Antibiotic 1233B

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Category Enzyme inhibitors
Catalog number BBF-03009
CAS 34668-58-1
Molecular Weight 342.43
Molecular Formula C18H30O6

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Description

It is a β-lactone antibiotic produced by the strain of Cephalosporium sp. It has a strong inhibitory effect on hydroxymethyl glutaryl coenzyme A (HMG-CoA) synthase.

Specification

Synonyms 1233B; 3,5,7-trimethyl-12-hydroxy-13-hydroxymethyl-2,4-tetradecadiendioic acid; 2,4-Tetradecadienedioic acid, 12-hydroxy-13-(hydroxymethyl)-3,5,7-trimethyl-
IUPAC Name 12-hydroxy-13-(hydroxymethyl)-3,5,7-trimethyltetradeca-2,4-dienedioic acid
Canonical SMILES CC(CCCCC(C(CO)C(=O)O)O)CC(=CC(=CC(=O)O)C)C
InChI InChI=1S/C18H30O6/c1-12(8-13(2)9-14(3)10-17(21)22)6-4-5-7-16(20)15(11-19)18(23)24/h9-10,12,15-16,19-20H,4-8,11H2,1-3H3,(H,21,22)(H,23,24)
InChI Key QFZISQBFEIXWDM-UHFFFAOYSA-N

Properties

Appearance Crystal
Boiling Point 547.5±50.0°C at 760 mmHg
Melting Point 88-94°C
Density 1.1±0.1 g/cm3
Solubility Soluble in Ether

Reference Reading

1. Induction of secondary metabolite production by hygromycin B and identification of the 1233A biosynthetic gene cluster with a self-resistance gene
Sho Kato, Takayuki Motoyama, Masakazu Uramoto, Toshihiko Nogawa, Takashi Kamakura, Hiroyuki Osada J Antibiot (Tokyo). 2020 Jul;73(7):475-479. doi: 10.1038/s41429-020-0295-4. Epub 2020 Mar 5.
We found that the protein synthesis inhibitor hygromycin B induced the production of secondary metabolites, including lucilactaene, NG-391, fusarubin, 1233A, and 1233B, in the filamentous fungus, Fusarium sp. RK97-94. We identified the biosynthetic gene cluster for 1233A, an HMG-CoA synthase inhibitor. The biosynthetic gene cluster consisted of four genes, one of which was involved in conferring self-resistance to 1233A.

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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
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