Mitomycin D

Mitomycin D

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Mitomycin D
Category Antibiotics
Catalog number BBF-03717
CAS 10169-34-3
Molecular Weight 334.33
Molecular Formula C15H18N4O5
Purity 95%

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Description

Mitomycin D is a mito-mycin antibiotic produced by Streptomyces caespitosus with anti-tumor activity. It is also a semi-synthetic antibiotic with anti-leukemic properties.

Specification

Synonyms 7-Demethoxy-7-aminomitomycin B; (1aS,8R,8aR,8bS)-6-Amino-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-hydroxy-1,5-dimethylazirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione; [(1aS,8S,8aR,8bS)-6-Amino-8a-hydroxy-1,5-dimethyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methylcarbamate; Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 1,1a,2,8,8a,8b-hexahydro-6-amino-8-(((aminocarbonyl)oxy)methyl)-1,5-dimethyl-8a-hydroxy-, (1aS-(1a-α,8-β,8a-α,8b-α))-; BRN 4720574; NSC 123106
IUPAC Name [(4S,6S,7R,8R)-11-amino-7-hydroxy-5,12-dimethyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate
Canonical SMILES CC1=C(C(=O)C2=C(C1=O)N3CC4C(C3(C2COC(=O)N)O)N4C)N
InChI InChI=1S/C15H18N4O5/c1-5-9(16)12(21)8-6(4-24-14(17)22)15(23)13-7(18(13)2)3-19(15)10(8)11(5)20/h6-7,13,23H,3-4,16H2,1-2H3,(H2,17,22)/t6-,7-,13-,15+,18?/m0/s1
InChI Key JHIATKDBEBOOCO-HSBXUTMMSA-N

Properties

Appearance Deep Purple-red Flake Crystal
Application An antitumor antibiotic. It is used as antineoplastic.
Antibiotic Activity Spectrum neoplastics (Tumor)
Boiling Point 601.7°C at 760 mmHg
Melting Point 234-236°C
Density 1.64 g/cm3
Solubility Soluble in Benzene, Methanol

Reference Reading

1.Structural studies of mitomycins. VIII. Mitomycin D hydrate, C15H18N4O5.1.5H2O.
Hirayama N1, Arai H, Kasai M. Acta Crystallogr C. 1996 Sep 15;52 ( Pt 9):2365-7.
The title compound, [1aS]-6-amino-1, 1a,2,4,7,8,8a,8b-octahydro-8a-hydroxy-1,5-dimethyl-4,7-dioxoazirino++ +[2',-3': 3,4]pyrrolo[1,2-a]indol-7-ylmethyl, is a mitomycin derivative, mitomycins being antitumor antibiotics. The O atoms of the quinone ring deviate significantly from the least-squares plane through the quinone ring.

Bio Calculators

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
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