Basic information
- CAS
29431-84-3- Standard SMILES
C=C1C(=O)O[C@H]2[C@H]1CC[C@@](C)(O)[C@@]13O[C@@H]1[C@@H]1O[C@]1(C)[C@H]23- InChIKey
KXLUWEYBZBGJRZ-SSISGLGMSA-N- Molecular formula
- C15H18O5
- Average molar mass
- 278.3 g/mol
- Monoisotopic mass
- 278.11542367
Overview
Artecanin is a sesquiterpene lactone.
Names & identifiers
- Preferred name
- Artecanin
- IUPAC
- (1S,2R,5S,9S,10S,11R,13S,14R)-2-hydroxy-2,11-dimethyl-6-methylidene-8,12,15-trioxapentacyclo[8.5.0.01,14.05,9.011,13]pentadecan-7-one
- English name
- (3aS,6aS)-3aβ,5,6,7aβ,7bβ,8a,8bβ,8cβ-Octahydro-6β-hydroxy-6,8aβ-dimethyl-3-methylene-4H-bisoxireno[1,8a:2,3]azuleno[4,5-b]furan-2(3H)-one
- Molecular formula
- C15H18O5
- Molecular weight
- 278.3
Names & synonyms
ArtecaninChrysartemin B29431-84-3UNII-7U3EQ7150L7U3EQ7150LC09302(1S,2R,5S,9S,10S,11R,13S,14R)-2-hydroxy-2,11-dimethyl-6-methylidene-8,12,15-trioxapentacyclo[8.5.0.01,14.05,9.011,13]pentadecan-7-one4H-Bisoxireno(1,8a:2,3)azuleno(4,5-b)furan-2(3H)-one, octahydro-6-hydroxy-6,8a-dimethyl-3-methylene-AC1L9CBWJ39.139EARTECANIN, (+)-CHEBI:2849
Show more names
4H-Bisoxireno[1,8a:2,3]azuleno[4,5-b]furan-2(3H)-one, octahydro-6-hydroxy-6,8a-dimethyl-3-methylene-, (3aS,6R,6aS,7aR,7bS,8aR,8bS,8cS)-(3aS,6aS)-3aβ,5,6,7aβ,7bβ,8a,8bβ,8cβ-Octahydro-6β-hydroxy-6,8aβ-dimethyl-3-methylene-4H-bisoxireno[1,8a:2,3]azuleno[4,5-b]furan-2(3H)-one(3aS,6aS,7aβ,7bβ,8bβ,8cα)-3a,5,6,7a,7b,8a,8b,8c-Octahydro-6β-hydroxy-6,8aβ-dimethyl-3-methylene-4H-bisoxireno[1,8a:2,3]azuleno[4,5-b]furan-2(3H)-one
CHEMBL467832orb3211962DTXSID501318578(1aS,2R,4aS,7aS,7bS,7cR,8aS,8bR)-2-hydroxy-2,7c-dimethyl-5-methyleneoctahydro-2H-bis(oxireno)[2',3':1,8a;2'',3'':2,3]azuleno[4,5-b]furan-6(5H)-oneNS00094042Q27105846(3AS,6AS,7A.BETA.,7B.BETA.,8B.BETA.,8C.ALPHA.)-3A,5,6,7A,7B,8A,8B,8C-OCTAHYDRO-6.BETA.-HYDROXY-6,8A.BETA.-DIMETHYL-3-METHYLENE-4H-BISOXIRENO(1,8A:2,3)AZULENO(4,5-B)FURAN-2(3H)-ONE(3AS,6R,6AS,7AR,7BS,8AR,8BS,8CS)-6-HYDROXY-6,8A-DIMETHYL-3-METHYLENEOCTAHYDRO-4H-BISOXIRENO(2,3:1,8A)AZULENO(4,5-B)FURAN-2(3H)-ONE
Properties
Computed structural properties
- XLogP
- 0.2
- Topological polar surface area
- 71.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 0
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 573
Physicochemical properties
- Melting point
- 262 · 262-263 °C
- Boiling point
- 487.2 · 487.2±45.0 °C(Predicted)
- Density
- 1.43 · 1.43±0.1 g/cm3(Predicted)
- pka
- 14.77 · 14.77±0.40(Predicted)
- FDA UNII
- 7 U3EQ7150L · 7U3EQ7150L
Chemistry & industry
Additional notes
DefinitionChEBI: Artecanin is a sesquiterpene lactone.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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