Diheteropeptin

Diheteropeptin

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Category Enzyme inhibitors
Catalog number BBF-01396
CAS
Molecular Weight 530.65
Molecular Formula C28H42N4O6

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Description

Diheteropeptin is produced by the strain of Diheterospora chlamydospora Q58044. It has similar activity to T ransforming growth factor-β, and inhibits the ability of Histone Deacet ylase.

Specification

IUPAC Name (3S,9S,12R)-3-benzyl-9-[(6R,7R)-6,7-dihydroxyoctyl]-6,6-dimethyl-1,4,7,10-tetrazabicyclo[10.3.0]pentadecane-2,5,8,11-tetrone
Canonical SMILES CC(C(CCCCCC1C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)N1)CC3=CC=CC=C3)(C)C)O)O
InChI InChI=1S/C28H42N4O6/c1-18(33)23(34)15-9-5-8-13-20-24(35)31-28(2,3)27(38)30-21(17-19-11-6-4-7-12-19)26(37)32-16-10-14-22(32)25(36)29-20/h4,6-7,11-12,18,20-23,33-34H,5,8-10,13-17H2,1-3H3,(H,29,36)(H,30,38)(H,31,35)/t18-,20+,21+,22-,23-/m1/s1
InChI Key NAOMMKDKLCMCHA-YDXQKAQTSA-N

Properties

Appearance White Powder
Antibiotic Activity Spectrum neoplastics (Tumor)
Melting Point 74-76°C

Reference Reading

1. Diheteropeptin, a novel substance with TGF-beta-like activity, produced by a fungus, Diheterospora chlamydosporia. II. Physico-chemical properties and structure elucidation
Y Masuoka, K Shin-Ya, K Furihata, H Matsumoto, Y Takebayashi, K Nagai, K Suzuki, Y Hayakawa, H Seto J Antibiot (Tokyo). 2000 Aug;53(8):793-8. doi: 10.7164/antibiotics.53.793.
The structure of diheteropeptin (1), a TGF-beta-like active substance from Diheterospora chlamydosporia Q58044, was determined to be a new cyclotetrapeptide, cyclo[2aminoisobutyryl-(S)-phenylalanyl-(R)-prolyl-(2S,8R,9R)-2-am ino-8,9-dihydroxydecanoyl-] by NMR, mass spectrometric and chemical studies.
2. Diheteropeptin, a new substance with TGF-beta-like activity, produced by a fungus, Diheterospora chlamydosporia. I. Production, isolation and biological activities
Y Masuoka, K Shin-Ya, Y B Kim, M Yoshida, K Nagai, K Suzuki, Y Hayakawa, H Seto J Antibiot (Tokyo). 2000 Aug;53(8):788-92. doi: 10.7164/antibiotics.53.788.
A new metabolite, diheteropeptin, was found in the culture broth of Diheterospora chlamydosporia Q58044 by screening for TGF-beta-like active substances. Diheteropeptin was extracted from the culture supernatant and purified by a series of chromatographies such as silica gel, gel filtration and HPLC. Diheteropeptin exhibited cytostatic activity in Mv1Lu cells with an IC50 value of 20.3 microM and inhibited histone deacetylase.

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:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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