Napyradiomycin C2

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Napyradiomycin C2
Category Antibiotics
Catalog number BBF-01995
CAS 103106-19-0
Molecular Weight 513.84
Molecular Formula C25H27Cl3O5

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Description

Napyradiomycin C2 is an antibiotic produced by Chainia rubra MG802-AF1. It has anti-gram-positive bacteria and mycobacterial activity.

Specification

Synonyms 7,18a-Methano-6,10-metheno-5H-cyclohexadeca(b)pyran-5,19-dione, 3,4a,13-trichloro-2,3,4,4a,11,12,13,14,15,18-decahydro-9,20-dihydroxy-2,2,16-trimethyl-12-methylene-
Storage Store at -20°C
IUPAC Name (3E)-7,16,18-trichloro-11,22-dihydroxy-4,19,19-trimethyl-8-methylidene-20-oxatetracyclo[11.7.1.110,14.01,16]docosa-3,10,12,14(22)-tetraene-15,21-dione
Canonical SMILES CC1=CCC23C(=O)C4=CC(=C(CC(=C)C(CC1)Cl)C(=C4C(=O)C2(CC(C(O3)(C)C)Cl)Cl)O)O
InChI InChI=1S/C25H27Cl3O5/c1-12-5-6-16(26)13(2)9-14-17(29)10-15-19(20(14)30)22(32)24(28)11-18(27)23(3,4)33-25(24,8-7-12)21(15)31/h7,10,16,18,29-30H,2,5-6,8-9,11H2,1,3-4H3/b12-7+
InChI Key TUASWIIAAPWHMO-KPKJPENVSA-N

Properties

Appearance Yellow Brown Powder
Antibiotic Activity Spectrum Gram-positive bacteria; mycobacteria
Boiling Point 714.3°C at 760 mmHg
Melting Point 81-90°C
Density 1.42 g/cm3
Solubility Soluble in Methanol, Chloroform

Reference Reading

1. Biosynthesis of napyradiomycins
K Shiomi, H Iinuma, H Naganawa, K Isshiki, T Takeuchi, H Umezawa J Antibiot (Tokyo). 1987 Dec;40(12):1740-5. doi: 10.7164/antibiotics.40.1740.
Biosynthetic studies on napyradiomycins were carried out based on the incorporation of [2-13C]acetate and [1,2-13C]acetate. The alignment of acetate units suggested that the B and C rings of napyradiomycins are derived from a pentaketide, while ring A and the side chain may be synthesized from mevalonate.

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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

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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