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Merck
CN

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

Key Documents

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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)
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
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)
U Weiss et al.
The Journal of antibiotics, 35(9), 1194-1201 (1982-09-01)
The yellow antibiotic chrysomycin, isolated in crystalline form in 1955, is found to consist of two closely related components, a major one, chrysomycin A, and a minor one, chrysomycin B. They differ only through the replacement of a vinyl group
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