Saframycin H

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Category Antibiotics
Catalog number BBF-02847
CAS 92569-01-2
Molecular Weight 620.65
Molecular Formula C32H36N4O9

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Description

It is produced by the strain of Str. lavendulae No 314. It has the effect of anti-Gram-positive bacteria, and Saframycin A has the strongest antibacterial activity. It has the effect of inhibiting mouse lymphocyte L-1210 with ID50 of 0.033 μmol/L.

Specification

Synonyms 25-Dihydro-25-beta-ketopropylsaframycin A; Pentanamide, N-[(7-cyano-1,5,6,7,9,10,13,14,14a,15-decahydro-2,11-dimethoxy-3,12,16-trimethyl-1,4,10,13-tetraoxo-6,15-imino-4H-isoquino[3,2-b][3]benzazocin-9-yl)methyl]-2-hydroxy-2-methyl-4-oxo-, (1R,2S,10R,13S)-
IUPAC Name N-[[(1R,2S,10R,13S)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.02,11.04,9.015,20]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl]-2-hydroxy-2-methyl-4-oxopentanamide
Canonical SMILES CC1=C(C(=O)C2=C(C1=O)CC3C4C5=C(CC(N4C)C(N3C2CNC(=O)C(C)(CC(=O)C)O)C#N)C(=O)C(=C(C5=O)OC)C)OC
InChI InChI=1S/C32H36N4O9/c1-13(37)10-32(4,43)31(42)34-12-21-22-16(25(38)14(2)29(44-6)27(22)40)9-19-24-23-17(26(39)15(3)30(45-7)28(23)41)8-18(35(24)5)20(11-33)36(19)21/h18-21,24,43H,8-10,12H2,1-7H3,(H,34,42)/t18-,19-,20?,21-,24-,32?/m0/s1
InChI Key PYOFDRKUKHPATO-JLUOOAMSSA-N

Properties

Appearance Pale Yellow Acicular Crystal
Antibiotic Activity Spectrum Gram-positive bacteria; Neoplastics (Tumor)
Boiling Point 914.5°C at 760 mmHg
Melting Point 184-186°C (dec.)
Density 1.42 g/cm3
Solubility Soluble in Methanol, Chloroform

Reference Reading

1. Structural studies on minor components of saframycin group antibiotics saframycins F, G and H
Y Mikami, K Takahashi, K Yazawa, C Hour-Young, T Arai, N Saito, A Kubo J Antibiot (Tokyo). 1988 Jun;41(6):734-40. doi: 10.7164/antibiotics.41.734.
Three minor components of saframycin group antibiotics, saframycins F, G and H were isolated and their structures were determined by comparison with the spectral data of UV, IR, and 1H and 13C NMR of already reported saframycins A and D. Saframycins F, G and H were 21-cyanosaframycin D, 14-hydroxysaframycin A and 25-dihydro-25-beta-ketopropyl-saframycin A, respectively.

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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