MedKoo Cat#: 574254 | Name: Chromomycin A2
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Chromomycin A2 is an aureolic acid that has antibacterial and anticancer activities. Chromomycin A2 inhibits the growth of human SGC7901 gastric cancer, HepG2 hepatocellular carcinoma, A549 lung epithelial adenocarcinoma, HCT116 colon cancer, and COC1 ovarian cancer cells, as well as human umbilical vein endothelial cells (HUVECs). Chromomycin A2 halts the cell cycle in the G0/G1 phase and increases the protein levels of LC3A and LC3B in MALME-3M melanoma cells. This indicates that it induces autophagy. It also increases the levels and promoter activity of the autophagic proteins ATG7 and ATG10 and reduces cell viability to 50% in human SCC-11 squamous cell carcinoma cells when used at a concentration of 30 nM.

Chemical Structure

Chromomycin A2
Chromomycin A2
CAS#6992-70-7

Theoretical Analysis

MedKoo Cat#: 574254

Name: Chromomycin A2

CAS#: 6992-70-7

Chemical Formula: C59H86O26

Exact Mass: 1210.5407

Molecular Weight: 1211.31

Elemental Analysis: C, 58.50; H, 7.16; O, 34.34

Price and Availability

Size Price Availability Quantity
1mg USD 450.00 2 Weeks
5mg USD 1,650.00 2 Weeks
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Related CAS #
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Synonym
Aburamycin A; Chromomycin A2; CMA2; NSC 131187; NSC131187; NSC-131187;
IUPAC/Chemical Name
(2S,3S,4S,6S)-6-(((2R,3R,4R,6S)-6-(((2R,3R,4R,6S)-6-(((2S,3S)-6-(((2S,4R,5S,6R)-5-acetoxy-4-(((2R,4R,5R,6R)-4-hydroxy-5-methoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-3-((1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl)-8,9-dihydroxy-7-methyl-1-oxo-1,2,3,4-tetrahydroanthracen-2-yl)oxy)-3-hydroxy-2-methyltetrahydro-2H-pyran-4-yl)oxy)-3-hydroxy-2-methyltetrahydro-2H-pyran-4-yl)oxy)-4-hydroxy-2,4-dimethyltetrahydro-2H-pyran-3-yl isobutyrate
InChi Key
WPLCTUHONLQGIX-TWTCTLMISA-N
InChi Code
InChI=1S/C59H86O26/c1-22(2)58(70)85-57-29(9)78-43(21-59(57,11)71)82-37-18-40(74-25(5)49(37)66)81-36-19-42(75-26(6)48(36)65)84-56-33(55(73-13)52(69)47(64)24(4)60)15-31-14-32-16-35(23(3)46(63)44(32)50(67)45(31)51(56)68)80-41-20-38(54(28(8)77-41)79-30(10)61)83-39-17-34(62)53(72-12)27(7)76-39/h14,16,22,24-29,33-34,36-43,47-49,53-57,60,62-67,71H,15,17-21H2,1-13H3/t24-,25-,26-,27-,28-,29+,33+,34-,36-,37-,38-,39-,40+,41+,42+,43+,47+,48-,49-,53+,54+,55+,56+,57+,59+/m1/s1
SMILES Code
C[C@H]1O[C@@](O[C@@H]2C[C@H](OC3=CC(C=C(C[C@]([C@H](OC)C([C@@H](O)[C@H](O)C)=O)([H])[C@H](O[C@]4([H])O[C@H](C)[C@@H](O)[C@H](O[C@]5([H])O[C@H](C)[C@@H](O)[C@H](O[C@@]6([H])C[C@@](O)(C)[C@@H](OC(C(C)C)=O)[C@H](C)O6)C5)C4)C7=O)C7=C8O)=C8C(O)=C3C)O[C@H](C)[C@@H]2OC(C)=O)([H])C[C@@H](O)[C@H]1OC
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,211.31 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1. Yoshimoto, A., Oki, T., and Inui, T. Differential antimicrobial activities of anthracycline antibiotics on rec-Bacillus subtilis. J. Antibiot. (Tokyo) 31(1), 92-94 (1978). 2. Lu, J., Ma, Y., Liang, J., et al. Aureolic acids from a marine-derived Streptomyces sp. WBF16. Microbiol. Res. 167(10), 590-595 (2012). 3. Guimarães, L.A., Jimenez, P.C., da Silva Sousa, T., et al. Chromomycin A2 induces autophagy in melanoma cells. Mar. Drugs 12(12), 5839-5855 (2014). 4. Ratovitski, E.A. Tumor protein (TP)-p53 members as regulators of autophagy in tumor cells upon marine drug exposure. Mar. Drugs 14(8), E154 (2016).