diphyllin
diphyllin Basic information
- Product Name:
- diphyllin
- Synonyms:
-
- 4-Hydroxy-6,7-dimethoxy-9-(1,3-benzodioxole-5-yl)-1,3-dihydronaphtho[2,3-c]furan-1-one
- 9-(1,3-Benzodioxol-5-yl)-4-hydroxy-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-one
- Diphyllin【naphthofuran】
- NSC 309691
- 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-
- Diphyllin >=98% (HPLC)
- 9-(1,3-benzodioxol-5-yl)-4-hydroxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
- CAS:
- 22055-22-7
- MF:
- C21H16O7
- MW:
- 380.35
- Mol File:
- 22055-22-7.mol
diphyllin Chemical Properties
- 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
- pka
- 7.82±0.20(Predicted)
- form
- powder
- 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
diphyllin Usage And Synthesis
Chemical Properties
Pale yellow crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, from the rhizomes of Sinopodophyllum hexandrum (Royle) Ying; 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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diphyllin(22055-22-7)Related Product Information
- 2,3-Dihydroxynaphthalene
- 6-METHOXY-1-NAPHTHOL
- 6-METHOXY-2-NAPHTHOIC ACID
- 1,3-DIMETHYLNAPHTHALENE
- 6-Hydroxy-2-naphthoic acid
- 1,7-Dihydroxynaphthalene
- 1,6-Dihydroxynaphthalene
- 2-Methyl-3-biphenylmethanol
- 2,6-Dimethylbenzoic acid
- 2-BIPHENYL-(3'-METHOXY)CARBOXYLIC ACID
- 7-Methyl Phthalide
- Cleistanthin
- 1,2,3-TRIMETHYLNAPHTHALENE
- 7-METHOXY-1-NAPHTHOL
- diphyllin
- 8-METHYL-2-NAPHTHOL
- 7-METHYL-2-NAPHTHOL
- 2-BIPHENYL-[1,3]DIOXOL-5-YL-CARBOXYLIC ACID