5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

• ChemBase ID: 125901
• Molecular Formular: C21H20O10
• Molecular Mass: 432.3775
• Monoisotopic Mass: 432.10564684
• SMILES: O=c1c2c(O)cc(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)CO)cc2oc(c2ccc(O)cc2)c1
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1
• InChIKey: KMOUJOKENFFTPU-QNDFHXLGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
• IUPAC Traditional name: apigenin 7-o-β-glucoside
• Synonyms: Apigetrin; Cosmosiine; Cosmetin; Cosmosiin; Cosmosioside; Thalictiin; Cosmosin; Apigenin 7-glucoside; Apigenin 7-O-glucoside; Apigetrin; Apigenin 7-glucoside; Cosmosiin; 大波斯菊苷; 芹黄素-7-葡糖苷; 芹甙元-7-葡萄糖苷

Database IDs

• CAS Number: 578-74-5
• EC Number: 209-430-5
• MDL Number: MFCD00016787
• Beilstein Number: 65669
• PubChem SID: 162220245; 24868305
• PubChem CID: 5280704
• CHEBI ID: 16778
• CHEMBL: 1159512
• Chemspider ID: 4444290
• Wikipedia Title: Apigetrin

CALCULATED PROPERTIES

• Acid pKa: 7.29764
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): 0.43180677
• LogD (pH = 7.4): 0.0768863
• Log P: 0.43862104
• Molar Refractivity: 105.0583 cm^3
• Polarizability: 40.837116 Å^3
• Polar Surface Area: 166.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Yellow powder
• Melting Point: °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.0% (HPLC); 98.5
• Grade: analytical standard; primary reference standard
• Empirical Formula (Hill Notation): C21H20O10