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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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