Identification |
Name: | Azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione,8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-6,8a-dimethoxy-5-methyl-,(1aS,8S,8aR,8bS)- |
Synonyms: | Azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione,1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-6,8a-dimethoxy-5-methyl-, carbamate(ester) (8CI); Azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione,8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-6,8a-dimethoxy-5-methyl-,[1aS-(1aa,8b,8aa,8ba)]-; Mitomycin A (7CI); NSC 75986 |
CAS: | 4055-39-4 |
Molecular Formula: | C16H19 N3 O6 |
Molecular Weight: | 349.38 |
InChI: | InChI=1/C16H19N3O6/c1-6-11(20)10-9(12(21)13(6)23-2)7(5-25-15(17)22)16(24-3)14-8(18-14)4-19(10)16/h7-8,14,18H,4-5H2,1-3H3,(H2,17,22)/t7-,8+,14+,16-/m0/s1 |
Molecular Structure: |
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Properties |
Melting Point: | 159-1610C (dec) |
Flash Point: | 309.1°C |
Boiling Point: | 587.4°C at 760 mmHg |
Density: | 1.5g/cm3 |
Refractive index: | 1.638 |
Solubility: | Freely soluble in organic solvents SOL IN WATER, BENZENE, TOLUENE, TRICHLOROETHYLENE, NITROBENZENE & MANY ORG SOLVENTS; PRACTICALLY INSOL IN XYLENE, CARBON TETRACHLORIDE, CARBON DISULFIDE, PETROLEUM ETHER, LIBROIN, CYCLOHEXANE |
Appearance: | red-violet crystals |
Specification: |
The Mitomycin A, with the cas registry number 4055-39-4, is a kind of red-violet crystals. And its product categories are including Intermediates & Fine Chemicals; Pharmaceuticals. Besides, it is the 6-methoxy analog of Mitomycin C and an antitumor antibiotic.
The characteristics of this kind of chemical are as follows: (1)ACD/LogP: 1.12; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1; (4)ACD/LogD (pH 7.4): 1.12; (5)ACD/BCF (pH 5.5): 3.18; (6)ACD/BCF (pH 7.4): 4.15; (7)ACD/KOC (pH 5.5): 73.81; (8)ACD/KOC (pH 7.4): 96.35; (9)#H bond acceptors: 9; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 88.39; (13)Index of Refraction: 1.638; (14)Molar Refractivity: 83.53 cm3; (15)Molar Volume: 232.3 cm3; (16)Polarizability: 33.11 ×10-24 cm3; (17)Surface Tension: 66.7 dyne/cm; (18)Density: 1.5 g/cm3; (19)Flash Point: 309.1 °C; (20)Enthalpy of Vaporization: 87.71 kJ/mol; (21)Boiling Point: 587.4 °C at 760 mmHg; (22)Vapour Pressure: 8.83E-14 mmHg at 25°C; (23)Exact Mass: 349.127385; (24)MonoIsotopic Mass: 349.127385; (25)Topological Polar Surface Area: 130; (26)Heavy Atom Count: 25; (27)Formal Charge: 0; (28)Complexity: 772.
Additionally, the following datas could be converted into the molecular structure:
(1)Canonical SMILES: CC1=C(C(=O)C2=C(C1=O)N3CC4C(C3(C2COC(=O)N)OC)N4)OC
(2)Isomeric SMILES: CC1=C(C(=O)C2=C(C1=O)N3C[C@@H]4[C@H]([C@]3([C@H]2COC(=O)N)OC)N4)OC
(3)InChI: InChI=1S/C16H19N3O6/c1-6-11(20)10-9(12(21)13(6)23-2)7(5-25-15(17)22)16
(24-3)14-8(18-14)4-19(10)16/h7-8,14,18H,4-5H2,1-3H3,(H2,17,22)/t7-,8+,14+,16-/m0/s1
(4)InChIKey: HYFMSAFINFJTFH-VBWVXDOLSA-N
Below are the toxicity information of this chemical:
Organism |
Test Type |
Route |
Reported Dose (Normalized Dose) |
Effect |
Source |
mammal (species unspecified) |
LD50 |
unreported |
2mg/kg (2mg/kg) |
|
Antibiotics and Chemotherapy Vol. 8, Pg. 228, 1958. |
mouse |
LD50 |
intraperitoneal |
2100ug/kg (2.1mg/kg) |
|
Journal of Medicinal Chemistry. Vol. 36, Pg. 1461, 1993. |
mouse |
LD50 |
intravenous |
1mg/kg (1mg/kg) |
|
"Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967Vol. -, Pg. 421, 1967. |
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Flash Point: | 309.1°C |
Color: | RED-VIOLET CRYSTALS FROM ACETONE + CARBON TETRACHLORIDE |
Usage: | The 6-methoxy analog of Mitomycin C. An antitumor antibiotic |
Safety Data |
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