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Merck
CN

C6616

Chrysomycin A

≥98% (HPLC), solid

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经验公式(希尔记法):
C28H28O9
化学文摘社编号:
分子量:
508.52
UNSPSC Code:
12352202
PubChem Substance ID:
MDL number:
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InChI

1S/C28H28O9/c1-6-13-9-16-20(18(10-13)34-4)15-11-19(35-5)22-17(29)8-7-14(21(22)23(15)37-27(16)32)24-26(31)28(3,33)25(30)12(2)36-24/h6-12,24-26,29-31,33H,1H2,2-5H3/t12-,24+,25+,26+,28-/m1/s1

SMILES string

COc1cc(C=C)cc2C(=O)Oc3c(cc(OC)c4c(O)ccc([C@@H]5O[C@H](C)[C@H](O)[C@@](C)(O)[C@H]5O)c34)-c12

InChI key

OMDANBMKOUVKAG-WZNMFJNZSA-N

assay

≥98% (HPLC)

form

solid

solubility

DMF: soluble, DMSO: soluble, ethanol: moderately soluble, methanol: moderately soluble

antibiotic activity spectrum

neoplastics

mode of action

enzyme | inhibits

storage temp.

2-8°C

Biochem/physiol Actions

Antibiotic from Streptomyces sp. Inhibits the catalytic activity of human topoisomerase II.
Antibiotic from Streptomyces sp. Inhibits the catalytic activity of human topoisomerase II. Exhibits antitumor activity against human cell lines K562, HT29, MCF7, PC6, and MKN28.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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R K Elespuru et al.
Science (New York, N.Y.), 223(4631), 69-71 (1984-01-06)
Gilvocarcins that are antitumor agents are activated by low doses of visible light to induce bacteriophage lambda in Escherichia coli. This result is dependent on interaction with DNA. Gilvocarcin M, an analog without antitumor activity, failed to induce the prophage
Studies on the mechanism of actin of gilvocarcin V and chrysomycin A.
T T Wei et al.
The Journal of antibiotics, 35(4), 545-548 (1982-04-01)
Madan K Kharel et al.
Chembiochem : a European journal of chemical biology, 11(4), 523-532 (2010-02-09)
The gene clusters responsible for the biosynthesis of two antitumor antibiotics, ravidomycin and chrysomycin, have been cloned from Streptomyces ravidus and Streptomyces albaduncus, respectively. Sequencing of the 33.28 kb DNA region of the cosmid cosRav32 and the 34.65 kb DNA
Madan K Kharel et al.
Natural product reports, 29(2), 264-325 (2011-12-22)
Covering: 1997 to 2010. The angucycline group is the largest group of type II PKS-engineered natural products, rich in biological activities and chemical scaffolds. This stimulated synthetic creativity and biosynthetic inquisitiveness. The synthetic studies used five different strategies, involving Diels-Alder
Antitumor activity of chrysomycins M and V.
J A Matson et al.
The Journal of antibiotics, 42(9), 1446-1448 (1989-09-01)

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