2-O-caffeoyl maslinic acid

HCID 178967779

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Grundinformationen

Standard-SMILES: CC1(C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](OC(=O)/C=C/c6ccc(O)c(O)c6)[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1
InChIKey: KTFAOIPNIQQKGY-JNMJKHHHSA-N
Summenformel: C39H54O7
Durchschnittliche Molmasse: 634,8 g/mol
Monoisotopische Masse: 634,38695407

Überblick

2-O-caffeoyl maslinic acid is a pentacyclic triterpenoid that is the 2-O-caffeoyl derivative of maslinic acid. It is isolated from the branch barks of Hippophae rhamnoides and acts as a radical scavenger. It has a role as a metabolite and a radical scavenger. It is a pentacyclic triterpenoid, a member of catechols, a hydroxy monocarboxylic acid and a cinnamate ester. It is functionally related to a trans-caffeic acid and a maslinic acid. It derives from a hydride of an oleanane.

Namen und Bezeichner

Bevorzugter Name: 2-O-caffeoyl maslinic acid
IUPAC: (4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-11-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Namen und Synonyme

2-O-caffeoyl maslinic acidCHEBI:65547(2alpha,3beta)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-hydroxyolean-12-en-28-oic acid(4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-11-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid(2alpha,3beta)-2-(((2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl)oxy)-3-hydroxyolean-12-en-28-oic acid(4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-11-((E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl)oxy-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid2-O-Caffeoyl maslinateRefChem:88806CHEMBL4126277Q27134000

Datenbank-Bezeichner

ChEMBL: CHEMBL4126277
ChEBI: CHEBI:65547
Nikkaji: J2.402.815A

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 8,5
Polarare Oberfläche (TPSA): 124 Å²
H-Brücken-Donoren: 4
H-Brücken-Akzeptoren: 7
Frei drehbare Bindungen: 5
Schwere Atome: 46
Formalladung: 0
Komplexität: 1.300

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