Molecule ID: 122706103

IUPAC Name: (2S)-2-[[(5R)-3-(carboxymethylimino)-5-hydroxy-5-(hydroxymethyl)-2-methoxycyclohexen-1-yl]amino]-3-hydroxypropanoic acid

Description: The molecule is a mycosporine-like amino acid that is the ketimine resulting from the formal condensation of the amino group of L-serine with the keto group of (5S)-5-hydroxy-5-(hydroxymethyl)-2-methoxycyclohex-2-en-1-one and in which the hydrogen at position 3 of the cyclohexenone moiety has been replaced by the amino group of glycine. It is an active ingredient found in environmentally friendly sunscreen creams. It has a role as an ultraviolet filter and an antioxidant. It is a mycosporine-like amino acid, a ketimine and a dicarboxylic acid.

SMILES: COC1=C(N[C@@H](CO)C(=O)O)C[C@](O)(CO)CC1=NCC(=O)O

SELFIES: [C][O][C][=C][Branch1][N][N][C@@H1][Branch1][Ring1][C][O][C][=Branch1][C][=O][O][C][C@][Branch1][C][O][Branch1][Ring1][C][O][C][C][Ring1][S][=N][C][C][=Branch1][C][=O][O]

InChI: InChI=1S/C13H20N2O8/c1-23-11-7(14-4-10(18)19)2-13(22,6-17)3-8(11)15-9(5-16)12(20)21/h9,15-17,22H,2-6H2,1H3,(H,18,19)(H,20,21)/t9-,13-/m0/s1

Molecular Properties:
- Polar Surface Area: 169.0 Ų
- LogP: -2.2