Azinomycin A
[CAS# 106486-77-5]

Identification

• Name: Azinomycin A
• Synonyms: [(1S)-2-[[(1E)-2-(Acetonylamino)-1-[(3R,4R,5S)-3-Acetoxy-4-Hydroxy-1-Azabicyclo[3.1.0]Hexan-2-Ylidene]-2-Oxo-Ethyl]Amino]-1-[(2S)-2-Methyloxiran-2-Yl]-2-Oxo-Ethyl] 3-Methoxy-5-Methyl-Naphthalene-1-Carboxylate; 3-Methoxy-5-Methyl-1-Naphthalenecarboxylic Acid [(1S)-2-[[(1E)-2-(Acetonylamino)-1-[(3R,4R,5S)-3-Acetoxy-4-Hydroxy-1-Azabicyclo[3.1.0]Hexan-2-Ylidene]-2-Oxoethyl]Amino]-1-[(2S)-2-Methyl-2-Oxiranyl]-2-Oxoethyl] Ester; 3-Methoxy-5-Methyl-Naphthalene-1-Carboxylic Acid [(1S)-2-[[(1E)-2-(Acetonylamino)-1-[(3R,4R,5S)-3-Acetoxy-4-Hydroxy-1-Azabicyclo[3.1.0]Hexan-2-Ylidene]-2-Keto-Ethyl]Amino]-2-Keto-1-[(2S)-2-Methyloxiran-2-Yl]Ethyl] Ester
• Molecular Formula: C₃₀H₃₃N₃O₁₀
• Molecular Weight: 595.60
• CAS Registry Number: 106486-77-5
• SMILES: [C@@H]15N(C(/[C@@H](OC(=O)C)[C@@H]1O)=C(NC(=O)[C@@H](OC(=O)C2=C3C(=CC(=C2)OC)C(=CC=C3)C)[C@]4(OC4)C)\C(=O)NCC(=O)C)C5
• InChI: 1S/C30H33N3O10/c1-14-7-6-8-18-19(14)9-17(40-5)10-20(18)29(39)43-26(30(4)13-41-30)28(38)32-22(27(37)31-11-15(2)34)23-25(42-16(3)35)24(36)21-12-33(21)23/h6-10,21,24-26,36H,11-13H2,1-5H3,(H,31,37)(H,32,38)/b23-22+/t21-,24+,25+,26+,30-,33?/m0/s1
• InChIKey: PBRHVAKBKPQZAF-CMMHMAGGSA-N

Properties

• Density: 1.438g/cm³ (Cal.)
• Boiling point: 868.93°C at 760 mmHg (Cal.)
• Flash point: 479.312°C (Cal.)

References

• (1): Jennifer Foulke-Abel, Gilbert T. Kelly, Huitu Zhang and Coran M. H. Watanabe. Characterization of AziR, a resistance protein of the DNA cross-linking agent azinomycin B, Mol. Biosyst., 2011, 7, 2563.