14-(3,6-dihydroxy-6-methylheptan-2-yl)-4,5,11-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one

• ChemBase ID: 103229
• Molecular Formular: C27H44O6
• Molecular Mass: 464.63466
• Monoisotopic Mass: 464.31378913
• SMILES: CC(C(O)CCC(C)(C)O)C1CCC2(O)C3=CC(=O)C4CC(O)C(O)CC4(C)C3CCC12C
• Canonical SMILES: OC(C(C1CCC2(C1(C)CCC1C2=CC(=O)C2C1(C)CC(O)C(C2)O)O)C)CCC(O)(C)C
• InChI: InChI=1S/C27H44O6/c1-15(20(28)8-9-24(2,3)32)16-7-11-27(33)18-12-21(29)19-13-22(30)23(31)14-25(19,4)17(18)6-10-26(16,27)5/h12,15-17,19-20,22-23,28,30-33H,6-11,13-14H2,1-5H3
• InChIKey: UPEZCKBFRMILAV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 14-(3,6-dihydroxy-6-methylheptan-2-yl)-4,5,11-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one
• IUPAC Traditional name: 14-(3,6-dihydroxy-6-methylheptan-2-yl)-4,5,11-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one
• Synonyms: α-Ecdysone; 2β,3β,14α,22(R),25-Pentahydroxy-7-cholesten-6-one; α-ECDYSTERONE

Database IDs

• CAS Number: 3604-87-3
• EC Number: 222-760-4
• PubChem SID: 162090638
• PubChem CID: 4233007

CALCULATED PROPERTIES

• Acid pKa: 13.507042
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 1.6912082
• LogD (pH = 7.4): 1.6912079
• Log P: 1.6912082
• Molar Refractivity: 127.4247 cm^3
• Polarizability: 50.48899 Å^3
• Polar Surface Area: 118.22 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 239-242°C

Safety Information

• Storage Condition: 0°C, Store Under Nitrogen
• RTECS: FZ8170000

DETAILS

MP Biomedicals - 02151023

Insect moulting hormone.