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C6616

Sigma-Aldrich

Chrysomycin A

≥98% (HPLC), solid

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About This Item

Empirical Formula (Hill Notation):
C28H28O9
CAS Number:
82196-88-1
Molecular Weight:
508.52
MDL number:
MFCD07370133
UNSPSC Code:
12352202
PubChem Substance ID:
24892881

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

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

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

InChI key

OMDANBMKOUVKAG-WZNMFJNZSA-N

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
124K1395

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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)
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
Antitumor activity of chrysomycins M and V.
J A Matson et al.
The Journal of antibiotics, 42(9), 1446-1448 (1989-09-01)
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
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