(3S,6R)-Lateritin [65454-13-9]

Name: (3S,6R)-Lateritin [65454-13-9]
SKU: AG-CN2-0042_A27
Price: 162 EUR
Availability: BackOrder

AG-CN2-0042

CAS Number65454-13-9

Product group Chemicals

Estimated Purity>97%

Molecular Weight261.3

Overview

Supplier
AdipoGen Life Sciences
Product Name
(3S,6R)-Lateritin [65454-13-9]
Delivery Days Customer
10
CAS Number
65454-13-9
Certification
Research Use Only
Estimated Purity
>97%
Hazard Information
Warning
Molecular Formula
C15H19NO3
Molecular Weight
261.3
Scientific Description
Chemical. CAS: 65454-13-9. Formula: C15H19NO3. MW: 261.3. Isolated from fungus Gibberella sp. N-methylated peptide that is structurally equivalent to a monomer of beauvericin (Prod. No. AG-CN2-0043). Acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor. Platelet aggregation inhibitor. Antimicrobial. Note: The (3R,6R)-stereoisomer was shown to have anti-cancer and apoptosis inducing activity. - N-methylated peptide that is structurally equivalent to a monomer of beauvericin (Prod. No. AG-CN2-0043) [3, 4]. Acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor [1, 5]. Platelet aggregation inhibitor [2, 5]. Antimicrobial [5]. Note: The (3R,6R)-stereoisomer was shown to have anti-cancer and apoptosis inducing activity [5-7].
SMILES
CC(C)[C@H]1OC(=O)[C@H](CC2=CC=CC=C2)N(C)C1=O
Storage Instruction
-20°C,2°C to 8°C
UNSPSC
12352200

Lateritin, a new inhibitor of acyl-CoA:cholesterol acyltransferase produced by Gibberella lateritium IFO 7188: K. Hasumi, et al.; J. Antibiot. (Tokyo). 46, 1782 (1993)
Bassiatin, a new platelet aggregation inhibitor produced by Beauveria bassiana K-717: T. Kagamizono, et al.; J. Antibiot. (Tokyo). 48, 1407 (1995)
Beauvericin induces cytotoxic effects in human acute lymphoblastic leukemia cells through cytochrome c release, caspase 3 activation: the causative role of calcium: G.M. Jow, et al.; Cancer Lett. 216, 165 (2004)
Beauvericin activates Ca2+-activated Cl- currents and induces cell deaths in Xenopus oocytes via influx of extracellular Ca2+: C.Y. Tang, et al.; Chem. Res. Toxicol. 18, 825 (2005)
Isolation of human cancer cell growth inhibitory, antimicrobial lateritin from a mixed fungal culture: R.K. Pettit, et al.; Planta Med. 76, 500 (2010)
(3R,6R)-4-methyl-6-(1-methylethyl)-3-phenylmethyl-perhydro-1,4-oxazine-2,5-dione: an apoptosis-inducer from the fruiting bodies of Isaria japonica: H. Oh, et al.; Planta Med. 68, 345 (2002)
A novel antioestrogen agent (3R,6R)-bassiatin inhibits cell proliferation and cell cycle progression by repressing cyclin D1 expression in 17beta-oestradiol-treated MCF-7 cells: L. Meng, et al.; Cell Biol. Int. 35, 599 (2011)