(4Z,6Z,8S,9S,10Z,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate

• ChemBase编号: 131732
• 分子式: C29H40N2O9
• 平均质量: 560.6359
• 单一同位素质量: 560.27338087
• SMILES: C[C@H]1C[C@@H]([C@@H]([C@H](/C=C(\[C@@H]([C@H](/C=C\C=C(/C(=O)NC2=CC(=O)C(=C(C1)C2=O)OC)\C)OC)OC(=O)N)/C)C)O)OC
• Canonical SMILES: CO[C@H]1C[C@H](C)CC2=C(OC)C(=O)C=C(C2=O)NC(=O)/C(=C\C=C/[C@@H]([C@H](/C(=C\[C@@H]([C@H]1O)C)/C)OC(=O)N)OC)/C
• InChI: InChI=1S/C29H40N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h8-10,13-15,17,22-24,26,33H,11-12H2,1-7H3,(H2,30,36)(H,31,35)/b10-8-,16-9-,18-13-/t15-,17+,22+,23+,24-,26+/m1/s1
• InChIKey: QTQAWLPCGQOSGP-BMBHCMFXSA-N

名称和登记号

名称

• IUPAC标准名: (4Z,6Z,8S,9S,10Z,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate
• IUPAC传统名: (4Z,6Z,8S,9S,10Z,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate
• 别名: Geldanamycin from Streptomyces hygroscopicus

登记号

• CAS号: 30562-34-6
• MDL号: MFCD00274570
• PubChem SID: 162226009
• PubChem CID: 24870960

理论计算性质

• Acid pKa: 12.766906
• 质子受体: 8
• 质子供体: 3
• LogD (pH = 5.5): 2.1511946
• LogD (pH = 7.4): 2.151193
• Log P: 2.1511946
• 摩尔折射率: 152.6793 cm^3
• 极化性: 57.511158 Å^3
• 极化表面积: 163.48 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO: soluble
• 外观: yellow to orange powder

安全信息

• RTECS编号: LX8920000
• 德国WGK号: 2
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPLC)
• 产品质量级别: PREMIUM

详细说明

Sigma Aldrich - G3381

Biochem/physiol Actions
Geldanamycin is a potent antitumor antibiotic active at nanomolar concentration against 60 cell lines.It binds specifically to the heat shock protein Hsp90 and to its endoplasmic reticulum homologue GP96, and thus interferes with conformational maturation of proteins and the cellular stress response. In addition, it is a potent inhibitor of the nuclear hormone receptor family.

Sigma Aldrich - G153

Biochem/physiol Actions
Geldanamycin is a potent antitumor antibiotic active at nanomolar concentration against 60 cell lines.It binds specifically to the heat shock protein Hsp90 and to its endoplasmic reticulum homologue GP96, and thus interferes with conformational maturation of proteins and the cellular stress response. In addition, it is a potent inhibitor of the nuclear hormone receptor family.