Lanosteryl caprylate

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

MedKoo CAT#: 598367

CAS#: 124770-75-8

Description: Lanosteryl caprylate is a bioactive chemical.


Price and Availability

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Lanosteryl caprylate is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 598367
Name: Lanosteryl caprylate
CAS#: 124770-75-8
Chemical Formula: C38H64O2
Exact Mass: 552.4906
Molecular Weight: 552.92
Elemental Analysis: C, 82.55; H, 11.67; O, 5.79


Synonym: Lanosteryl caprylate;

IUPAC/Chemical Name: (3S,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-((R)-6-methylhept-5-en-2-yl)-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl octanoate

InChi Key: JMQFHDCHYOCPQA-VRRDTQDMSA-N

InChi Code: InChI=1S/C38H64O2/c1-10-11-12-13-14-18-34(39)40-33-23-24-36(7)30-22-26-37(8)29(28(4)17-15-16-27(2)3)21-25-38(37,9)31(30)19-20-32(36)35(33,5)6/h16,28-29,32-33H,10-15,17-26H2,1-9H3/t28-,29-,32+,33+,36-,37-,38+/m1/s1

SMILES Code: CC1(C)[C@@H](OC(CCCCCCC)=O)CC[C@]2(C)C3=C([C@@]4(CC[C@@H]([C@]4(CC3)C)[C@H](C)CC/C=C(C)\C)C)CC[C@@]12[H]


Technical Data

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).

Harmonized System Code:
2934.99.03.00


References

1: Mosa RA, Cele ND, Mabhida SE, Shabalala SC, Penduka D, Opoku AR. In vivo antihyperglycemic activity of a lanosteryl triterpene from Protorhus longifolia. Molecules. 2015 Jul 22;20(7):13374-83. doi: 10.3390/molecules200713374. PubMed PMID: 26205060.

2: Mosa RA, Hlophe NB, Ngema NT, Penduka D, Lawal OA, Opoku AR. Cardioprotective potential of a lanosteryl triterpene from Protorhus longifolia. Pharm Biol. 2016 Dec;54(12):3244-3248. Epub 2016 Aug 30. PubMed PMID: 27572517.

3: Fox JE, Scott AI, Young DW. Photo-oxygenation of lanosteryl acetate. J Chem Soc Perkin 1. 1972;6:799-804. PubMed PMID: 5064150.

4: Mabhida SE, Mosa RA, Penduka D, Osunsanmi FO, Dludla PV, Djarova TG, Opoku AR. A Lanosteryl Triterpene from Protorhus longifolia Improves Glucose Tolerance and Pancreatic Beta Cell Ultrastructure in Type 2 Diabetic Rats. Molecules. 2017 Jul 26;22(8). pii: E1252. doi: 10.3390/molecules22081252. PubMed PMID: 28933769.

5: Wu TK, Wang TT, Chang CH, Liu YT, Shie WS. Importance of Saccharomyces cerevisiae oxidosqualene-lanosterol cyclase tyrosine 707 residue for chair-boat bicyclic ring formation and deprotonation reactions. Org Lett. 2008 Nov 6;10(21):4959-62. doi: 10.1021/ol802036c. Epub 2008 Oct 9. PubMed PMID: 18842050.

6: Weber N, Weitkamp P, Mukherjee KD. Steryl and stanyl esters of fatty acids by solvent-free esterification and transesterification in vacuo using lipases from Rhizomucor miehei, Candida antarctica, and Carica papaya. J Agric Food Chem. 2001 Nov;49(11):5210-6. PubMed PMID: 11714305.