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Inuviscolide

CAT: 0013-GTR19212500-02Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19212500-02Size:50 mg
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Description
Inuviscolide is a small molecule with antineoplastic and anti-inflammatory properties, inducing apoptosis and G2/M phase arrest in human melanoma cells. Its activity supports research in oncology, particularly for investigating cell cycle mechanisms and potential therapeutic applications in both in vitro and in vivo models.
CAS Number
63109-30-8
Field of Research
Cell Biology
Smiles
C[C@]1 (O) [C@]2 ([C@@] (C (=C) C[C@]3 ([C@] (C2) (C (=C) C (=O) O3) [H]) [H]) (CC1) [H]) [H]
Molecular Formula
C15H20O3
Molecular Weight
248.32
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Inuviscolide

Inuviscolide is a sesquiterpene lactone that is decahydroazuleno[6,5-b]furan-2(3H)-one substituted by a hydroxy group at position 5, a methyl group at position 5 and methylidene groups at positions 3 and 8 (the 3aR,4aR,5R,7aS,9aS stereoisomer). Isolated from the aerial parts of Inula hupehensis, it exhibits anti-inflammatory activity. It has a role as an anti-inflammatory agent and a plant metabolite. It is a tertiary alcohol, an organic heterotricyclic compound, a gamma-lactone and a sesquiterpene lactone.

CAS Number63109-30-8
PubChem CID176489
IUPAC Name(3aS,5aS,8R,8aR,9aR)-8-hydroxy-8-methyl-1,5-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydroazuleno[6,5-b]furan-2-one
Molecular FormulaC15H20O3
Molecular Weight248.32
XLogP1.8
Topological Polar Surface Area46.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Heavy Atom Count18
Formal Charge0
Complexity439
SMILES
C[C@]1(CC[C@H]2[C@H]1C[C@H]3[C@H](CC2=C)OC(=O)C3=C)O
InChI
InChI=1S/C15H20O3/c1-8-6-13-11(9(2)14(16)18-13)7-12-10(8)4-5-15(12,3)17/h10-13,17H,1-2,4-7H2,3H3/t10-,11-,12-,13+,15-/m1/s1
InChIKey
GTYUWNQOOLJZBM-XLFUENPSSA-N
Chemical Structure
2D Structure
2D structure of Inuviscolide
CAS: 63109-30-8
CID: 176489
Formula: C15H20O3
MW: 248.32
Interactive 3D Structure
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View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight248.32
XLogP31.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass248.14124450
Monoisotopic Mass248.14124450
Topological Polar Surface Area46.5 Ų
Heavy Atom Count18
Formal Charge0
Complexity439
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

Alternative Products

CatalogName
MBS5815203Inuviscolide

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