Lateritin | CAS#65454-13-9 | ACAT inhibitor

MedKoo Cat#: 598428 | Name: Lateritin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Lateritin is An Acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor and a platelet aggregation inhibitor isolated from the mycelial cake of Gibberella lateritium; bassiatin is the (3S,6R) isomer.

Chemical Structure

Lateritin

CAS#65454-13-9

Theoretical Analysis

MedKoo Cat#: 598428

Name: Lateritin

CAS#: 65454-13-9

Chemical Formula: C15H19NO3

Exact Mass: 261.1365

Molecular Weight: 261.32

Elemental Analysis: C, 68.94; H, 7.33; N, 5.36; O, 18.37

Price and Availability

Size	Price	Availability
50mg	USD 450.00	2 Weeks
100mg	USD 750.00	2 Weeks
200mg	USD 1,250.00	2 Weeks
500mg	USD 2,850.00	2 Weeks
1g	USD 3,850.00	2 Weeks
2g	USD 6,450.00	2 Weeks

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Related CAS #

65454-13-9 172721-96-9

Synonym

Lateritin; Bassiatin;

IUPAC/Chemical Name

3-benzyl-6-isopropyl-4-methylmorpholine-2,5-dione

InChi Key

YOKBTBNVNCFOBF-UHFFFAOYSA-N

InChi Code

InChI=1S/C15H19NO3/c1-10(2)13-14(17)16(3)12(15(18)19-13)9-11-7-5-4-6-8-11/h4-8,10,12-13H,9H2,1-3H3

SMILES Code

O=C(OC1C(C)C)C(CC2=CC=CC=C2)N(C)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

>3 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

2934.99.03.00

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Lateritin is An Acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor and a platelet aggregation inhibitor isolated from the mycelial cake of Gibberella lateritium; bassiatin is the (3S,6R) isomer.

In vitro activity:

Lateritin inhibited the growth of a mini-panel of human cancer cell lines, gram-positive bacteria, and Candida albicans. Reference: Planta Med. 2010 Mar;76(5):500-1. https://pubmed.ncbi.nlm.nih.gov/19941263/

In vivo activity:

TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 261.32 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:

1. Pettit RK, Pettit GR, Xu JP, Weber CA, Richert LA. Isolation of human cancer cell growth inhibitory, antimicrobial lateritin from a mixed fungal culture. Planta Med. 2010 Mar;76(5):500-1. doi: 10.1055/s-0029-1240617. Epub 2009 Nov 25. PMID: 19941263. 2. Hasumi K, Shinohara C, Iwanaga T, Endo A. Lateritin, a new inhibitor of acyl-CoA:cholesterol acyltransferase produced by Gibberella lateritium IFO 7188. J Antibiot (Tokyo). 1993 Dec;46(12):1782-7. doi: 10.7164/antibiotics.46.1782. PMID: 8294234.

In vitro protocol:

In vivo protocol:

TBD

1: Pettit RK, Pettit GR, Xu JP, Weber CA, Richert LA. Isolation of human cancer cell growth inhibitory, antimicrobial lateritin from a mixed fungal culture. Planta Med. 2010 Mar;76(5):500-1. doi: 10.1055/s-0029-1240617. Epub 2009 Nov 25. PubMed PMID: 19941263. 2: Hasumi K, Shinohara C, Iwanaga T, Endo A. Lateritin, a new inhibitor of acyl-CoA:cholesterol acyltransferase produced by Gibberella lateritium IFO 7188. J Antibiot (Tokyo). 1993 Dec;46(12):1782-7. PubMed PMID: 8294234. 3: Meng L, Tao H, Dong G, Yang T, Zhang W, Zhu W, Huang C. ERK1/2 and Akt pathway activated during (3R,6R)-bassiatin(1)-induced apoptosis in MCF-7 cells. Cell Biol Int. 2012 Apr 1;36(4):345-8. doi: 10.1042/CBI20110388. PubMed PMID: 22150072. 4: Meng L, Feng B, Tao H, Yang T, Meng Y, Zhu W, Huang C. A novel antioestrogen agent (3R,6R)-bassiatin inhibits cell proliferation and cell cycle progression by repressing cyclin D1 expression in 17β-oestradiol-treated MCF-7 cells. Cell Biol Int. 2011 Jun;35(6):599-605. doi: 10.1042/CBI20100765. PubMed PMID: 21241249. 5: Kagamizono T, Nishino E, Matsumoto K, Kawashima A, Kishimoto M, Sakai N, He BM, Chen ZX, Adachi T, Morimoto S, et al. Bassiatin, a new platelet aggregation inhibitor produced by Beauveria bassiana K-717. J Antibiot (Tokyo). 1995 Dec;48(12):1407-12. PubMed PMID: 8557595. 6: Tang CY, Chen YW, Jow GM, Chou CJ, Jeng CJ. Beauvericin activates Ca2+-activated Cl- currents and induces cell deaths in Xenopus oocytes via influx of extracellular Ca2+. Chem Res Toxicol. 2005 May;18(5):825-33. PubMed PMID: 15892576. 7: Oh H, Kim T, Oh GS, Pae HO, Hong KH, Chai KY, Kwon TO, Chung HT, Lee HS. (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. Planta Med. 2002 Apr;68(4):345-8. PubMed PMID: 11988860. 8: Hughes AB, Sleebs MM. Total synthesis of bassiatin and its stereoisomers: novel divergent behavior of substrates in Mitsunobu cyclizations. J Org Chem. 2005 Apr 15;70(8):3079-88. PubMed PMID: 15822967. 9: Jow GM, Chou CJ, Chen BF, Tsai JH. Beauvericin induces cytotoxic effects in human acute lymphoblastic leukemia cells through cytochrome c release, caspase 3 activation: the causative role of calcium. Cancer Lett. 2004 Dec 28;216(2):165-73. PubMed PMID: 15533592. 10: Huang LH, Chen YX, Yu JC, Yuan J, Li HJ, Ma WZ, Watanapokasin R, Hu KC, Niaz SI, Yang DP, Lan WJ. Secondary Metabolites from the Marine-Derived Fungus Dichotomomyces sp. L-8 and Their Cytotoxic Activity. Molecules. 2017 Mar 11;22(3). pii: E444. doi: 10.3390/molecules22030444. PubMed PMID: 28287456. 11: Kamagate M, Assadi AA, Kone T, Giraudet S, Coulibaly L, Hanna K. Use of laterite as a sustainable catalyst for removal of fluoroquinolone antibiotics from contaminated water. Chemosphere. 2018 Mar;195:847-853. doi: 10.1016/j.chemosphere.2017.12.165. Epub 2017 Dec 26. PubMed PMID: 29289913.