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C6491

Sigma-Aldrich

Chrysomycin B

≥98% (HPLC), solid

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About This Item

Empirical Formula (Hill Notation):
C27H28O9
CAS Number:
83852-56-6
Molecular Weight:
496.51
MDL number:
MFCD07370132
UNSPSC Code:
12352200
PubChem Substance ID:
24892870
NACRES:
NA.77

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)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/C27H28O9/c1-11-8-15-19(17(9-11)33-4)14-10-18(34-5)21-16(28)7-6-13(20(21)22(14)36-26(15)31)23-25(30)27(3,32)24(29)12(2)35-23/h6-10,12,23-25,28-30,32H,1-5H3/t12-,23+,24+,25+,27-/m1/s1

InChI key

BJPYMDSMDBCKEP-QSMCFSHASA-N

Biochem/physiol Actions

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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N S Burres et al.
Journal of natural products, 55(11), 1582-1587 (1992-11-01)
A simple microtiter assay for the detection of compounds that bind DNA is described. Agents that displace methyl green from DNA are detected spectrophotometrically by a decrease in absorbance at 630 nm. The feasibility of using the assay for detecting
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.
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
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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