive, selective and reversible inhibitor of serine/threonine-specific protein phosphatase 1 (PP1),PP2A and PP3 with IC50 of 10-15 nM,0.5 nM and 4 nM, respectively. Okadaic acid eliminates metazoosymbionts/parasites by apoptosis. |
| target | IC50: 10-15 nM (PP1), 0.5 nM (PP2) and 4 nM (PP3) |
| category | toxic substances |
| toxicity classification | highly toxic |
| acute toxicity | abdominal cavity-mouse LD50: 0.192 mg/kg |
| flammability hazard characteristics | combustible, spicy and irritating smoke from the fire site |
| storage and transportation characteristics | warehouse is low temperature, ventilated and dry; Store separately from food raw materials |
| fire extinguishing agent | water, carbon dioxide, dry powder, sand |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:52:54
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