Suksdorfin | CAS#53023-17-9 | HIV-1 inhibitor

MedKoo Cat#: 461845 | Name: Suksdorfin

Description:

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

Suksdorfin is a acylated khellactone isolated from the fruit of Lomatium suksdorfii that was found to be able to inhibit HIV-1 replication.

Chemical Structure

Suksdorfin

CAS#53023-17-9

Theoretical Analysis

MedKoo Cat#: 461845

Name: Suksdorfin

CAS#: 53023-17-9

Chemical Formula: C21H24O7

Exact Mass: 388.1522

Molecular Weight: 388.41

Elemental Analysis: C, 64.94; H, 6.23; O, 28.83

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

Suksdorfin;

IUPAC/Chemical Name

(9R,10S)-9-acetoxy-8,8-dimethyl-2-oxo-9,10-dihydro-2H,8H-pyrano[2,3-f]chromen-10-yl 3-methylbutanoate

InChi Key

KLUTZDJBVDPOFE-VQTJNVASSA-N

InChi Code

InChI=1S/C21H24O7/c1-11(2)10-16(24)27-19-17-14(28-21(4,5)20(19)25-12(3)22)8-6-13-7-9-15(23)26-18(13)17/h6-9,11,19-20H,10H2,1-5H3/t19-,20+/m0/s1

SMILES Code

CC(C)CC(O[C@H]1C2=C3C(C=CC(O3)=O)=CC=C2OC(C)(C)[C@@H]1OC(C)=O)=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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 388.41 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.

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: Lee TT, Kashiwada Y, Huang L, Snider J, Cosentino M, Lee KH. Suksdorfin: an anti-HIV principle from Lomatium suksdorfii, its structure-activity correlation with related coumarins, and synergistic effects with anti-AIDS nucleosides. Bioorg Med Chem. 1994 Oct;2(10):1051-6. PubMed PMID: 7773621. 2: WILLETTE RE, SOINE TO. Coumarins. I. Isolation, purification, and structure determination of pteryxin and suksdorfin. J Pharm Sci. 1962 Feb;51:149-56. PubMed PMID: 14007109. 3: Iwase M, Yamamoto T, Nishimura K, Takahashi H, Mohri S, Li Y, Jheng HF, Nomura W, Takahashi N, Kim CS, Yu R, Taniguchi M, Baba K, Murakami S, Kawada T, Goto T. Suksdorfin Promotes Adipocyte Differentiation and Improves Abnormalities in Glucose Metabolism via PPARγ Activation. Lipids. 2017 Jul;52(7):657-664. doi: 10.1007/s11745-017-4269-7. Epub 2017 Jun 10. PubMed PMID: 28601955. 4: Matsuda H, Murakami T, Kageura T, Ninomiya K, Toguchida I, Nishida N, Yoshikawa M. Hepatoprotective and nitric oxide production inhibitory activities of coumarin and polyacetylene constituents from the roots of Angelica furcijuga. Bioorg Med Chem Lett. 1998 Aug 18;8(16):2191-6. PubMed PMID: 9873511. 5: Lee KH. Discovery and development of natural product-derived chemotherapeutic agents based on a medicinal chemistry approach. J Nat Prod. 2010 Mar 26;73(3):500-16. doi: 10.1021/np900821e. Review. PubMed PMID: 20187635; PubMed Central PMCID: PMC2893734. 6: Yoshikawa M, Nishida N, Ninomiya K, Ohgushi T, Kubo M, Morikawa T, Matsuda H. Inhibitory effects of coumarin and acetylene constituents from the roots of Angelica furcijuga on D-galactosamine/lipopolysaccharide-induced liver injury in mice and on nitric oxide production in lipopolysaccharide-activated mouse peritoneal macrophages. Bioorg Med Chem. 2006 Jan 15;14(2):456-63. Epub 2005 Oct 12. PubMed PMID: 16226032. 7: Huang L, Kashiwada Y, Cosentino LM, Fan S, Chen CH, McPhail AT, Fujioka T, Mihashi K, Lee KH. Anti-AIDS agents. 15. Synthesis and anti-HIV activity of dihydroseselins and related analogs. J Med Chem. 1994 Nov 11;37(23):3947-55. PubMed PMID: 7525962.