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1891-29-8

1891-29-8 Structure

1891-29-8 Structure
IdentificationBack 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 PropertiesBack 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 InformationBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H317
[Precautionary statements ]

P280-P302+P352
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