| Identification | Back Directory | [Name]
diphyllin | [CAS]
22055-22-7 | [Synonyms]
NSC 309691
Diphyllin >=98% (HPLC)
Diphyllin【naphthofuran】
9-(1,3-Benzodioxol-5-yl)-4-hydroxy-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-one
9-(1,3-benzodioxol-5-yl)-4-hydroxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
Benz[f]isobenzofuran-1(3H)-one,9-(1,3-benzodioxol-5-yl)-4-hydroxy-6,7-dimethoxy-
Naphtho[2,3-c]furan-1(3H)-one, 9-(1,3-benzodioxol-5-yl)-4-hydroxy-6,7-dimethoxy-
4-Hydroxy-6,7-dimethoxy-9-(1,3-benzodioxole-5-yl)-1,3-dihydronaphtho[2,3-c]furan-1-one | [Molecular Formula]
C21H16O7 | [MDL Number]
MFCD00808222 | [MOL File]
22055-22-7.mol | [Molecular Weight]
380.35 |
| Chemical Properties | Back Directory | [Melting point ]
290℃ (methanol ) | [Boiling point ]
638.8±55.0 °C(Predicted) | [density ]
1.445±0.06 g/cm3 (20 ºC 760 Torr) | [storage temp. ]
2-8°C | [solubility ]
Soluble in DMSO | [form ]
powder | [pka]
7.82±0.20(Predicted) | [color ]
white to light brown | [InChI]
InChI=1S/C21H16O7/c1-24-15-6-11-12(7-16(15)25-2)20(22)13-8-26-21(23)19(13)18(11)10-3-4-14-17(5-10)28-9-27-14/h3-7,22H,8-9H2,1-2H3 | [InChIKey]
VMEJANRODATDOF-UHFFFAOYSA-N | [SMILES]
O1CC2=C(O)C3C(C(C4=CC=C5OCOC5=C4)=C2C1=O)=CC(OC)=C(OC)C=3 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale yellow crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO. It is derived from the rhizomes of Sinopodophyllum hexandrum (Royle) Ying and Dysosma versipellis (Hance) M. Cheng ex Ying. | [Uses]
Diphyllin has been used to study its antibacterial and antibiofilm activities against fish pathogens. | [Definition]
ChEBI: Diphyllin is a lignan. | [General Description]
Diphyllin, a major glycoside compound, is a plant-derived lignan. It is present in Cleistanthus collinus. | [Biochem/physiol Actions]
Diphyllin is a natural arylnaphthalene that exhibits potent anticancer and antiviral activities. It is a potent inhibitor of vacuolar H(+)-ATPase (V-ATPase) that inhibits lysosomal acidification in osteoclasts. | [in vivo]
Diphyllin (20 mg/kg; oral; once a day; for 10 consecutive days) significantly inhibits the tumor growth of SGC7901 cells in mice, reduced tumor weight, downregulated the expression of V-ATPase in tumor tissues, and reduced the levels of MMP-2 and MMP-9 in serum[4].
| [IC 50]
HIV-1: 0.38 μM (IC50); Vacuolar type H+-ATPase: 17 nM (IC50); Vesicular stomatitis virus (VSV) |
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