| Identification | Back Directory | [Name]
2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one | [CAS]
68682-01-9 | [Synonyms]
6PNG
(2R/S)-6-PNG
Naringenin 6-Prenyl Racemate
2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one | [Molecular Formula]
C20H20O5 | [MDL Number]
MFCD21364780 | [MOL File]
68682-01-9.mol | [Molecular Weight]
340.37 |
| Chemical Properties | Back Directory | [Melting point ]
212-214 °C(Solv: methanol (67-56-1)) | [Boiling point ]
604.2±55.0 °C(Predicted) | [density ]
1.314±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in DMSO | [form ]
A solid | [pka]
8.06±0.40(Predicted) | [color ]
White to off-white | [Stability:]
Light Sensitive | [Major Application]
food and beverages | [InChI]
1S/C20H20O5/c1-11(2)3-8-14-15(22)9-18-19(20(14)24)16(23)10-17(25-18)12-4-6-13(21)7-5-12/h3-7,9,17,21-22,24H,8,10H2,1-2H3/t17-/m0/s1 | [InChIKey]
YHWNASRGLKJRJJ-KRWDZBQOSA-N | [SMILES]
OC1=C(C(CC(C2=CC=C(O)C=C2)O3)=O)C3=CC(O)=C1CC=C(C)C |
| Hazard Information | Back Directory | [Uses]
6-Prenyl-rac-naringenin is a natural product isolated from Cudrania tricuspidata root which showed growth inhibition against Escherichia coli, Staphylococcus aureus and Klebsiella pneumoniae. | [Definition]
ChEBI: (S)-4',5,7-Trihydroxy-6-prenylflavanone is a member of flavanones. | [in vivo]
(2R/S)-6-PNG (6-Prenylnaringenin; 10-30 mg/kg; i.p.; single dose; 15 min before Na2S) significantly reduced the Na2S-induced nociceptive behavior and/or referred hyperalgesia in onscious mice with intracolonic (i.col.) administration of Na2S, an H2S donor[1].
(2R/S)-6-PNG (30 mg/kg; i.p.) prevents the increased number of phosphorylated ERK-positive cells following i.col. Na2S in laminae I-II, V-VI and X to which the primary afferent neurons project, and the Na2S-induced increase in the phosphorylated ERK-positive cell number[1].
(2R/S)-6-PNG (0.01-1 and 0.1-10 nmol/paw; intraplantar administration) restores the mechanical allodynia induced by partial sciatic nerve ligation (PSNL) and by i.p. administration of Oxaliplatin (OHP) a, respectively, in a dose-dependent manner[1].
(2R/S)-6-PNG (20-30 mg/kg; i.p.) significantly reverses the PSNL-induced allodynia. (2R/S)-6-PNG (10-20 mg/kg; i.p.) significantly reverses the OHP-induced allodynia (5 mg/kg; i.p.; single dose)[1].
| [IC 50]
T-type calcium channel |
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