(1S,2R,10S,11S,14R,15R,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-15-carbaldehyde

• ChemBase ID: 153359
• Molecular Formular: C21H28O5
• Molecular Mass: 360.44402
• Monoisotopic Mass: 360.193674
• SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@H](C[C@]2([C@H]1CC[C@H]2C(=O)CO)C=O)O
• Canonical SMILES: OCC(=O)[C@@H]1CC[C@@H]2[C@]1(C=O)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C21H28O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,11,14-17,19,22,25H,2-7,9-10H2,1H3/t14-,15-,16-,17-,19+,20-,21+/m0/s1
• InChIKey: PQSUYGKTWSAVDQ-CWZKNBAESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10S,11S,14R,15R,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-15-carbaldehyde
• IUPAC Traditional name: (1S,2R,10S,11S,14R,15R,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-15-carbaldehyde
• Synonyms: 17α-Aldosterone; 17-Isoaldosterone

Database IDs

• CAS Number: 13479-36-2
• PubChem SID: 162247498
• PubChem CID: 54203300

CALCULATED PROPERTIES

• Acid pKa: 13.819593
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.0556679
• LogD (pH = 7.4): 1.0556678
• Log P: 1.0556679
• Molar Refractivity: 96.7918 cm^3
• Polarizability: 37.741665 Å^3
• Polar Surface Area: 91.67 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

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

Product Information

• Empirical Formula (Hill Notation): C21H28O5

DETAILS

Sigma Aldrich - I6378

Linkage
Do not confuse with d-aldosterone, the 17β-isomer.