Caffeic-PH
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Caffeic-PH

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Caffeic-PH is a derivative of caffeic acid that combines with the dipeptide Pro-His. This compound has been reported to exhibit significant antioxidant properties, including free radical scavenging and lipid peroxidation inhibition activity. It is considered to be a powerful antioxidant in both hydrophilic and lipophilic systems, likely due to the structure of proline that enables histidine to effectively donate electrons. The addition of short peptides like Pro-His to caffeic acid is believed to synergistically enhance its antioxidative activity. This enhanced antioxidant activity contributes to the skin-tightening effect by protecting the skin from oxidative stress, which can lead to skin laxity and wrinkles. Therefore, CA-PH can be used as a potent dermal therapeutic agent and a useful cosmetic ingredient for skin tightening and anti-aging purposes.

Category
Cosmetic Peptides
Catalog number
BAT-016695
CAS number
1240406-70-5
Molecular Formula
C20H23N5O5
Molecular Weight
413.43
Caffeic-PH
IUPAC Name
(2S)-N-[(2S)-1-amino-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-1-[3-(3,4-dihydroxyphenyl)prop-2-enoyl]pyrrolidine-2-carboxamide
Synonyms
Caffeic acid-Pro-His-NH2; CA-proline-histidine amide; CA-Pro-His-NH2; Caffeoyl-prolyl-histidine amide; 1-[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl]-L-prolyl-L-histidinamide; Coumaroyl(3-OH)-Pro-His-NH2; N-(3-Hydroxycoumaroyl)-L-prolyl-L-histidinamide; (S)-N-((S)-1-Amino-3-(1H-imidazol-4-yl)-1-oxopropan-2-yl)-1-(3-(3,4-dihydroxyphenyl)acryloyl)pyrrolidine-2-carboxamide; CA-PH
Appearance
White powder
Purity
≥95%
Density
1.460±0.06 g/cm3
Boiling Point
954.1±65.0 °C at 760 mmHg
Sequence
CA-Pro-His-NH2
Storage
Store at -20 °C
InChI
InChI=1S/C20H23N5O5/c21-19(29)14(9-13-10-22-11-23-13)24-20(30)15-2-1-7-25(15)18(28)6-4-12-3-5-16(26)17(27)8-12/h3-6,8,10-11,14-15,26-27H,1-2,7,9H2,(H2,21,29)(H,22,23)(H,24,30)/t14-,15-/m0/s1
InChI Key
CEXFRCHNFKIVAL-GJZGRUSLSA-N
Canonical SMILES
O=C(N)C(NC(=O)C1N(C(=O)C=CC2=CC=C(O)C(O)=C2)CCC1)CC3=CN=CN3
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