(1S,2S,5R,6R,7R,10S,12R,13R)-6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.0^{1,10}.0^{2,7}]hexadecane-5,13-diol

• ChemBase ID: 105356
• Molecular Formular: C20H34O4
• Molecular Mass: 338.48156
• Monoisotopic Mass: 338.24570957
• SMILES: OC[C@@]1(O)CC[C@]23C[C@@H]1C[C@@H]2CC[C@H]1[C@](C)(CO)[C@H](O)CC[C@]31C
• Canonical SMILES: OC[C@@]1(O)CC[C@]23C[C@@H]1C[C@@H]2CC[C@@H]1[C@]3(C)CC[C@H]([C@@]1(C)CO)O
• InChI: InChI=1S/C20H34O4/c1-17(11-21)15-4-3-13-9-14-10-19(13,7-8-20(14,24)12-22)18(15,2)6-5-16(17)23/h13-16,21-24H,3-12H2,1-2H3/t13-,14+,15-,16+,17-,18-,19-,20-/m0/s1
• InChIKey: NOFOAYPPHIUXJR-APNQCZIXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5R,6R,7R,10S,12R,13R)-6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.0^{1,10}.0^{2,7}]hexadecane-5,13-diol; (1S,2S,5R,6R,7R,10S,12R,13R)-6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.0^1,^1^0.0^2,^7]hexadecane-5,13-diol
• IUPAC Traditional name: aphidicolin
• Synonyms: APHIDICOLIN

Database IDs

• CAS Number: 38966-21-1
• PubChem SID: 162093594
• PubChem CID: 457964
• CHEMBL: 29711
• Chemspider ID: 10280269
• Wikipedia Title: Aphidicolin

CALCULATED PROPERTIES

• Acid pKa: 13.633374
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 1.0900846
• LogD (pH = 7.4): 1.0900843
• Log P: 1.0900846
• Molar Refractivity: 92.3849 cm^3
• Polarizability: 37.137657 Å^3
• Polar Surface Area: 80.92 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 224°C

Safety Information

• Storage Condition: -20°C
• RTECS: PB9185000

Product Information

• Purity: ≥98%; 98%

DETAILS

MP Biomedicals - 02159883

From Nigrospora sphaerica
Purity: 98%
Inhibits the early S-phase of the cell cycle. DNA polymerase α and Δ reversible inhibitor.

MP Biomedicals - 02199128

Purity:≥98%
Reversible inhibitor of eukaryotic & viral DNA replication. Induces apoptosis in leukemia cell lines & HeLaS3 cells.

REFERENCES

• Levenson, V. and Hamlin, J.L., Nucleic Acids Res. , 21 : 3997, (1994).
• O'Dwyer, P.J., et al., Cancer Res. , 54 : 724, (1994).