(2R)-3-[(2S,5R,6R,8S)-8-[(2R)-4-[(2R,4'aR,5R,6'S,8'R,8'aS)-8'-hydroxy-6'-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-7'-methylidene-hexahydro-3'H-spiro[oxolane-2,2'-pyrano[3,2-b]pyran]-5-yl]but-3-en-2-yl]-5-hydroxy-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]-2-hydroxy-2-methylpropanoic acid

• ChemBase编号: 128711
• 分子式: C44H68O13
• 平均质量: 805.00292
• 单一同位素质量: 804.46599224
• SMILES: O=C(O)C(O)(C)C[C@H]1O[C@]2(O[C@@H](CC(=C2)C)[C@@H](C=C[C@@H]2O[C@@]3(O[C@H]4[C@H](O)C(=C)[C@H](O[C@@H]4CC3)[C@@H](O)C[C@H](C)[C@H]3O[C@]4(OCCCC4)CC[C@H]3C)CC2)C)[C@H](O)CC1
• Canonical SMILES: CC1=C[C@]2(O[C@@H](C1)[C@@H](C=C[C@H]1CC[C@]3(O1)CC[C@@H]1[C@@H](O3)[C@H](O)C(=C)[C@H](O1)[C@H](C[C@@H]([C@H]1O[C@@]3(CCCCO3)CC[C@H]1C)C)O)C)O[C@@H](CC[C@H]2O)CC(C(=O)O)(O)C
• InChI: InChI=1S/C44H68O13/c1-25-21-34(55-44(23-25)35(46)12-11-31(54-44)24-41(6,50)40(48)49)26(2)9-10-30-14-18-43(53-30)19-15-33-39(57-43)36(47)29(5)38(52-33)32(45)22-28(4)37-27(3)13-17-42(56-37)16-7-8-20-51-42/h9-10,23,26-28,30-39,45-47,50H,5,7-8,11-22,24H2,1-4,6H3,(H,48,49)/t26-,27-,28+,30+,31+,32+,33-,34+,35-,36-,37+,38+,39-,41-,42+,43-,44-/m1/s1
• InChIKey: QNDVLZJODHBUFM-JGAYSDMHSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-3-[(2S,5R,6R,8S)-8-[(2R)-4-[(2R,4'aR,5R,6'S,8'R,8'aS)-8'-hydroxy-6'-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-7'-methylidene-hexahydro-3'H-spiro[oxolane-2,2'-pyrano[3,2-b]pyran]-5-yl]but-3-en-2-yl]-5-hydroxy-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]-2-hydroxy-2-methylpropanoic acid
• IUPAC传统名: (2R)-3-[(2S,5R,6R,8S)-8-[(2R)-4-[(2R,4'aR,5R,6'S,8'R,8'aS)-8'-hydroxy-6'-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-7'-methylidene-hexahydrospiro[oxolane-2,2'-pyrano[3,2-b]pyran]-5-yl]but-3-en-2-yl]-5-hydroxy-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]-2-hydroxy-2-methylpropanoic acid
• 别名: Okadaic acid; 9,10-Deepithio-9,10-didehydroacanthifolicin; Okadaic acid

登记号

• CAS号: 78111-17-8
• MDL号: MFCD00083455
• Beilstein号: 4640246
• PubChem SID: 162223017
• PubChem CID: 57059112; 446512
• CHEBI ID: CHEBI:7733
• CHEMBL: 280487
• Chemspider ID: 393845
• KEGG ID: C01945
• 医学主题词(MeSH): Okadaic Acid
• 维基百科标题: Okadaic_acid

理论计算性质

• Acid pKa: 3.761946
• 质子受体: 13
• 质子供体: 5
• LogD (pH = 5.5): 3.3957899
• LogD (pH = 7.4): 1.855299
• Log P: 5.134746
• 摩尔折射率: 210.7806 cm^3
• 极化性: 83.88593 Å^3
• 极化表面积: 182.83 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

分子性质

安全信息

• RTECS编号: AA8227800
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 3462
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 1
• 危险公开号: 23/24/25-38
• 安全公开号: 26-36/37-45; R
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H311-H315-H331
• GHS警示性声明: P261-P280-P301 + P310-P311
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 3462 6.1/PG 1
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥92% (HPLC)
• Empirical Formula (Hill Notation): C44H68O13

详细说明

Sigma Aldrich - 75320

General description
Marine toxin, produced by dinoflagellates, accumulates in bivalves and sponges.
Other Notes
Tumour promoter and specific inhibitor of protein phosphatases 1 and 2A, review1