MedKoo Cat#: 597309 | Name: Zaragozic acid D

Description:

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

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

Chemical Structure

Zaragozic acid D
Zaragozic acid D
CAS#155179-14-9

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

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 #
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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
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 678.72 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: 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.