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MedKoo Cat#: 592708 | Name: Dehydroaltenusin

Description:

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

Dehydroaltenusin is a Enzyme Inhibitor.

Chemical Structure

Dehydroaltenusin
Dehydroaltenusin
CAS#31186-13-7

Theoretical Analysis

MedKoo Cat#: 592708

Name: Dehydroaltenusin

CAS#: 31186-13-7

Chemical Formula: C15H12O6

Exact Mass: 288.0634

Molecular Weight: 288.26

Elemental Analysis: C, 62.50; H, 4.20; O, 33.30

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
Dehydroaltenusin
IUPAC/Chemical Name
6H-Dibenzo(b,d)pyran-2,6(4ah)-dione, 3,7-dihydroxy-9-methoxy-4a-methyl-, (4aS)-
InChi Key
YWYZLBQRCUAQAV-HNNXBMFYSA-N
InChi Code
InChI=1S/C15H12O6/c1-15-6-12(18)10(16)5-9(15)8-3-7(20-2)4-11(17)13(8)14(19)21-15/h3-6,17-18H,1-2H3/t15-/m0/s1
SMILES Code
O=C(C(O)=C1)C=C(C2=CC(OC)=CC(O)=C23)[C@@]1(C)OC3=O
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 288.26 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: Mizushina Y, Maeda N, Kuriyama I, Yoshida H. Dehydroaltenusin is a specific inhibitor of mammalian DNA polymerase α. Expert Opin Investig Drugs. 2011 Nov;20(11):1523-34. doi: 10.1517/13543784.2011.619977. Epub 2011 Sep 17. Review. PubMed PMID: 21923630. 2: Murakami-Nakai C, Maeda N, Yonezawa Y, Kuriyama I, Kamisuki S, Takahashi S, Sugawara F, Yoshida H, Sakaguchi K, Mizushina Y. The effects of dehydroaltenusin, a novel mammalian DNA polymerase alpha inhibitor, on cell proliferation and cell cycle progression. Biochim Biophys Acta. 2004 Sep 24;1674(2):193-9. PubMed PMID: 15374623. 3: Takemura M, Kazama T, Sakuma K, Mizushina Y, Oshima T. Growth inhibition and chromosomal instability of cultured marsupial (opossum) cells after treatment with DNA polymerase α inhibitor. Biosci Biotechnol Biochem. 2011;75(7):1349-53. Epub 2011 Jul 7. PubMed PMID: 21737927. 4: Mizushina Y, Kamisuki S, Mizuno T, Takemura M, Asahara H, Linn S, Yamaguchi T, Matsukage A, Hanaoka F, Yoshida S, Saneyoshi M, Sugawara F, Sakaguchi K. Dehydroaltenusin, a mammalian DNA polymerase alpha inhibitor. J Biol Chem. 2000 Oct 27;275(43):33957-61. PubMed PMID: 10942777. 5: Maeda N, Kokai Y, Ohtani S, Sahara H, Kuriyama I, Kamisuki S, Takahashi S, Sakaguchi K, Sugawara F, Yoshida H, Sato N, Mizushina Y. Anti-tumor effects of dehydroaltenusin, a specific inhibitor of mammalian DNA polymerase alpha. Biochem Biophys Res Commun. 2007 Jan 12;352(2):390-6. Epub 2006 Nov 14. PubMed PMID: 17118336. 6: Nakanishi S, Toki S, Saitoh Y, Tsukuda E, Kawahara K, Ando K, Matsuda Y. Isolation of myosin light chain kinase inhibitors from microorganisms: dehydroaltenusin, altenusin, atrovenetinone, and cyclooctasulfur. Biosci Biotechnol Biochem. 1995 Jul;59(7):1333-5. PubMed PMID: 7670197. 7: Kamisuki S, Murakami C, Ohta K, Yoshida H, Sugawara F, Sakaguchi K, Mizushina Y. Actions of derivatives of dehydroaltenusin, a new mammalian DNA polymerase alpha-specific inhibitor. Biochem Pharmacol. 2002 Feb 1;63(3):421-7. PubMed PMID: 11853693. 8: Kuramochi K, Fukudome K, Kuriyama I, Takeuchi T, Sato Y, Kamisuki S, Tsubaki K, Sugawara F, Yoshida H, Mizushina Y. Synthesis and structure-activity relationships of dehydroaltenusin derivatives as selective DNA polymerase alpha inhibitors. Bioorg Med Chem. 2009 Oct 15;17(20):7227-38. doi: 10.1016/j.bmc.2009.08.051. Epub 2009 Aug 31. PubMed PMID: 19767211. 9: Kamisuki S, Takahashi S, Mizushina Y, Sakaguchi K, Nakata T, Sugawara F. Precise structural elucidation of dehydroaltenusin, a specific inhibitor of mammalian DNA polymerase alpha. Bioorg Med Chem. 2004 Oct 15;12(20):5355-9. PubMed PMID: 15388163. 10: Kuriyama I, Fukudome K, Kamisuki S, Kuramochi K, Tsubaki K, Sakaguchi K, Sugawara F, Yoshida H, Mizushina Y. The specific inhibitory effect of demethoxydehydroaltenusin, a derivative of dehydroaltenusin, on mammalian DNA polymerase alpha. Int J Mol Med. 2008 Dec;22(6):793-9. PubMed PMID: 19020778. 11: Kuriyama I, Mizuno T, Fukudome K, Kuramochi K, Tsubaki K, Usui T, Imamoto N, Sakaguchi K, Sugawara F, Yoshida H, Mizushina Y. Effect of dehydroaltenusin-C12 derivative, a selective DNA polymerase alpha inhibitor, on DNA replication in cultured cells. Molecules. 2008 Dec 1;13(12):2948-61. doi: 10.3390/molecules13122948. PubMed PMID: 19043348. 12: Mizushina Y. Specific inhibitors of mammalian DNA polymerase species. Biosci Biotechnol Biochem. 2009 Jun;73(6):1239-51. Epub 2009 Jun 7. Review. PubMed PMID: 19502749. 13: Altemöller M, Podlech J. Total synthesis of dehydroaltenuene A. Revision of the structure and total synthesis of dihydroaltenuene B. J Nat Prod. 2009 Jul;72(7):1288-90. doi: 10.1021/np900265q. PubMed PMID: 19572614. 14: Komai SI, Hosoe T, Itabashi T, Nozawa K, Yaguchi T, Fukushima K, Kawai KI. New penicillide derivatives isolated from Penicillium simplicissimum. J Nat Med. 2006 Jul;60(3):185-190. doi: 10.1007/s11418-005-0028-9. Epub 2006 Apr 14. PubMed PMID: 29435879. 15: Ishi K, Sugawara F. A facile method to screen inhibitors of protein-protein interactions including MDM2-p53 displayed on T7 phage. Biochem Pharmacol. 2008 May 1;75(9):1743-50. doi: 10.1016/j.bcp.2008.01.020. Epub 2008 Mar 10. PubMed PMID: 18384755.

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