(4S,5R,6S,7R)-4,5,6,11-tetrahydroxy-13,15-dioxa-8-azatetracyclo[8.7.0.02,7.012,16]heptadeca-1(17),2,10,12(16)-tetraen-9-one

• ChemBase编号: 154623
• 分子式: C14H13NO7
• 平均质量: 307.25552
• 单一同位素质量: 307.06920176
• SMILES: c1c2c(c(c3c1OCO3)O)C(=O)N[C@@H]1C2=C[C@@H]([C@H]([C@H]1O)O)O
• Canonical SMILES: O[C@H]1C=C2[C@H]([C@@H]([C@@H]1O)O)NC(=O)c1c2cc2OCOc2c1O
• InChI: InChI=1S/C14H13NO7/c16-6-1-5-4-2-7-13(22-3-21-7)11(18)8(4)14(20)15-9(5)12(19)10(6)17/h1-2,6,9-10,12,16-19H,3H2,(H,15,20)/t6-,9+,10+,12-/m0/s1
• InChIKey: LZAZURSABQIKGB-AEKGRLRDSA-N

名称和登记号

名称

• IUPAC标准名: (4S,5R,6S,7R)-4,5,6,11-tetrahydroxy-13,15-dioxa-8-azatetracyclo[8.7.0.0^2,^7.0^1^2,^1^6]heptadeca-1(17),2,10,12(16)-tetraen-9-one
• IUPAC传统名: (4S,5R,6S,7R)-4,5,6,11-tetrahydroxy-13,15-dioxa-8-azatetracyclo[8.7.0.0^2,^7.0^1^2,^1^6]heptadeca-1(17),2,10,12(16)-tetraen-9-one
• 别名: (2S-(2-alpha,3-beta,4-beta,4a-beta))-3,4,4a,5-tetrahydro-2,3,4,7-tetrahydroxy-(1,3)Dioxolo(4,5-j)phenanthridin-6(2H)-one; 3,4,4a,5-Tetrahydro-2,3,4,7-tetrahydroxy-(1,3)dioxolo(4,5-j)phenanthridin-6(2H)-one; BRN 1087400; Lycoricidin-A; Lycoricidinol; NSC 266535; Narciclasine

登记号

• CAS号: 29477-83-6
• MDL号: MFCD01729949
• PubChem SID: 162248761
• PubChem CID: 72376

理论计算性质

• Acid pKa: 8.437841
• 质子受体: 7
• 质子供体: 5
• LogD (pH = 5.5): -0.9161605
• LogD (pH = 7.4): -0.9534009
• Log P: -0.91566396
• 摩尔折射率: 72.0072 cm^3
• 极化性: 27.742916 Å^3
• 极化表面积: 128.48 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: ≥10 mg/mL
• 外观: white to off-white powder

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: nwg
• 危险公开号: 46
• 安全公开号: 36
• GHS危险品标识: GHS08
• GHS警示词: Danger
• GHS危险声明: H340
• GHS警示性声明: P201-P308 + P313
• 保存温度: room temp

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C14H13NO7

详细说明

Sigma Aldrich - N9789

Biochem/physiol Actions
Narciclasine is a Rho/Rho kinase/LIM kinase/cofilin signaling pathway activator. Also narciclasine is an actin stress fiber formation inducer; a plant growth modulator.