(1S,2R,5S,6S,8R,9S,10R,12S,15R,16S,25R,27S,28R)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.02,16.05,15.06,8.06,12.017,31.019,30.022,29.025,28]tritriaconta-17(31),19(30),20,22(29)-tetraene-5,9,28-triol

• ChemBase编号: 105755
• 分子式: C37H44ClNO6
• 平均质量: 634.20136
• 单一同位素质量: 633.28571581
• SMILES: C=C(C)[C@@H]1[C@@H]([C@@H]2[C@]3([C@H](CC[C@]4(C)[C@]5(C)[C@@H](CC[C@@]34O)[C@H]3c4c6c(cc(c7CC(=C)[C@H]8C[C@H](C(C)(C)O3)[C@]8(c67)O)Cl)[nH]c54)O1)O2)O
• Canonical SMILES: CC(=C)[C@H]1O[C@H]2CC[C@]3([C@@]([C@]42[C@@H]([C@H]1O)O4)(O)CC[C@@H]1[C@]3(C)c2[nH]c3c4c2[C@H]1OC(C)(C)[C@@H]1[C@]2(c4c(c(c3)Cl)CC(=C)[C@H]2C1)O)C
• InChI: InChI=1S/C37H44ClNO6/c1-15(2)28-27(40)31-37(45-31)23(43-28)9-10-33(6)34(7)18(8-11-35(33,37)41)29-25-24-21(39-30(25)34)14-20(38)17-12-16(3)19-13-22(32(4,5)44-29)36(19,42)26(17)24/h14,18-19,22-23,27-29,31,39-42H,1,3,8-13H2,2,4-7H3/t18-,19+,22+,23-,27-,28+,29-,31+,33+,34+,35-,36+,37-/m0/s1
• InChIKey: JDUWHZOLEDOQSR-JKPSMKLGSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,5S,6S,8R,9S,10R,12S,15R,16S,25R,27S,28R)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0^2,^1^6.0^5,^1^5.0^6,^8.0^6,^1^2.0^1^7,^3^1.0^1^9,^3^0.0^2^2,^2^9.0^2^5,^2^8]tritriaconta-17(31),19(30),20,22(29)-tetraene-5,9,28-triol; (1S,2R,5S,6S,8R,9S,10R,12S,15R,16S,25R,27S,28R)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0?,??.0?,??.0?,?.0?,??.0??,??.0??,??.0??,??.0??,??]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol
• IUPAC传统名: (1S,2R,5S,6S,8R,9S,10R,12S,15R,16S,25R,27S,28R)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0^2,^1^6.0^5,^1^5.0^6,^8.0^6,^1^2.0^1^7,^3^1.0^1^9,^3^0.0^2^2,^2^9.0^2^5,^2^8]tritriaconta-17(31),19(30),20,22(29)-tetraene-5,9,28-triol; (1S,2R,5S,6S,8R,9S,10R,12S,15R,16S,25R,27S,28R)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0?,??.0?,??.0?,?.0?,??.0??,??.0??,??.0??,??.0??,??]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol
• 别名: Penitrem A; Tremortin A; PENITREM A

登记号

• CAS号: 12627-35-9
• MDL号: MFCD00083465
• PubChem SID: 162093116; 24898385
• PubChem CID: 6610243

理论计算性质

• Acid pKa: 12.726915
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): 4.3208504
• LogD (pH = 7.4): 4.3208485
• Log P: 4.3208504
• 摩尔折射率: 168.9462 cm^3
• 极化性: 68.34126 Å^3
• 极化表面积: 107.47 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: false

分子性质

安全信息

• 保存条件: -20°C
• RTECS编号: RY7535000
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 2811
• 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): 2
• 危险公开号: 26/27/28
• 安全公开号: 36/37/39-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300-H310-H330
• GHS警示性声明: P260-P264-P280-P284-P302 + P350-P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥95% (HPLC and TLC)

详细说明

MP Biomedicals - 02193945

From Penicillium palitans
A tremorgenic fungal mycotoxin which increases GABA release and aspartate from cerebrocortical synaptosomes and acetylcholine in rat neuromuscular junction.

Sigma Aldrich - P3053

Biochem/physiol Actions
Tremorgenic fungal toxin; blocks high-conductance Ca2+-activated K+ channels.
Other Notes
Originally isolated from Penicillium palitans

参考文献

• Wilson, et al., Brain Res. , 40 : 540 (1972).