Zaragozic acid D

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MedKoo CAT#: 597309

CAS#: 155179-14-9

Description: Zaragozic acid D is isolated from the keratinophilic fungus Amauroascus niger. Zaragozic acid D inhibits squalene synthase and ras farnesyl-protein transferase.


Price and Availability

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Pricing updated 2020-10-30. Prices are subject to change without notice.

Zaragozic acid D is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 597309
Name: Zaragozic acid D
CAS#: 155179-14-9
Chemical Formula: C34H46O14
Exact Mass: 678.2888
Molecular Weight: 678.72
Elemental Analysis: C, 60.17; H, 6.83; O, 33.00


Synonym: Zaragozic acid D;

IUPAC/Chemical Name: (1S,3S,4S,5R,6R,7R)-1-((E)-4-acetoxy-5-methyl-8-phenyloct-7-en-1-yl)-4,7-dihydroxy-6-(octanoyloxy)-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

InChi Key: CGQGIYLITCUENM-FRHZWACMSA-N

InChi Code: InChI=1S/C34H46O14/c1-4-5-6-7-11-19-25(36)46-27-26(37)32(47-28(29(38)39)33(44,30(40)41)34(27,48-32)31(42)43)20-13-18-24(45-22(3)35)21(2)14-12-17-23-15-9-8-10-16-23/h8-10,12,15-17,21,24,26-28,37,44H,4-7,11,13-14,18-20H2,1-3H3,(H,38,39)(H,40,41)(H,42,43)/b17-12+/t21?,24?,26-,27-,28-,32+,33-,34+/m1/s1

SMILES Code: CCCCCCCC(O[C@@H]1[C@@H](O)[C@@]2(CCCC(OC(C)=O)C(C/C=C/c3ccccc3)C)O[C@H](C(O)=O)[C@](C(O)=O)(O)[C@]1(C(O)=O)O2)=O


Technical Data

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


References

1: Wang Y, Metz P. A general access to zaragozic acids: total synthesis and structure elucidation of zaragozic acid D and formal syntheses of zaragozic acids A and C. Chemistry. 2011 Mar 14;17(12):3335-7. doi: 10.1002/chem.201003399. Epub 2011 Feb 15. PubMed PMID: 21328504.

2: Harwood HJ Jr. Protein farnesyltransferase: measurement of enzymatic activity in 96-well format using TopCount microplate scintillation counting technology. Anal Biochem. 1995 Apr 10;226(2):268-78. PubMed PMID: 7793628.

3: Dufresne C, Wilson KE, Singh SB, Zink DL, Bergstrom JD, Rew D, Polishook JD, Meinz M, Huang L, Silverman KC, et al. Zaragozic acids D and D2: potent inhibitors of squalene synthase and of Ras farnesyl-protein transferase. J Nat Prod. 1993 Nov;56(11):1923-9. PubMed PMID: 8289063.