| Identification | Back Directory | [Name]
LACTUCIN | [CAS]
1891-29-8 | [Synonyms]
LACTUCIN
Lactucine
(3aR)-3,3aβ,4,5,9aβ,9bα-Hexahydro-4α-hydroxy-9-(hydroxymethyl)-6-methyl-3-methyleneazuleno[4,5-b]furan-2,7-dione
(3aR,4S,9aS,9bR)-3,3a,4,5,9a,9b-Hexahydro-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methyleneazuleno[4,5-b]furan-2,7-dione | [Molecular Formula]
C15H16O5 | [MDL Number]
MFCD24849263 | [MOL File]
1891-29-8.mol | [Molecular Weight]
276.28 |
| Chemical Properties | Back Directory | [Melting point ]
228-233° | [alpha ]
D +49° (c = 0.90 in methanol), +77.9° (c = 3.44 in pyridine) | [Boiling point ]
575.6±50.0 °C(Predicted) | [density ]
1.39±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
solid | [pka]
13.53±0.60(Predicted) | [Contact allergens]
Lactucin, as lactucopicrin, is a sesquiterpene lactone contained in lettuce (Lactuca sativa L.) | [LogP]
0.330 (est) | [CAS DataBase Reference]
1891-29-8 |
| Hazard Information | Back Directory | [Definition]
ChEBI: An azulenofuran that is 3-methylidene-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione carrying additional hydroxy, methyl and hydroxymethyl substituents at positions 4, 6 and 9 respectively (the 3aR,4S,9
S,9bR-diastereomer). Found in chicory. | [Description]
Lactucin, as lactucopicrin, is a sesquiterpene lactone
contained in lettuce (Lactuca sativa).
| [Uses]
Lactucin is an anti-inflammatory agent. Lactucin induces cancer cell apoptosis. Lactucin also shows analgesic, anticancer and antimalarial activities[1][2][3][4]. | [in vivo]
Lactucin (15 and 30 mg/kg; i.p.; once) decreases the spontaneous locomotor activity and shows analgesic properties in mice[2]. | Animal Model: | Male Albino-Swiss mice (18-24 g)[2] | | Dosage: | 15 and 30 mg/kg | | Administration: | Intraperitoneal injection, once | | Result: | Decreased the spontaneous locomotor activity and showed analgesic properties in the hot plate test. |
| [References]
[1] Dang T, et al. Sesquiterpenoids with diverse carbon skeletons from the roots of Cichorium glandulosum and their anti-inflammatory activities. Fitoterapia. 2019 Jul;136:104170. DOI:10.1016/j.fitote.2019.104170
[2] Gromek D, et al. Biologically active preparations from Lactuca virosa L. Phytotherapy Research, 1992, 6(5): 285-287.
[3] Zhang F H, et al. Lactucin induces potent anti-cancer effects in HL-60 human leukemia cancer cells by inducing apoptosis and sub-G1 cell cycle arrest. Bangladesh Journal of Pharmacology, 2016, 11(2): 478-484.
[4] Bischoff TA, et al. Antimalarial activity of lactucin and lactucopicrin: sesquiterpene lactones isolated from Cichorium intybus L. J Ethnopharmacol. 2004 Dec;95(2-3):455-7. DOI:10.1016/j.jep.2004.06.031 |
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ChemeGen
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18818260767 |
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https://www.chemegen.com |
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