WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H540030
CAS#: 4849-90-5
Description: Aristolochic acid C is a carcinogen found in Aristolochia and Radix. It inhibits PLA2.
Hodoodo Cat#: H540030
Name: Aristolochic Acid C
CAS#: 4849-90-5
Chemical Formula: C16H9NO7
Exact Mass: 327.04
Molecular Weight: 327.240
Elemental Analysis: C, 58.72; H, 2.77; N, 4.28; O, 34.22
Synonym: Aristolochic Acid C; AR-1C0215; KB-265706; FT-0662284; AR1C0215; KB265706; FT0662284;
IUPAC/Chemical Name: 10-hydroxy-6-nitrophenanthro[3,4-d][1,3]dioxole-5-carboxylic acid
InChi Key: NBFGYDJKTHENDP-UHFFFAOYSA-N
InChi Code: InChI=1S/C16H9NO7/c18-8-2-1-7-3-11(17(21)22)13-10(16(19)20)5-12-15(24-6-23-12)14(13)9(7)4-8/h1-5,18H,6H2,(H,19,20)
SMILES Code: O=C(C1=C2C([N+]([O-])=O)=CC3=CC=C(O)C=C3C2=C(OCO4)C4=C1)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: >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:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 327.24 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 |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Kim H, Kim H, Kwon JY, Seo JT, Shin DM, Moon SJ. Drosophila Gr64e mediates fatty acid sensing via the phospholipase C pathway. PLoS Genet. 2018 Feb 8;14(2):e1007229. doi: 10.1371/journal.pgen.1007229. PMID: 29420533; PMCID: PMC5821400.
2: Kupchan SM, Wormser HC, Sesso M. Tumor inhibitors. XI. Proof of structure of aristolochic acid-C by total synthesis of its methyl ester methyl ether. J Org Chem. 1965 Nov;30(11):3935-7. doi: 10.1021/jo01022a506. PMID: 5846162.
3: Yu M, Man YL, Chen MH, Wu LH, Zhou Y, Zhou XL, Chen N, Ma R, Sun LN. Hirsutella sinensis inhibits NLRP3 inflammasome activation to block aristolochic acid-induced renal tubular epithelial cell transdifferentiation. Hum Cell. 2020 Jan;33(1):79-87. doi: 10.1007/s13577-019-00306-9. Epub 2019 Nov 27. PMID: 31776855.
4: Wu TS, Ou LF, Teng CM. Aristolochic acids, aristolactam alkaloids and amides from Aristolochia kankauensis. Phytochemistry. 1994 Jul;36(4):1063-8. doi: 10.1016/s0031-9422(00)90492-8. PMID: 7765207.
5: Stiborová M, Frei E, Hodek P, Wiessler M, Schmeiser HH. Human hepatic and renal microsomes, cytochromes P450 1A1/2, NADPH:cytochrome P450 reductase and prostaglandin H synthase mediate the formation of aristolochic acid-DNA adducts found in patients with urothelial cancer. Int J Cancer. 2005 Jan 10;113(2):189-97. doi: 10.1002/ijc.20564. PMID: 15386410.
6: Stiborová M, Frei E, Sopko B, Sopková K, Marková V, Lanková M, Kumstýrová T, Wiessler M, Schmeiser HH. Human cytosolic enzymes involved in the metabolic activation of carcinogenic aristolochic acid: evidence for reductive activation by human NAD(P)H:quinone oxidoreductase. Carcinogenesis. 2003 Oct;24(10):1695-703. doi: 10.1093/carcin/bgg119. Epub 2003 Jul 17. PMID: 12869422.
7: Shi X, Verma S, Yun J, Brand-Arzamendi K, Singh KK, Liu X, Garg A, Quan A, Wen XY. Effect of empagliflozin on cardiac biomarkers in a zebrafish model of heart failure: clues to the EMPA-REG OUTCOME trial? Mol Cell Biochem. 2017 Sep;433(1-2):97-102. doi: 10.1007/s11010-017-3018-9. Epub 2017 Apr 8. PMID: 28391552.
8: Belosludtsev KN, Belosludtseva NV, Kondratyev MS, Agafonov AV, Purtov YA. Interaction of phospholipase A of the E. coli outer membrane with the inhibitors of eucaryotic phospholipases A₂ and their effect on the Ca²⁺-induced permeabilization of the bacterial membrane. J Membr Biol. 2014 Mar;247(3):281-8. doi: 10.1007/s00232-014-9633-4. Epub 2014 Jan 30. PMID: 24477786.
9: Dai XW, Rao XR, Li S. [Current status of injury caused by Chinese herbal medicine and its counter measure]. Zhongguo Zhong Xi Yi Jie He Za Zhi. 2001 Jan;21(1):58-61. Chinese. PMID: 12577382.
10: Tan HG, Liu YQ. [Chemical components of Aristolochia contorta Bge]. Zhongguo Zhong Yao Za Zhi. 1994 Nov;19(11):677-8, 703. Chinese. PMID: 7893387.
