14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0^{3,7}]tetradecan]-9'-ene-10'-carbaldehyde

• ChemBase ID: 105282
• Molecular Formular: C25H36O4
• Molecular Mass: 400.55094
• Monoisotopic Mass: 400.26135963
• SMILES: CC1CC(OC21CCC1(C)CC3C(C(=O)CC3(C)O)C(=CCC21)C=O)C=C(C)C
• Canonical SMILES: O=CC1=CCC2C(CC3C1C(=O)CC3(C)O)(C)CCC12OC(CC1C)C=C(C)C
• InChI: InChI=1S/C25H36O4/c1-15(2)10-18-11-16(3)25(29-18)9-8-23(4)12-19-22(20(27)13-24(19,5)28)17(14-26)6-7-21(23)25/h6,10,14,16,18-19,21-22,28H,7-9,11-13H2,1-5H3
• InChIKey: MWYYLZRWWNBROW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0^{3,7}]tetradecan]-9'-ene-10'-carbaldehyde
• IUPAC Traditional name: 14'-hydroxy-3,3',14'-trimethyl-5-(2-methylprop-1-en-1-yl)-12'-oxospiro[oxolane-2,6'-tricyclo[9.3.0.0^{3,7}]tetradecan]-9'-ene-10'-carbaldehyde
• Synonyms: Cochliobolin A; OPHIOBOLIN A

Database IDs

• CAS Number: 4611-05-6
• PubChem SID: 162092100
• PubChem CID: 5352017

CALCULATED PROPERTIES

• Acid pKa: 10.615091
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.5352538
• LogD (pH = 7.4): 3.5349946
• Log P: 3.5352569
• Molar Refractivity: 115.0438 cm^3
• Polarizability: 44.83165 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 2-8°C
• RTECS: RL1576000

Product Information

• Purity: ≥95%

DETAILS

MP Biomedicals - 02159636

From Helminthosporium sp.
Purity: 95+%
Calmodulin inhibitor.

REFERENCES

• Leung, P.C., et al., Int. J. Biochem., 20: 1351 (1988).