Resorcinomycin B

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Category Antibiotics
Catalog number BBF-02182
CAS 100234-69-3
Molecular Weight 310.31
Molecular Formula C13H18N4O5

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Description

Resorcinomycin B is originally isolated from Streptoverticillum roseoverticillatum.

Specification

Synonyms N-(alpha-Guanidino-3,5-dihydroxy-4-ethylphenylacetyl)glycine
IUPAC Name 2-[[(2S)-2-(diaminomethylideneamino)-2-(4-ethyl-3,5-dihydroxyphenyl)acetyl]amino]acetic acid
Canonical SMILES CCC1=C(C=C(C=C1O)C(C(=O)NCC(=O)O)N=C(N)N)O
InChI InChI=1S/C13H18N4O5/c1-2-7-8(18)3-6(4-9(7)19)11(17-13(14)15)12(22)16-5-10(20)21/h3-4,11,18-19H,2,5H2,1H3,(H,16,22)(H,20,21)(H4,14,15,17)/t11-/m0/s1
InChI Key SYZOREHQSLMKDW-NSHDSACASA-N

Properties

Melting Point 189-192°C
Density 1.537 g/cm3

Reference Reading

1. Isolation and characterization of new antibiotics resorcinomycins A and B
E Kondo, T Katayama, Y Kawamura, Y Yasuda, K Matsumoto, K Ishii, T Tanimoto, H Hinoo, T Kato, H Kyotani, et al. J Antibiot (Tokyo). 1989 Jan;42(1):1-6. doi: 10.7164/antibiotics.42.1.
New antibiotics, resorcinomycins A and B, were isolated from the culture broth of a streptomycete strain identified as Streptoverticillium roseoverticillatum. The antibiotics are water-soluble amphoteric substances, positive to SAKAGUCHI'S reagent. The molecular formulas C14H20N4O5 and C13H18N4O5 for A and B were indicated by elemental analysis and secondary ion MS. The structures of these antibiotics were determined by 1H and 13C NMR spectrometry and some chemical evidences to be N-[(S)-alpha-guanidino-3,5-dihydroxy-4-isopropylphenylacetyl]glyci ne and N-[(S)-alpha-guanidino-3,5-dihydroxy-4-ethylphenylacetyl]-glycine, respectively.

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