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Undecylenoyl phenylalanine

CAS No.
175357-18-3
Chemical Name:
Undecylenoyl phenylalanine
Synonyms
Sepiwhite;LGB UP;Sepiwhite MSH powder ;UNDECYLENOYL PHENYLALANINE;Undecarbonyl phenylalanine;Undecylenoyl Phenylalanine/MSH;Triethyl orthoformate 122-51-0;UNDECYLENOYL PHENYLALANINE USP/EP/BP;UNDECYLENOYL PHENYLALANINE(175357-18-3);N-(1-Oxo-10-undecen-1-yl)-L-phenylalanine
CBNumber:
CB1965399
Molecular Formula:
C20H29NO3
Molecular Weight:
331.45
MDL Number:
MFCD17214414
MOL File:
175357-18-3.mol
Last updated:2024-01-25 17:55:40

Undecylenoyl phenylalanine Properties

Melting point 109-112 °C
Boiling point 540.0±50.0 °C(Predicted)
Density 1.047±0.06 g/cm3(Predicted)
vapor pressure 0-0Pa at 25-60℃
pka 3.63±0.10(Predicted)
InChI 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/h2,9-11,13-14,18H,1,3-8,12,15-16H2,(H,21,22)(H,23,24)/t18-/m0/s1
InChIKey RTBWWWVNZWFNBV-SFHVURJKSA-N
SMILES C(O)(=O)[C@H](CC1=CC=CC=C1)NC(=O)CCCCCCCCC=C
LogP -0.04-3.3 at pH2-7
EWG's Food Scores 1
FDA UNII 271P08C6OD

SAFETY

Risk and Safety Statements

Undecylenoyl phenylalanine Chemical Properties,Uses,Production

Description

Undecylenoyl Phenylalanine is a chemical compound—a substituted amino acid derivative—that is used in skin conditioning agents in different brands of whitening creams and other skin care topical products. The compound helps regulate skin pigmentation, thereby, improving skin tone and its fairness.
Undecylenoyl phenylalanine is a possible antagonist of alpha-melanocyte-stimulatinghormone. It inhibits melanotropin, a melanin stimulator found in the skin. Melanotropin controls tyrosinase activity (tyrosinase being an essential enzyme in the production of melanin), melanin (eumalanin) synthesis and melanosome; therefore, by preventing the production of melanotropin, the pigmentation process is reduced or halted.

Uses

Undecylenoyl phenylalanine is a novel skin-lightening agent, probably acting as α-melanocyte-stimulating hormone (α-MSH) and beta-adrenergic receptor (β-ADR) antagonist.

benefits

Undecylenoyl Phenylalanine has good skin affinity and can control the binding of α-MSH (melanocyte-stimulating hormone) to melanin production factors, thus blocking the process of melanin formation. It can exert a blocking effect on α-MSH at a concentration of 0.001%, while the optimal use concentration is 1%. It can comprehensively inhibit melanin production at multiple levels, resulting in more significant and long-lasting effects.

Clinical Use

A study was done to evaluate the efficacy and safety of a preparation containing undecylenoyl phenylalanine 2% in the topical treatment of solar lentigines. In total, 36 patients with solar lentigines of the hands were randomly assigned to apply the active preparation on one side and the vehicle alone on the other side, twice daily for 12 weeks. Undecylenoyl phenylalanine 2% is a novel depigmenting agent, which possibly acts as an alpha-melanocyte-stimulating hormone antagonist, thus inhibiting melaninogenesis. It achieved a significant lightening of the lesions with minimal side-effects. Most patients were satisfied with the improvement.

Side effects

When taken by mouth: L-phenylalanine is LIKELY SAFE for most people when taken in amounts commonly found in foods. L-phenylalanine is POSSIBLY SAFE when taken as medicine, short-term. D-phenylalanine is POSSIBLY SAFE when used as a single dose of up to 10 grams. There isn't enough reliable information to know if D-phenylalanine is safe when used as more than a single dose.

Mode of action

Undecylenoyl Phenylalanine is a structural analogue of α-MSH that competitively binds to the melanocortin-1 receptor (MC1-R) on melanocytes, leading to the suppression of melanocyte activity and reduced melanin production by inhibiting the production of tyrosinase.

Undecylenoyl phenylalanine Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 158)Suppliers
Supplier Tel Email Country ProdList Advantage
ZhenYiBio Technology Inc
+8615309206328 alexxue@zhenyibio.com China 299 58
Henan Tengmao Chemical Technology Co. LTD
+8615238638457 salesvip2@hntmhg.com China 415 58
Henan Bao Enluo International TradeCo.,LTD
+86-17331933971 +86-17331933971 deasea125996@gmail.com China 2503 58
Shaanxi Haibo Biotechnology Co., Ltd
+undefined18602966907 qinhe02@xaltbio.com China 1000 58
Anhui Ruihan Technology Co., Ltd
+8617756083858 daisy@anhuiruihan.com China 994 58
Nantong Guangyuan Chemicl Co,Ltd
+undefined17712220823 admin@guyunchem.com China 616 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679 +86-18949832763 info@tnjchem.com China 2989 55
Shanxi Naipu Import and Export Co.,Ltd
+86-13734021967 +8613734021967 kaia@neputrading.com China 1011 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293 sales@sdzschem.com China 2931 58

View Lastest Price from Undecylenoyl phenylalanine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Undecylenoyl phenylalanine pictures 2024-04-25 Undecylenoyl phenylalanine
175357-18-3
US $0.00 / kg 1kg 99% 50mt/year Jinan Finer Chemical Co., Ltd
UNDECYLENOYL PHENYLALANINE pictures 2024-04-24 UNDECYLENOYL PHENYLALANINE
175357-18-3
US $100.00-60.00 / kg 100kg 99.99% 100Tons Hebei Dangtong Import and export Co LTD
Undecylenoyl Phenylalanine pictures 2024-04-12 Undecylenoyl Phenylalanine
175357-18-3
US $0.00-0.00 / KG 1KG 99% 10000kg/Month Shaanxi Haibo Biotechnology Co., Ltd

Undecylenoyl phenylalanine Spectrum

UNDECYLENOYL PHENYLALANINE L-Phenylalanine, N-(1-oxo-10-undecen-1-yl)- N-(1-Oxo-10-undecen-1-yl)-L-phenylalanine LGB UP (S,E)-3-phenyl-2-undec-2-enamidopropanoic Acid Nano-Liposomal(Water Soluble) UNDECYLENOYL PHENYLALANINE(MSH) Sepiwhite MSH powder UNDECYLENOYL PHENYLALANINE USP/EP/BP Undecylenoyl Phenylalanine/MSH undecylenoyl phenylalanine CAS 175357-18-3 (S)-3-Phenyl-2-(undec-10-enamido)propanoic acid UNDECYLENOYL PHENYLALANINE(175357-18-3) Sepiwhite Triethyl orthoformate 122-51-0 Undecarbonyl phenylalanine Nano-Liposomal UNDECYLENOYL PHENYLALANINE(MSH) 175357-18-3 175357-18-3