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ChemicalBook >> CAS DataBase List >>LACTUCIN

LACTUCIN

CAS No.
1891-29-8
Chemical Name:
LACTUCIN
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;Azuleno[4,5-b]furan-2,7-dione, 3,3a,4,5,9a,9b-hexahydro-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylene-, (3aR,4S,9aS,9bR)-
CBNumber:
CB01435898
Molecular Formula:
C15H16O5
Molecular Weight:
276.28
MDL Number:
MFCD24849263
MOL File:
1891-29-8.mol
Last updated:2025-04-18 09:51:25

LACTUCIN Properties

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
pka 13.53±0.60(Predicted)
form solid
LogP 0.330 (est)
CAS DataBase Reference 1891-29-8
FDA UNII R6E2918904
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P280-P302+P352

LACTUCIN price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHL84795 Lactucin phyproof? Reference Substance 1891-29-8 5MG $573 2024-03-01 Buy
Product number Packaging Price Buy
PHL84795 5MG $573 Buy

LACTUCIN Chemical Properties,Uses,Production

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].

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.

Contact allergens

Lactucin, as lactucopicrin, is a sesquiterpene lactone contained in lettuce (Lactuca sativa L.)

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

LACTUCIN Preparation Products And Raw materials

Raw materials

Preparation Products

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LACTUCIN (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 Lactucine Azuleno[4,5-b]furan-2,7-dione, 3,3a,4,5,9a,9b-hexahydro-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylene-, (3aR,4S,9aS,9bR)- 1891-29-8