Quinovic acid | CAS# 465-74-7 | urinary tract disease

MedKoo Cat#: 412832 | Name: Quinovic acid

Description:

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

Quinovic acid is from Mitragyna stipulosa (Rubiaceae) used in the treatment of urinary tract disease.

Chemical Structure

Quinovic acid

CAS#465-74-7

Theoretical Analysis

MedKoo Cat#: 412832

Name: Quinovic acid

CAS#: 465-74-7

Chemical Formula: C30H46O5

Exact Mass: 486.3345

Molecular Weight: 486.69

Elemental Analysis: C, 74.04; H, 9.53; O, 16.44

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

Quinovic acid; BRN3113936; BRN-3113936; BRN 3113936

IUPAC/Chemical Name

Urs-12-ene-27,28-dioic acid, 3-beta-hydroxy-

InChi Key

OJUYFGQEMPENCE-DPKHZRJYSA-N

InChi Code

InChI=1S/C30H46O5/c1-17-9-14-29(24(32)33)15-16-30(25(34)35)19(23(29)18(17)2)7-8-21-27(5)12-11-22(31)26(3,4)20(27)10-13-28(21,30)6/h7,17-18,20-23,31H,8-16H2,1-6H3,(H,32,33)(H,34,35)/t17-,18+,20+,21-,22+,23+,27+,28-,29+,30-/m1/s1

SMILES Code

CC1(C)[C@@H](O)CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])[C@@H](C)[C@H](C)CC[C@@](C(O)=O)5CC[C@](C(O)=O)4[C@@](C)3CC[C@@]12[H]

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

>2 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 486.69 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: Khayam AU, Patel H, Faiola NA, Figueroa Milla AE, Dilshad E, Mirza B, Huang Y, Sheikh MS. Quinovic acid purified from medicinal plant Fagonia indica mediates anticancer effects via death receptor 5. Mol Cell Biochem. 2020 Nov;474(1-2):159-169. doi: 10.1007/s11010-020-03841-4. Epub 2020 Jul 30. PMID: 32734538. 2: Yépez AM, de Ugaz OL, Alvarez CM, De Feo V, Aquino R, De Simone F, Pizza C. Quinovic acid glycosides from Uncaria guianensis. Phytochemistry. 1991;30(5):1635-7. doi: 10.1016/0031-9422(91)84223-f. PMID: 1367339. 3: Saeed K, Shah SA, Ullah R, Alam SI, Park JS, Saleem S, Jo MH, Kim MW, Hahm JR, Kim MO. Quinovic Acid Impedes Cholesterol Dyshomeostasis, Oxidative Stress, and Neurodegeneration in an Amyloid-β-Induced Mouse Model. Oxid Med Cell Longev. 2020 Nov 20;2020:9523758. doi: 10.1155/2020/9523758. PMID: 33274012; PMCID: PMC7700034. 4: Dietrich F, Pietrobon Martins J, Kaiser S, Madeira Silva RB, Rockenbach L, Albano Edelweiss MI, Ortega GG, Morrone FB, Campos MM, Battastini AM. The Quinovic Acid Glycosides Purified Fraction from Uncaria tomentosa Protects against Hemorrhagic Cystitis Induced by Cyclophosphamide in Mice. PLoS One. 2015 Jul 8;10(7):e0131882. doi: 10.1371/journal.pone.0131882. PMID: 26154141; PMCID: PMC4496084. 5: Lamidi M, Ollivier E, Faure R, Debrauwer L, Nze-Ekekang L, Balansard G. Quinovic acid glycosides from Nauclea diderrichii. Planta Med. 1995 Jun;61(3):280-1. doi: 10.1055/s-2006-958075. PMID: 7617775. 6: Di Giorgio C, Lamidi M, Delmas F, Balansard G, Ollivier E. Antileishmanial activity of quinovic acid glycosides and cadambine acid isolated from Nauclea diderrichii. Planta Med. 2006 Dec;72(15):1396-402. doi: 10.1055/s-2006-951726. Epub 2006 Nov 6. PMID: 17089325. 7: Kang WY, Shi YY, Hao XJ. [Quinovic acid triterpenoid saponins from bark of Mitragyna rotundifolia]. Zhongguo Zhong Yao Za Zhi. 2007 Oct;32(19):2015-8. Chinese. PMID: 18161294. 8: Estrada O, González-Guzmán JM, Salazar-Bookman MM, Cardozo A, Lucena E, Alvarado-Castillo CP. Hypotensive and bradycardic effects of quinovic acid glycosides from Aspidosperma fendleri in spontaneously hypertensive rats. Nat Prod Commun. 2015 Feb;10(2):281-4. PMID: 25920261. 9: Fatima N, Tapondjou LA, Lontsi D, Sondengam BL, Atta-Ur-Rahman, Choudhary MI. Quinovic acid glycosides from Mitragyna stipulosa--first examples of natural inhibitors of snake venom phosphodiesterase I. Nat Prod Lett. 2002 Dec;16(6):389-93. doi: 10.1080/10575630290033169. PMID: 12462343. 10: Pavei C, Kaiser S, Verza SG, Borre GL, Ortega GG. HPLC-PDA method for quinovic acid glycosides assay in Cat's claw (Uncaria tomentosa) associated with UPLC/Q-TOF-MS analysis. J Pharm Biomed Anal. 2012 Mar 25;62:250-7. doi: 10.1016/j.jpba.2011.12.031. Epub 2012 Jan 11. PMID: 22296654.