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Lactucin

Lactucin structure

Lactucin 

structure
  • CAS No:

    1891-29-8

  • Formula:

    C15H16O5

  • Chemical Name:

    Lactucin

  • Synonyms:

    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)-;Lactucin;Azuleno[4,5-b]furan-2,7-dione,3,3a,4,5,9a,9b-hexahydro-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylene-,[3aR-(3aα,4β,9aα,9bβ)]-;(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;1400-19-7;81241-45-4

Description

Lactucin is 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,9aS,9bR-diastereomer). Found in chicory. It has a role as an antimalarial, a sedative and a plant metabolite. It is a sesquiterpene lactone, an azulenofuran, a cyclic terpene ketone, an enone, a primary alcohol and a secondary alcohol.

Lactucin Basic Attributes

276.28 g/mol

276.28

R6E2918904

Characteristics

83.8 Ų

226 °C

Drug Information

11beta,13-dihydrolactucin

Computed Properties

Molecular Weight:276.28
XLogP3:-0.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:276.09977361
Monoisotopic Mass:276.09977361
Topological Polar Surface Area:83.8
Heavy Atom Count:20
Complexity:583
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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