3-{[(2S,3R,4S,5R,6R)-3-{[(2R,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-8-hydroxy-15-methyl-11,18-dioxapentacyclo[10.6.2.02,7.09,19.016,20]icosa-1(19),2,4,6,8,12,14,16(20)-octaene-10,17-dione

• ChemBase编号: 153416
• 分子式: C32H32O14
• 平均质量: 640.58808
• 单一同位素质量: 640.1792057
• SMILES: Cc1ccc2c3c1c(=O)oc1c3c(c(c3c1c(ccc3)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)C)O)O)O[C@@H]1[C@@H]([C@H]([C@H]([C@H](O1)C)O)OC)O)O)c(=O)o2
• Canonical SMILES: CO[C@@H]1[C@@H](O)[C@@H](O[C@H]2[C@@H](O[C@@H]([C@@H]([C@@H]2O)O)C)Oc2cccc3c2c2oc(=O)c4c5c2c(c3O)c(=O)oc5ccc4C)O[C@@H]([C@@H]1O)C
• InChI: InChI=1S/C32H32O14/c1-10-8-9-15-18-16(10)29(38)45-26-17-13(23(35)20(19(18)26)30(39)43-15)6-5-7-14(17)44-32-28(24(36)21(33)11(2)42-32)46-31-25(37)27(40-4)22(34)12(3)41-31/h5-9,11-12,21-22,24-25,27-28,31-37H,1-4H3/t11-,12-,21+,22+,24+,25-,27+,28-,31-,32+/m1/s1
• InChIKey: PONPPNYZKHNPKZ-RYBWXQSLSA-N

名称和登记号

名称

• IUPAC标准名: 3-{[(2S,3R,4S,5R,6R)-3-{[(2R,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-8-hydroxy-15-methyl-11,18-dioxapentacyclo[10.6.2.0^2,^7.0^9,^1^9.0^1^6,^2^0]icosa-1(19),2,4,6,8,12,14,16(20)-octaene-10,17-dione
• IUPAC传统名: 3-{[(2S,3R,4S,5R,6R)-3-{[(2R,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-8-hydroxy-15-methyl-11,18-dioxapentacyclo[10.6.2.0^2,^7.0^9,^1^9.0^1^6,^2^0]icosa-1(19),2,4,6,8,12,14,16(20)-octaene-10,17-dione
• 别名: Lambdamycin; Chartreusin from Streptomyces chartreusis

登记号

• CAS号: 6377-18-0
• MDL号: MFCD00467138
• PubChem SID: 162247555
• PubChem CID: 5281394

理论计算性质

• Acid pKa: 9.06726
• 质子受体: 12
• 质子供体: 5
• LogD (pH = 5.5): 2.4738772
• LogD (pH = 7.4): 2.4648292
• Log P: 2.473994
• 摩尔折射率: 154.3587 cm^3
• 极化性: 63.375305 Å^3
• 极化表面积: 199.9 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

分子性质

安全信息

• RTECS编号: FL7350000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 40
• 安全公开号: 22-36/37/39-45
• GHS危险品标识: GHS08
• GHS警示词: Warning
• GHS危险声明: H351
• GHS警示性声明: P281
• 个人保护装置: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• 保存温度: 2-8°C

产品相关信息

• Empirical Formula (Hill Notation): C32H32O14

详细说明

Sigma Aldrich - C8448

Biochem/physiol Actions
Antitumor antibiotic which induces single-strand scission in DNA in the presence of reducing agents.1