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Glaucine

CAT: 0931-T5S2059-03Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-T5S2059-03Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
475-81-0
Target
PDE, Calcium Channel, NF-κB, Dopamine Receptor, MMP, Influenza Virus, Adrenergic Receptor
Related Pathways
Membrane transporter/Ion channel, Neuroscience, Proteases/Proteasome, NF-κB, Metabolism, Microbiology/Virology, GPCR/G Protein
Purity
0.9956
Bioactivity
Glaucine has antitussive, antioxidative potential and antiviral activities, it may be an anti-arthritic agent, it can enhance LPS and zymosan-induced IL-10 production. Glaucine can inhibit the migration and invasion of human breast cancer cells by MMP-9 inhibitory activity, attenuating IκBα and NF-κB activities.
Smiles
O(C)C1=C2C=3[C@](CC=4C2=CC(OC)=C(OC)C4)(N(C)CCC3C=C1OC)[H]
Molecular Formula
C21H25NO4
Molecular Weight
355.43
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

(+)-Glaucine

(S)-glaucine is an aporphine alkaloid that is (S)-1,2,9,10-tetrahydroxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline in which the four phenolic hydrogens have been replaced by methyl groups. It has a role as an antibacterial agent, an antineoplastic agent, a platelet aggregation inhibitor, an antitussive, a muscle relaxant, a NF-kappaB inhibitor, a plant metabolite and a rat metabolite. It is an aporphine alkaloid, an organic heterotetracyclic compound, a polyether and a tertiary amino compound. It is a conjugate base of a (S)-glaucine(1+).

CAS Number475-81-0
PubChem CID16754
IUPAC Name(6aS)-1,2,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
Molecular FormulaC21H25NO4
Molecular Weight355.4
XLogP3.4
Topological Polar Surface Area40.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Heavy Atom Count26
Formal Charge0
Complexity489
SMILES
CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC(=C(C=C43)OC)OC)OC)OC
InChI
InChI=1S/C21H25NO4/c1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20/h9-11,15H,6-8H2,1-5H3/t15-/m0/s1
InChIKey
RUZIUYOSRDWYQF-HNNXBMFYSA-N
Chemical Structure
2D Structure
2D structure of (+)-Glaucine
CAS: 475-81-0
CID: 16754
Formula: C21H25NO4
MW: 355.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight355.4
XLogP33.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass355.17835828
Monoisotopic Mass355.17835828
Topological Polar Surface Area40.2 Ų
Heavy Atom Count26
Formal Charge0
Complexity489
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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