16-hydroxy-10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1(9),2,7-trien-12-one

• ChemBase ID: 104050
• Molecular Formular: C22H22O8
• Molecular Mass: 414.40528
• Monoisotopic Mass: 414.13146766
• SMILES: COc1cc(cc(OC)c1OC)C1C2C(COC2=O)C(O)c2c1cc1OCOc1c2
• Canonical SMILES: COc1cc(cc(c1OC)OC)C1C2C(=O)OCC2C(c2c1cc1OCOc1c2)O
• InChI: InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3
• InChIKey: YJGVMLPVUAXIQN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 16-hydroxy-10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1(9),2,7-trien-12-one; 16-hydroxy-10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0^3,^7.0^1^1,^1^5]hexadeca-1(9),2,7-trien-12-one
• IUPAC Traditional name: picropodophyllin
• Synonyms: Podophyllinic Acid Lactone; PODOPHYLLOTOXIN; 16-hydroxy-10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1(9),2,7-trien-12-one

Database IDs

• CAS Number: 518-28-5
• EC Number: 208-250-4
• MDL Number: MFCD00066759
• PubChem SID: 162090996
• PubChem CID: 4865

CALCULATED PROPERTIES

• Acid pKa: 14.015751
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 1.6227983
• LogD (pH = 7.4): 1.6227982
• Log P: 1.6227983
• Molar Refractivity: 103.905 cm^3
• Polarizability: 41.000076 Å^3
• Polar Surface Area: 92.68 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 183 - 184°C; 183-184°C
• Hydrophobicity(logP): 1.044

Safety Information

• Storage Condition: 2-8°C
• RTECS: LV2500000
• European Hazard Symbols: Toxic (T)
• UN Number: 3172
• Hazard Class: 6.1
• Packing Group: I
• Australian Hazchem: 2X
• Risk Statements: R:27
• Safety Statements: S:28-29-36/37/39-45
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 153

Product Information

• Purity: ≥98%; 95%

DETAILS

MP Biomedicals - 02154253

A potent inhibitor of microtubule assembly. Purity: ≥98%