| Identification | Back Directory | [Name]
CUBEBIN | [CAS]
18423-69-3 | [Synonyms]
CUBEBIN
Cubebine
Aids002469
Aids-002469
CUBEBIN(RG)
.beta.-Cubebin
tetrahydro-3,4-dipiperonylfuran-2-ol
2-Furanol, tetrahydro-3,4-dipiperonyl-
3,4-Bis[(1,3-benzodioxol-5-yl)methyl]tetrahydrofuran-2-ol
2-Furanol, 3,4-bis(1,3-benzodioxol-5-ylmethyl)tetrahydro-, (2S,3R,4R)-
[[3R,(-)]-3α,4β-Bis[(1,3-benzodioxole-5-yl)methyl]tetrahydrofuran]-2-ol | [EINECS(EC#)]
242-300-6 | [Molecular Formula]
C20H20O6 | [MDL Number]
MFCD00213880 | [MOL File]
18423-69-3.mol | [Molecular Weight]
356.37 |
| Chemical Properties | Back Directory | [Melting point ]
131-132°C | [alpha ]
D14 -17° (acetone) | [Boiling point ]
409.21°C (rough estimate) | [density ]
1.2029 (rough estimate) | [refractive index ]
1.4450 (estimate) | [pka]
13.04±0.60(Predicted) | [LogP]
3.340 (est) |
| Hazard Information | Back Directory | [Uses]
Cubebin is a dibenzylbutyrolactone lignan isolated from the crude hexane extract of the leaves of Zanthoxyllum naranjillo. Cubebin shows a significant anti-inflammatory activity[1]. | [Definition]
ChEBI: A lignan that consists of tetrahydrofuran-2-ol substituted by two 1,3-benzodioxol-5-ylmethyl groups at positions 3 and 4 respectively (the 2S,3R,4R stereoisomer). It is isolated from the leaves of Pi
er nigrum and exhibits analgesic, anti-inflammatory, antimicrobial and trypanocidal activities. | [References]
[1] Bastos JK, et al. Anti-inflammatory activity of cubebin, a lignan from the leaves of Zanthoxyllum naranjillo Griseb. J Ethnopharmacol. 2001;75(2-3):279-282. DOI:10.1016/s0378-8741(01)00171-4 |
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