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.

Chemical Structure

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Zaragozic acid D
CAS# 155179-14-9
Instruction

Theoretical Analysis

MedKoo Cat#: 597309
Name: Zaragozic acid D
CAS#: 155179-14-9
Chemical Formula: C34H46O14
Exact Mass: 678.29
Molecular Weight: 678.720
Elemental Analysis: C, 60.17; H, 6.83; O, 33.00

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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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:

Biological target:
In vitro activity:
In vivo activity:

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.