(2S,3S,4S,5R,6R)-6-{[(1S,10R,11S,13R,14R,15S)-5,14-dihydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-13-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 133395
• Molecular Formular: C24H32O9
• Molecular Mass: 464.50548
• Monoisotopic Mass: 464.2046326
• SMILES: C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1C[C@H]([C@@H]2O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)O)O)O)O)O
• Canonical SMILES: OC(=O)[C@H]1O[C@@H](O[C@@H]2C[C@@H]3[C@]([C@H]2O)(C)CC[C@H]2[C@H]3CCc3c2ccc(c3)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C24H32O9/c1-24-7-6-13-12-5-3-11(25)8-10(12)2-4-14(13)15(24)9-16(21(24)29)32-23-19(28)17(26)18(27)20(33-23)22(30)31/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31)/t13-,14-,15+,16-,17+,18+,19-,20+,21+,23-,24+/m1/s1
• InChIKey: FQYGGFDZJFIDPU-JRSYHJKYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6R)-6-{[(1S,10R,11S,13R,14R,15S)-5,14-dihydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-13-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: estriol-16-glucuronide
• Synonyms: 1,3,5(10)-Estratriene-3,16α,17β-triol 16-glucuronide; 3,16α,17β-Trihydroxy-1,3,5(10)-estratriene 16-glucuronide; Estriol 16α-(β-D-glucuronide)

Database IDs

• CAS Number: 1852-50-2
• MDL Number: MFCD00056554
• Beilstein Number: 67674
• PubChem SID: 24894438; 162227672
• PubChem CID: 122281

CALCULATED PROPERTIES

• Acid pKa: 3.4572768
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -0.81267804
• LogD (pH = 7.4): -2.1681907
• Log P: 1.2200366
• Molar Refractivity: 113.5469 cm^3
• Polarizability: 45.549683 Å^3
• Polar Surface Area: 156.91 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: ethanol: soluble10 mg/mL, clear, colorless

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 40
• Safety Statements: 36/37
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H351
• GHS Precautionary statements: P281
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC); ≥97%
• Impurities: ≤13% water
• Empirical Formula (Hill Notation): C24H32O9

DETAILS

Sigma Aldrich - E1877

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. E1877.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.