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Aristolochic acid A - >98%, high purity , CAS No.313-67-7, Agonist of TAS2R14;Agonist of TAS2R31;Agonist of TAS2R43

10 Citations COA COA
In stock
Item Number
A111318
Grouped product items
SKU Size
Availability
 Price Qty
A111318-25mg
25mg
3
$68.90
A111318-100mg
100mg
3
$248.90
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View related series
NF-κB (747) TAS2R14 Agonist (20) TAS2R31 Agonist (3) TAS2R43 Agonist (7)

Basic Description

Synonyms DTXSID0040969 | KBio2_006772 | NCGC00017334-01 | NCGC00095981-03 | ARISTOLOCHIC ACID [IARC] | C17H11NO7 | KBio2_001636 | SpecPlus_000448 | GTPL12438 | UNII-94218WFP5T | Mixture of Aristolochic Acid A and B | Birthwort | 8-methoxy-6-nitro-naphtho[2,1-g][1,
Specifications & Purity Moligand™, ≥98%
Biochemical and Physiological Mechanisms Potent phospholipase A2 inhibitor, including calcium ionophore-induced phospholipase A2 activity in neutrophils. Kidney tumor initiator in experimental animal model.
Storage Temp Store at 2-8°C
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Grade Moligand™
Action Type AGONIST
Mechanism of action Agonist of TAS2R14;Agonist of TAS2R31;Agonist of TAS2R43
Product Description

Aristolochic Acid is an alkaloid that was originally derived from Aristolochia radix. This compound is a potent PLA2 enzyme inhibitor and also suppresses edema-inducing activity as well as direct and indirect hemolytic activity. Specifically, Aristolochic Acid displays anti-inflammatory activity against edema in mouse foot pads induced by PLA2. Other experiments have shown this agent to be associated with aristolochic acid nephropathy. Mechanistic studies have reported Aristolochic Acid to play a regulatory role towards genes in DNA repair processes and responses to DNA damage stimulus, regulation of cell cycle, and apoptosis. More detailed studies have shown this compound to up-regulate GADD 45β, NAIP genes and down-regulate TP53, PARP1, ERCC1, OGG1/2, MGMT, and ERCC2 genes. Furthermore, a down-regulation of gene expression in anti-oxidant enzymes was also observed by Aristolochic Acid treatment of human kidney tubular cells. These studies suggest that oxidative stress plays a role in the cytotoxicity of Aristolochic Acid.
Aristolochic acid A is a potent phospholipase A2 inhibitor. Aristolochic acid A induces tumor formation in rat kidneys and apoptosis in human renal proximal tubular epithelial cells.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Benzenoids
Class Phenanthrenes and derivatives
Subclass Aristolochic acids and derivatives
Intermediate Tree Nodes Not available
Direct Parent Aristolochic acids and derivatives
Alternative Parents Naphthalenecarboxylic acids  Nitronaphthalenes  Benzodioxoles  Anisoles  Nitroaromatic compounds  Alkyl aryl ethers  Acetals  Propargyl-type 1,3-dipolar organic compounds  Oxacyclic compounds  Carboxylic acids  Organic oxoazanium compounds  Monocarboxylic acids and derivatives  Organopnictogen compounds  Organonitrogen compounds  Hydrocarbon derivatives  Organic oxides  
Molecular Framework Aromatic heteropolycyclic compounds
Substituents Aristolochic acid or derivatives - 1-naphthalenecarboxylic acid - 1-naphthalenecarboxylic acid or derivatives - 1-nitronaphthalene - 2-nitronaphthalene - Naphthalene - Benzodioxole - Nitroaromatic compound - Anisole - Alkyl aryl ether - Organic nitro compound - C-nitro compound - Acetal - Carboxylic acid derivative - Carboxylic acid - Ether - Monocarboxylic acid or derivatives - Oxacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Organic oxoazanium - Allyl-type 1,3-dipolar organic compound - Propargyl-type 1,3-dipolar organic compound - Organic oxide - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as aristolochic acids and derivatives. These are organic heterocyclic compounds with a structure characterized by a nitrophenanthro[3,4-d][1,3]dioxole ring system substituted at position 5, 6, and 8 by a carboxyl group (or a derivative thereof), a nitro group, and a methoxy group, respectively.
External Descriptors Isoquinoline alkaloids

Associated Targets(Human)

TAS2R43 Tchem Taste receptor type 2 member 43 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
TAS2R14 Tchem Taste receptor type 2 member 14 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
TAS2R31 Tchem Taste receptor type 2 member 31 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PTH1R Tclin Parathyroid hormone receptor (47172 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CDK2 Tchem Cyclin-dependent kinase 2 (9050 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
A498 (42825 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ACHN (49357 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CAKI-1 (44928 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CCRF-CEM (65223 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
COLO 205 (50209 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
DU-145 (51482 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HL-60 (67320 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HT-29 (80576 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
K562 (73714 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
KM12 (47707 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
M14 (47487 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MCF7 (126967 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MOLT-4 (49676 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Panel NCI-60 (60 carcinoma cell lines) (1088 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
OVCAR-3 (48710 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
OVCAR-4 (44535 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
OVCAR-5 (45555 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
OVCAR-8 (47708 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PC-3 (62116 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RPMI-8226 (44974 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RXF 393 (41971 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SF-295 (48000 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SK-MEL-2 (46422 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SK-MEL-28 (48833 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SK-MEL-5 (47095 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SK-OV-3 (52876 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SN12C (47755 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SNB-19 (46794 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TK-10 (45540 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
U-251 (51189 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
UACC-257 (46019 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
UACC-62 (47335 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
UO-31 (46270 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
786-0 (47912 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
A549 (127892 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NCI/ADR-RES (33767 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
T47D (39041 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
EKVX (44102 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NCI-H322M (45589 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HCC 2998 (41480 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HCT-116 (91556 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HEK293 (82097 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HOP-92 (41141 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Salmonella typhimurium (15756 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Acinetobacter baumannii (41033 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Escherichia coli (133304 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Cryptococcus neoformans (21258 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Candida albicans (78123 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Syrian golden hamster (1610 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
lef Anthrax lethal factor (7585 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Ileum (29 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mapt Microtubule-associated protein tau (6 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Rorc Nuclear receptor ROR-gamma (89407 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

Pubchem Sid 504750543
Pubchem Sid Url https://pubchem.ncbi.nlm.nih.gov/substance/504750543
IUPAC Name 8-methoxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid
INCHI InChI=1S/C17H11NO7/c1-23-12-4-2-3-8-9(12)5-11(18(21)22)14-10(17(19)20)6-13-16(15(8)14)25-7-24-13/h2-6H,7H2,1H3,(H,19,20)
InChIKey BBFQZRXNYIEMAW-UHFFFAOYSA-N
Smiles COC1=CC=CC2=C3C(=C(C=C21)[N+](=O)[O-])C(=CC4=C3OCO4)C(=O)O
Isomeric SMILES COC1=CC=CC2=C3C(=C(C=C21)[N+](=O)[O-])C(=CC4=C3OCO4)C(=O)O
WGK Germany 3
RTECS CF3325000
Alternate CAS 313-67-7
NSC Number 11926
MeSH Entry Terms 8-methoxy-6-nitrophenanthro(3,4-d)-1,3-dioxole-5-carboxylic acid;aristolochic acid;aristolochic acid A;aristolochic acid I;aristolochic acid I, sodium salt;sodium aristolochate;Tardolyt
Molecular Weight 341.27
Reaxy-Rn 345159
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=345159&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

6 results found

Lot Number Certificate Type Date Item
F2228055 Certificate of Analysis Apr 02, 2024 A111318
F2228059 Certificate of Analysis Apr 02, 2024 A111318
E2015060 Certificate of Analysis Dec 11, 2023 A111318
K2124401 Certificate of Analysis Aug 18, 2023 A111318
K2124426 Certificate of Analysis Aug 18, 2023 A111318
B2325250 Certificate of Analysis Nov 27, 2021 A111318

Chemical and Physical Properties

Solubility Soluble in ethanol, acetone, chloroform, ether, aniline, alkalies, acetic acid, and DMSO (25 mg/ml), slightly soluble in water.practically Insoluble in benzene, and carbon disulfide.
Molecular Weight 341.270 g/mol
XLogP3 3.600
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 7
Rotatable Bond Count 2
Exact Mass 341.054 Da
Monoisotopic Mass 341.054 Da
Topological Polar Surface Area 111.000 Ų
Heavy Atom Count 25
Formal Charge 0
Complexity 550.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

How to Cite Aladdin Scientific Products?
1. Danxia Wu, Li Wang, Wei Li, Xiangyang Li.  (2023)  Identifying a New Target for BtOBP8: Discovery of a Small Amino Ketone Molecule Containing Benzothiazole Fragments.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  71  (46): (17635–17645). 
2. Li Wang, Maoxi Huang, Zilin Wu, Min Huang, Yunlong Yan, Baoan Song, Xiangyang Li, Qing X. Li.  (2022)  Methyl Eugenol Binds Recombinant Gamma-Aminobutyric Acid Receptor-Associated Protein from the Western Flower Thrips Frankliniella occidentalis.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  70  (16): (4871–4880). 
3. Xuan Yu, Yuan Gao, Ying Xu, Xian Guo, Lan Guo, Ting Tan, Fan Liu, Yiqun Wan.  (2022)  Study of the Contents of Analogues of Aristolochic Acid in Houttuynia cordata by Ultra-High Performance Liquid Chromatography Tandem Mass Spectrometry.  Foods,  11  (3): (302). 
4. Jiangfei Chen, Aijun Kong, Delia Shelton, Haojia Dong, Jiani Li, Fan Zhao, Chenglian Bai, Kaiyu Huang, Wen Mo, Shan Chen, Hui Xu, Robyn L Tanguay, Qiaoxiang Dong.  (2021)  Early life stage transient aristolochic acid exposure induces behavioral hyperactivity but not nephrotoxicity in larval zebrafish.  AQUATIC TOXICOLOGY,  238  (105916). 
5. Pei Chen, Xiaoman Li, Xuemin Yan, Minglei Tian.  (2021)  Solid-Phase Extraction of Aristolochic Acid I from Natural Plant Using Dual Ionic Liquid-Immobilized ZIF-67 as Sorbent.  Separations,  8  (2): (22). 
6. Fenqi Ji, Rongrong Jin, Chen Luo, Chunhui Deng, Yaoming Hu, Li Wang, Rongchang Wang, Jiabin Zhang, Guoxin Song.  (2020)  Fast determination of aristolochic acid I (AAI) in traditional Chinese medicine soup with magnetic solid-phase extraction by high performance liquid chromatography.  JOURNAL OF CHROMATOGRAPHY A,  1609  (460455). 
7. Yibo Yan, Chuixiu Huang, Xiantao Shen.  (2019)  Electromembrane extraction of aristolochic acids: New insights in separation of bioactive ingredients of traditional Chinese medicines.  JOURNAL OF CHROMATOGRAPHY A,  1608  (460424). 
8. Xiaoyan Liu, Yanqiu Liu, Mengchun Cheng, Hongbin Xiao.  (2015)  Metabolomic Responses of Human Hepatocytes to Emodin, Aristolochic Acid, and Triptolide: Chemicals Purified from Traditional Chinese Medicines.  JOURNAL OF BIOCHEMICAL AND MOLECULAR TOXICOLOGY,  29  (11): (533-543). 
9. Xuemeng Tian, Yue Wang, Sameer Hussain, Ruquan Shen, Ying Sheng, Ruiqi Yang, Lisa D. Pfefferle, Ruixia Gao.  (2024)  A versatile one-stone-two-birds strategy for facile fabrication of molecularly imprinted BiOBr composites: An efficient approach for selective removal of target contaminants from water.  Journal of Cleaner Production,  463  (142767). 
10. Haiman Xu, Lianxia Guo, Tingying Hao, Xiaocao Guo, Meiping Huang, Haobin Cen, Min Chen, Jiaxian Weng, Meixia Huang, Zicong Wu, Zifei Qin, Jing Yang, Baojian Wu.  (2024)  Nasal solitary chemosensory cells govern daily rhythm in mouse model of allergic rhinitis.  JOURNAL OF ALLERGY AND CLINICAL IMMUNOLOGY,     

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