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(Q105203857)
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Malacitanolide
chemical compound
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Statements
instance of
type of chemical entity
0 references
subclass of
(9-formyl-6-hydroxy-5a-methyl-3-methylidene-2-oxo-4,5,6,7,8,9,9a,9b-octahydro-3aH-benzo[g][1]benzofuran-4-yl) 3,4-dihydroxy-2-methylidenebutanoate
1 reference
based on heuristic
inferred from SMILES
mass
394.162767792
dalton
1 reference
based on heuristic
inferred from SMILES
stereoisomer of
4-Epi-malacitanolide
2 references
based on heuristic
inferred from InChIKey
based on heuristic
inferred from InChI
[(3aR,4S,5aR,6R,9S,9aS,9bR)-9-formyl-6-hydroxy-5a-methyl-3-methylidene-2-oxo-4,5,6,7,8,9,9a,9b-octahydro-3aH-benzo[g][1]benzofuran-4-yl] (3S)-3,4-dihydroxy-2-methylidenebutanoate
1 reference
based on heuristic
inferred from InChI
chemical formula
C₂₀H₂₆O₈
0 references
canonical SMILES
O=CC1CCC(O)C2(C)CC(OC(=O)C(=C)C(O)CO)C3C(=C)C(=O)OC3C12
0 references
isomeric SMILES
C=C(C(=O)O[C@H]1C[C@]2(C)[C@H]([C@@H](C=O)CC[C@H]2O)[C@H]2OC(=O)C(=C)[C@H]12)[C@@H](O)CO
0 references
found in taxon
Centaurea attica
1 reference
stated in
Sesquiterpene lactones from Centaurea thessala and Centaurea attica. Antifungal activity.
Centaurea malacitana
2 references
stated in
Sesquiterpene lactones from Centaurea thessala and Centaurea attica. Antifungal activity.
stated in
Biomimetic cyclization of cnicin to malacitanolide, a cytotoxic eudesmanolide from Centaurea malacitana
Centaurea orphanidea
1 reference
stated in
Secondary metabolites from Centaurea orphanidea
Centaurea spinosa
2 references
stated in
Sesquiterpene lactones from Centaurea spinosa and their antibacterial and cytotoxic activities
stated in
Sesquiterpene lactones from Centaurea spinosa and their antibacterial and cytotoxic activities
Identifiers
InChI
InChI=1S/C20H26O8/c1-9(12(23)8-22)18(25)27-13-6-20(3)14(24)5-4-11(7-21)16(20)17-15(13)10(2)19(26)28-17/h7,11-17,22-24H,1-2,4-6,8H2,3H3/t11-,12+,13+,14-,15-,16-,17+,20+/m1/s1
0 references
InChIKey
OZJAAHIGUMFSHY-MYBIUHGVSA-N
0 references
PubChem CID
10739390
1 reference
stated in
PubChem
retrieved
26 December 2021
inferred from
InChIKey
UniChem compound ID
485471
1 reference
stated in
UniChem
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