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C2659

Chromomycin A₃

Name: Chromomycin A₃
Brand: SIGMA

from Streptomyces griseus, ≥95% (HPLC), powder, RNA synthesis inhibitor

别名:

Aburamycin B, CMA₃, NSC 58514

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关于此项目

经验公式（希尔记法）:

C₅₇H₈₂O₂₆

化学文摘社编号:

7059-24-7

分子量:

1183.25

UNSPSC Code:

41106305

PubChem Substance ID:

24892514

NACRES:

NA.77

EC Number:

230-348-0

MDL number:

MFCD00043151

Assay:

≥95% (HPLC)

Form:

powder

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属性

产品名称

色霉素A₃ 来源于灰色链霉菌, ≥95% (HPLC)

Quality Segment

200

assay

≥95% (HPLC)

form

powder

antibiotic activity spectrum

Gram-positive bacteria, fungi, neoplastics

mode of action

DNA synthesis | interferes

storage temp.

−20°C

SMILES string

CO[C@H]1[C@@H](O)CC(O[C@H]1C)O[C@H]2CC(O[C@@H](C)[C@H]2OC(C)=O)Oc3cc4cc5C[C@@H]([C@@H](OC)C(=O)[C@@H](O)[C@H](C)O)[C@H](OC6C[C@@H](OC7C[C@H](OC8C[C@](C)(O)[C@@H](OC(C)=O)[C@H](C)O8)[C@@H](O)[C@H](C)O7)[C@H](O)[C@@H](C)O6)C(=O)c5c(O)c4c(O)c3C

InChI

1S/C57H82O26/c1-21-34(79-40-19-37(53(26(6)75-40)77-28(8)59)82-38-16-33(61)52(70-11)25(5)74-38)15-31-13-30-14-32(54(71-12)51(68)46(63)22(2)58)55(50(67)44(30)49(66)43(31)45(21)62)83-41-18-35(47(64)24(4)73-41)80-39-17-36(48(65)23(3)72-39)81-42-20-57(10,69)56(27(7)76-42)78-29(9)60/h13,15,22-27,32-33,35-42,46-48,52-56,58,61-66,69H,14,16-20H2,1-12H3/t22-,23-,24+,25-,26-,27-,32-,33-,35+,36-,37-,38?,39?,40?,41?,42?,46-,47+,48-,52+,53+,54+,55-,56-,57-/m0/s1

InChI key

ZYVSOIYQKUDENJ-MTPXVABGSA-N

说明

General description

Chemical structure: aureolic acid

Application

Chromomycin A3 from Streptomyces griseus has been used as a reagent in flow sorting. It has also been used to stain spermatozoa to evaluate the sperm nuclear chromatin integrity.

Biochem/physiol Actions

Chromomycin A3 from Streptomyces griseus is an antibiotic exhibiting anti-bacterial, anti-fungal and antitumor activities. It serves as a fluorescent DNA stain. It is useful for the detection of protamine deficiency in sperm chromatin. The compound blocks macromolecule synthesis by a specific, reversible interaction with DNA in the presence of bivalent metal ions. Binding to DNA minor groove mediates an efficient competitive inhibition of DNA gyrase and significantly affects topoisomerase II activity.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

pictograms

GHS06

signalword

Danger

hcodes

H300

pcodes

P264 - P270 - P301 + P310 - P405 - P501

Hazard Classifications

Acute Tox. 1 Oral

存储类别

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c