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About This Item
Linear Formula:
C22H14O9 · 3NH3
CAS Number:
Molecular Weight:
473.43
EC Number:
209-319-1
PubChem Substance ID:
UNSPSC Code:
12171500
Beilstein/REAXYS Number:
3900820
Colour Index Number:
43810
MDL number:
grade
JIS special grade
form
powder
availability
available only in Japan
mp
220-225 °C (dec.) (lit.)
solubility
water: soluble
shipped in
ambient
storage temp.
room temp
SMILES string
N.N.N.OC(=O)c1cc(ccc1O)\C(c2ccc(O)c(c2)C(O)=O)=C3/C=CC(=O)C(=C3)C(O)=O
InChI
1S/C22H14O9.3H3N/c23-16-4-1-10(7-13(16)20(26)27)19(11-2-5-17(24)14(8-11)21(28)29)12-3-6-18(25)15(9-12)22(30)31;;;/h1-9,23-24H,(H,26,27)(H,28,29)(H,30,31);3*1H3
InChI key
AIPNSHNRCQOTRI-UHFFFAOYSA-N
Biochem/physiol Actions
Aurintricarboxylic acid readily polymerizes in aqueous solution, forming a stable free radical that inhibits protein-nucleic acid interactions. It is a potent inhibitor of ribonuclease and topoisomerase II by preventing the binding of the nucleic acid to the enzyme. It stimulates tyrosine phosphorylation processes including the Jak2/STAT5 pathway in NB2 lymphoma cells, ErbB4 in neuroblastoma cells, and MAP kinases, Shc proteins, phosphatidylinositide 3-kinase and phospholipase C in PC12 cells. Aurintricarboxylic acid inhibits apoptosis in many cell types. Its neuroprotective effect, perhaps due to its ability to prevent down-regulation of Ca2+ impermeable GluR2 receptors or to its ability to inhibit calpain, a Ca2+-activated protease that is activated during apoptosis.
Other Notes
May contain a substantial amount of polymeric material.
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Qiang Peng et al.
PloS one, 7(10), e47273-e47273 (2012-11-03)
Baboons receiving xenogeneic livers from wild type and transgenic pigs survive less than 10 days. One of the major issues is the early development of profound thrombocytopenia that results in fatal hemorrhage. Histological examination of xenotransplanted livers has shown baboon
Moonhee Lee et al.
Neurobiology of aging, 33(10), 2237-2246 (2012-01-06)
Complement plays a vital role in both the innate and adaptive immune systems. It recognizes a target, opsonizes it, generates anaphylatoxins, and directly kills cells through the membrane attack complex (MAC). This final function, which assembles C5b-9(n) on viable cell
Jakyung Yoo et al.
Journal of molecular modeling, 18(4), 1583-1589 (2011-08-02)
DNA methyltransferase 1 (DNMT1) is an emerging target for the treatment of cancer, brain disorders, and other diseases. Currently, there are only a few DNMT1 inhibitors with potential application as therapeutic agents or research tools. 5,5-Methylenedisalicylic acid is a novel