MedKoo Cat#: 581185 | Name: Dactylarin

Description:

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

Dactylarin is cytotoxic antibiotic. Dactylarin isolated from Dactylaria lutea (Deuteromycetes). Cytotoxic effect of dactylarin on Ehrlich ascites carcinoma cells is caused by the inhibition of some SH-dependent glycolytic enzymes, especially of hexokinase (EC 2.7.1.1), glyceraldehyde-3-phosphate dehydrogenase (EC 1.2.1.12) and 6-phosphofructokinase (EC 2.7.1.11). Dactylarin interacts with thiols, which explains its inhibitory effectiveness on the above glycolytic enzymes.

Chemical Structure

Dactylarin
Dactylarin
CAS#22350-90-9

Theoretical Analysis

MedKoo Cat#: 581185

Name: Dactylarin

CAS#: 22350-90-9

Chemical Formula: C16H16O6

Exact Mass: 304.0947

Molecular Weight: 304.30

Elemental Analysis: C, 63.15; H, 5.30; O, 31.55

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Dactylarin; Altersolanol B; Dactylarin;
IUPAC/Chemical Name
3,7-Dihydroxy-2',5-dimethoxy-6'-methylspiro(benzofuran-2(3H),1'-(2,5)cyclohexadien)-4'-one
InChi Key
HRWHMMDDURCHGK-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H16O6/c1-8-4-9(17)5-13(21-3)16(8)15(19)11-6-10(20-2)7-12(18)14(11)22-16/h4-7,15,18-19H,1-3H3
SMILES Code
O=C(C=C1C)C=C(OC)C21OC3=C(O)C=C(OC)C=C3C2O
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
>2 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 304.30 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: Sturdík E, Drobnica L. Interaction of cytotoxic antibiotic dactylarin with glycolytic thiol enzymes in Ehrlich ascites carcinoma cells. J Antibiot (Tokyo). 1981 Jun;34(6):708-12. PubMed PMID: 6456251. 2: Henderson JF, Zombor G, Miko M. Adenosine triphosphate catabolism in Ehrlich ascites tumor cells treated with dactylarin. Biochem Pharmacol. 1980 Aug 1;29(15):2155-8. PubMed PMID: 7190827. 3: Miko M, Drobnica L, Chance B. Inhibition of energy metabolism in Ehrlich ascites cells treated with dactylarin in vitro. Cancer Res. 1979 Oct;39(10):4242-51. PubMed PMID: 476657. 4: Becker AM, Rickards RW, Schmalzl KJ, Yick HC. Metabolites of Dactylaria lutea. The structures of dactylariol and the antiprotozoal antibiotic dactylarin. J Antibiot (Tokyo). 1978 Apr;31(4):324-9. PubMed PMID: 566263. 5: Kettner M, Nemec P, Kovác S, Balanová J. Dactylarin, a new antiprotozoal antibiotic from Dactylaria lutea. J Antibiot (Tokyo). 1973 Nov;26(11):692-6. PubMed PMID: 4792118. 6: Horáková K, Navarová J, Nemec P, Kettner M. Effect of dactylarin of HeLa cells. J Antibiot (Tokyo). 1974 Jun;27(6):408-12. PubMed PMID: 4851620.