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Undecylenoyl phenylalanine

CAT: 0013-GTR19172504-01Size: 1 ml x 10 mM (in DMSO)Dry Ice: NoHazardous: No
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CAT#:0013-GTR19172504-01Size:1 ml x 10 mM (in DMSO)
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Description
Undecylenoyl phenylalanine (Sepiwhite MSH) is a synthetic depigmenting agent that functions as a potent α-MSH antagonist, thereby suppressing melanin production. It is widely used in dermatological research to study hyperpigmentation mechanisms and evaluate skin-lightening effects in both cellular and animal models.
CAS Number
175357-18-3
Product Name Alternative
MelanocortinReceptor, Melanocortin Receptor, α-MSH, Sepiwhite msh QD, Undecylenoyl phenylalanine, Undecylenoylphenylalanine
Field of Research
Neuroscience, Pharmacology & Drug Discovery
Purity
≥98% (May vary between batches)
Solubility
DMSO:60 mg/mL (181.02 mM)
Smiles
C ([C@H] (NC (CCCCCCCCC=C) =O) C (O) =O) C1=CC=CC=C1
Molecular Formula
C20H29NO3
Molecular Weight
331.45
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Sepiwhite

The panel concluded that the 115 amino acid alkyl amides listed below are safe in the present practices of use and concentration in cosmetics, when formulated to be non-irritating...Undecylenoyl Phenylalanine...

CAS Number175357-18-3
PubChem CID10308702
IUPAC Name(2S)-3-phenyl-2-(undec-10-enoylamino)propanoic acid
Molecular FormulaC20H29NO3
Molecular Weight331.4
XLogP5.2
Topological Polar Surface Area66.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count13
Heavy Atom Count24
Formal Charge0
Complexity375
SMILES
C=CCCCCCCCCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O
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
Chemical Structure
2D Structure
2D structure of Sepiwhite
CAS: 175357-18-3
CID: 10308702
Formula: C20H29NO3
MW: 331.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight331.4
XLogP35.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count13
Exact Mass331.21474379
Monoisotopic Mass331.21474379
Topological Polar Surface Area66.4 Ų
Heavy Atom Count24
Formal Charge0
Complexity375
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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