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Pristimerin

CAS No.:
1258-84-0
Catalog Number:
AG003TYL
Molecular Formula:
C30H40O4
Molecular Weight:
464.6362
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥98%
1 week
United States
$166
- +
10mg
99%
1 week
United States
$257
- +
25mg
99%
1 week
United States
$507
- +
50mg
99%
1 week
United States
$857
- +
Product Description
Catalog Number:
AG003TYL
Chemical Name:
Pristimerin
CAS Number:
1258-84-0
Molecular Formula:
C30H40O4
Molecular Weight:
464.6362
MDL Number:
MFCD01711331
IUPAC Name:
methyl (2R,4aS,6aR,6aS,14aS,14bR)-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate
InChI:
InChI=1S/C30H40O4/c1-18-19-8-9-22-28(4,20(19)16-21(31)24(18)32)13-15-30(6)23-17-27(3,25(33)34-7)11-10-26(23,2)12-14-29(22,30)5/h8-9,16,23,32H,10-15,17H2,1-7H3/t23-,26-,27-,28+,29-,30+/m1/s1
InChI Key:
JFACETXYABVHFD-WXPPGMDDSA-N
SMILES:
COC(=O)[C@@]1(C)CC[C@]2([C@@H](C1)[C@]1(C)CC[C@@]3(C(=CC=C4C3=CC(=O)C(=C4C)O)[C@]1(CC2)C)C)C
UNII:
28ZK7PR57S
Properties
Complexity:
1120  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
6  
Defined Bond Stereocenter Count:
0
Exact Mass:
464.293g/mol
Formal Charge:
0
Heavy Atom Count:
34  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
464.646g/mol
Monoisotopic Mass:
464.293g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
63.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6.3  
Literature
Title Journal
Pristimerin causes G1 arrest, induces apoptosis, and enhances the chemosensitivity to gemcitabine in pancreatic cancer cells. PloS one 20120101
Triterpenoid pristimerin synergizes with taxol to induce cervical cancer cell death through reactive oxygen species-mediated mitochondrial dysfunction. Anti-cancer drugs 20110901
Synthesis and preliminary evaluation of neuroprotection of celastrol analogues in PC12 cells. Bioorganic & medicinal chemistry letters 20100701
SARS-CoV 3CLpro inhibitory effects of quinone-methide triterpenes from Tripterygium regelii. Bioorganic & medicinal chemistry letters 20100315
Targeting tumor proteasome with traditional Chinese medicine. Current drug discovery technologies 20100301
Pristimerin induces apoptosis in imatinib-resistant chronic myelogenous leukemia cells harboring T315I mutation by blocking NF-kappaB signaling and depleting Bcr-Abl. Molecular cancer 20100101
Discovery of potent and reversible monoacylglycerol lipase inhibitors. Chemistry & biology 20091030
Reactive oxygen species-dependent activation of Bax and poly(ADP-ribose) polymerase-1 is required for mitochondrial cell death induced by triterpenoid pristimerin in human cervical cancer cells. Molecular pharmacology 20091001
Antiproliferative activity of pristimerin isolated from Maytenus ilicifolia (Celastraceae) in human HL-60 cells. Toxicology in vitro : an international journal published in association with BIBRA 20080601
Biomimetic synthesis of xuxuarines Ealpha and Ebeta: structure revision of Rzedowskia bistriterpenoids. Bioorganic & medicinal chemistry 20080215
Pristimerin induces apoptosis by targeting the proteasome in prostate cancer cells. Journal of cellular biochemistry 20080101
Antigiardial activity of triterpenoids from root bark of Hippocratea excelsa. Journal of natural products 20070501
Anticytomegalovirus activity of pristimerin, a triterpenoid quinone methide isolated from Maytenus heterophylla (Eckl. & Zeyh.). Antiviral chemistry & chemotherapy 20070101
Pristimerin induces caspase-dependent apoptosis in MDA-MB-231 cells via direct effects on mitochondria. Molecular cancer therapeutics 20050801
Antitumor agents. 228. five new agarofurans, Reissantins A-E, and cytotoxic principles from Reissantia buchananii. Journal of natural products 20031101
[In vitro activity of the pristinamycin against the isolated staphylococci in the french hospitals in 1999-2000]. Pathologie-biologie 20030901
Properties