Synonym
Undecylenoyl phenylalanine; Sepiwhite msh QD; Sepiwhite msh; Undecylenoylphenylalanine;
IUPAC/Chemical Name
(E)-undec-2-enoyl-L-phenylalanine
InChi Key
YTFBDLBXQXPACW-XOVFHRFOSA-N
InChi Code
InChI=1S/C20H29NO3/c1-2-3-4-5-6-7-8-12-15-19(22)21-18(20(23)24)16-17-13-10-9-11-14-17/h9-15,18H,2-8,16H2,1H3,(H,21,22)(H,23,24)/b15-12+/t18-/m0/s1
SMILES Code
O=C(O)[C@H](CC1=CC=CC=C1)NC(/C=C/CCCCCCCC)=O
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
331.45
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 |
1: Katoulis A, Alevizou A, Soura E, Mantas N, Bozi E, Gregoriou S, Makris M, Rigopoulos D. A double-blind vehicle-controlled study of a preparation containing undecylenoyl phenylalanine 2% in the treatment of melasma in females. J Cosmet Dermatol. 2014 Jun;13(2):86-90. doi: 10.1111/jocd.12089. PubMed PMID: 24910270.
2: Katoulis AC, Alevizou A, Bozi E, Makris M, Zafeiraki A, Mantas N, Kousta F, Mistidou M, Kanelleas A, Stavrianeas NG. A randomized, double-blind, vehicle-controlled study of a preparation containing undecylenoyl phenylalanine 2% in the treatment of solar lentigines. Clin Exp Dermatol. 2010 Jul;35(5):473-6. doi: 10.1111/j.1365-2230.2009.03605.x. Epub 2009 Oct 23. PubMed PMID: 19874316.
3: Bissett DL, Robinson LR, Raleigh PS, Miyamoto K, Hakozaki T, Li J, Kelm GR. Reduction in the appearance of facial hyperpigmentation by topical N-undecyl-10-enoyl-L-phenylalanine and its combination with niacinamide. J Cosmet Dermatol. 2009 Dec;8(4):260-6. doi: 10.1111/j.1473-2165.2009.00470.x. PubMed PMID: 19958429.
4: Dreher F, Draelos ZD, Gold MH, Goldman MP, Fabi SG, Puissegur Lupo ML. Efficacy of hydroquinone-free skin-lightening cream for photoaging. J Cosmet Dermatol. 2013 Mar;12(1):12-7. doi: 10.1111/jocd.12025. PubMed PMID: 23438137.
5: Gold MH, Biron J. Efficacy of a novel hydroquinone-free skin-brightening cream in patients with melasma. J Cosmet Dermatol. 2011 Sep;10(3):189-96. doi: 10.1111/j.1473-2165.2011.00573.x. PubMed PMID: 21896130.
6: Osborne R, Hakozaki T, Laughlin T, Finlay DR. Application of genomics to breakthroughs in the cosmetic treatment of skin ageing and discoloration. Br J Dermatol. 2012 Jun;166 Suppl 2:16-9. doi: 10.1111/j.1365-2133.2012.10960.x. Review. PubMed PMID: 22670614.
