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11β,13-Dihydrolactucopicrin

CAT: 0013-GTR19266031-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19266031-01Size:1 mg
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Description
11β,13-Dihydrolactucopicrin is a terpenoid isolated from chicory exhibiting inhibitory activity against yeast α-glucosidase (IC50=42.49 μM) .
CAS Number
125519-47-3
Field of Research
Metabolism Research
Purity
99.57% (May vary between batches)
Smiles
C (O) C=1[C@@]2 ([C@@]3 ([C@@] ([C@@H] (OC (CC4=CC=C (O) C=C4) =O) CC (C) =C2C (=O) C1) ([C@H] (C) C (=O) O3) [H]) [H]) [H]
Molecular Formula
C23H24O7
Molecular Weight
412.44
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

11beta,13-Dihydrolactucopicrin

11beta,13-dihydrolactucopicrin is a sesquiterpene lactone obtained by formal condensation of the carboxy group of 4-hydroxyphenylacetic acid with the 8-hydroxy group of 11beta,13-dihydrolactucin. Found in chicory. It has a role as a plant metabolite. It is a primary alcohol, a member of phenols, a cyclic terpene ketone, a sesquiterpene lactone, an azulenofuran and an enone. It is functionally related to a 4-hydroxyphenylacetic acid and a lactucin.

CAS Number125519-47-3
PubChem CID14565842
IUPAC Name[(3S,3aR,4S,9aS,9bR)-9-(hydroxymethyl)-3,6-dimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] 2-(4-hydroxyphenyl)acetate
Molecular FormulaC23H24O7
Molecular Weight412.4
XLogP1.2
Topological Polar Surface Area110
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Heavy Atom Count30
Formal Charge0
Complexity802
SMILES
C[C@H]1[C@@H]2[C@H](CC(=C3[C@@H]([C@H]2OC1=O)C(=CC3=O)CO)C)OC(=O)CC4=CC=C(C=C4)O
InChI
InChI=1S/C23H24O7/c1-11-7-17(29-18(27)8-13-3-5-15(25)6-4-13)20-12(2)23(28)30-22(20)21-14(10-24)9-16(26)19(11)21/h3-6,9,12,17,20-22,24-25H,7-8,10H2,1-2H3/t12-,17-,20+,21-,22-/m0/s1
InChIKey
ICJJPTZLMALYBH-ZUQDHHQASA-N
Chemical Structure
2D Structure
2D structure of 11beta,13-Dihydrolactucopicrin
CAS: 125519-47-3
CID: 14565842
Formula: C23H24O7
MW: 412.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight412.4
XLogP31.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Exact Mass412.15220310
Monoisotopic Mass412.15220310
Topological Polar Surface Area110 Ų
Heavy Atom Count30
Formal Charge0
Complexity802
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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