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MedKoo Cat#: 208493 | Name: Piscidic acid

Description:

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

Piscidic acid is an inhibitor of cholesterol permeation through a Caco-2 cell monolayer and as 3-hydroxy-3-methylglutaryl coenzyme A reductase inhibitor.

Chemical Structure

Piscidic acid
Piscidic acid
CAS#469-65-8

Theoretical Analysis

MedKoo Cat#: 208493

Name: Piscidic acid

CAS#: 469-65-8

Chemical Formula: C11H12O7

Exact Mass: 256.0583

Molecular Weight: 256.21

Elemental Analysis: C, 51.57; H, 4.72; O, 43.71

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
(p-Hydroxybenzyl)tartaric acid, 2,3-Dihydroxy-2-((4-hydroxyphenyl)methyl)butanedioic acid, Piscidein
IUPAC/Chemical Name
2,3-dihydroxy-2-(4-hydroxybenzyl)succinic acid
InChi Key
TUODPMGCCJSJRH-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H12O7/c12-7-3-1-6(2-4-7)5-11(18,10(16)17)8(13)9(14)15/h1-4,8,12-13,18H,5H2,(H,14,15)(H,16,17)
SMILES Code
OC(C(=O)O)C(O)(Cc1ccc(O)cc1)C(=O)O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 256.21 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: Ressaissi A, Attia N, Falé PL, Pacheco R, Victor BL, Machuqueiro M, Serralheiro MLM. Isorhamnetin derivatives and piscidic acid for hypercholesterolemia: cholesterol permeability, HMG-CoA reductase inhibition, and docking studies. Arch Pharm Res. 2017 Nov;40(11):1278-1286. doi: 10.1007/s12272-017-0959-1. Epub 2017 Sep 21. PMID: 28936788. 2: Werner V, Petersen M. A BAHD hydroxycinnamoyltransferase from Actaea racemosa catalyses the formation of fukinolic and cimicifugic acids. Planta. 2019 Aug;250(2):475-485. doi: 10.1007/s00425-019-03181-8. Epub 2019 May 8. PMID: 31069522. 3: Kruse SO, Löhning A, Pauli GF, Winterhoff H, Nahrstedt A. Fukiic and piscidic acid esters from the rhizome of Cimicifuga racemosa and the in vitro estrogenic activity of fukinolic acid. Planta Med. 1999 Dec;65(8):763-4. doi: 10.1055/s-2006-960862. PMID: 10630125. 4: Toshima H, Saito M, Yoshihara T. Total Synthesis of (+)-(2S,3R)-Piscidic Acid via Catalytic Asymmetric Dihydroxylation of a Trisubstituted Olefin. Biosci Biotechnol Biochem. 1999;63(5):964-7. doi: 10.1271/bbb.63.964. PMID: 27385579. 5: Missaoui M, D'Antuono I, D'Imperio M, Linsalata V, Boukhchina S, Logrieco AF, Cardinali A. Characterization of Micronutrients, Bioaccessibility and Antioxidant Activity of Prickly Pear Cladodes as Functional Ingredient. Molecules. 2020 May 6;25(9):2176. doi: 10.3390/molecules25092176. PMID: 32384787; PMCID: PMC7248772. 6: Zhang C, Ma Y, Gao HM, Liu XQ, Chen LM, Zhang QW, Wang ZM, Li AP. [Non- alkaloid components from Sophora flavescens]. Zhongguo Zhong Yao Za Zhi. 2013 Oct;38(20):3520-4. Chinese. PMID: 24490565. 7: He BJ, Liu ZY, Jin GS, Li YM. [Studies on an aqueous soluble active constituent of Chuan-Shan-Long (Dioscorea nipponica Makino). I. Isolation and identification of p-hydroxy benzyl tartaric acid (piscidic acid) (author's transl)]. Yao Xue Xue Bao. 1980 Dec;15(12):764-5. Chinese. PMID: 7257804. 8: Matias A, Nunes SL, Poejo J, Mecha E, Serra AT, Madeira PJ, Bronze MR, Duarte CM. Antioxidant and anti-inflammatory activity of a flavonoid-rich concentrate recovered from Opuntia ficus-indica juice. Food Funct. 2014 Dec;5(12):3269-80. doi: 10.1039/c4fo00071d. PMID: 25347222. 9: Saada M, Wasli H, Jallali I, Kboubi R, Girard-Lalancette K, Mshvildadze V, Ksouri R, Legault J, Cardoso SM. Bio-Guided Fractionation of Retama raetam (Forssk.) Webb & Berthel Polar Extracts. Molecules. 2021 Sep 24;26(19):5800. doi: 10.3390/molecules26195800. PMID: 34641345; PMCID: PMC8510325. 10: Mata A, Ferreira JP, Semedo C, Serra T, Duarte CM, Bronze MR. Contribution to the characterization of Opuntia spp. juices by LC-DAD-ESI-MS/MS. Food Chem. 2016 Nov 1;210:558-65. doi: 10.1016/j.foodchem.2016.04.033. Epub 2016 Apr 13. PMID: 27211682.