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Lycopodine

CAT: 0931-T13764-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0931-T13764-01Size:100 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
466-61-5
Target
Caspase, Apoptosis, Lipoxygenase
Related Pathways
Apoptosis, Metabolism, Proteases/Proteasome
Bioactivity
Lycopodine, a bioactive compound derived from Lycopodium clavatum spores, effectively inhibits the proliferation of HeLa cells through the induction of apoptosis. This process is mediated by caspase-3 activation. In refractory prostate cancer cells, Lycopodine triggers apoptosis by modulating 5-lipoxygenase and depolarizing the mitochondrial membrane potential, without altering p53 activity.
Smiles
O=C1[C@@]2([C@]34[C@@]([C@](C1)(C[C@@H](C)C3)[H])(CCC[N@]4CCC2)[H])[H]
Molecular Formula
C16H25NO
Molecular Weight
247.38
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

(-)-Lycopodine

Lycopodine is a quinolizidine alkaloid. It derives from a hydride of a lycopodane.

CAS Number466-61-5
PubChem CID5462445
IUPAC Name(1R,2R,10S,13S,15R)-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadecan-11-one
Molecular FormulaC16H25NO
Molecular Weight247.38
XLogP2.6
Topological Polar Surface Area20.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Heavy Atom Count18
Formal Charge0
Complexity379
SMILES
C[C@@H]1C[C@H]2CC(=O)[C@H]3CCCN4[C@]3(C1)[C@@H]2CCC4
InChI
InChI=1S/C16H25NO/c1-11-8-12-9-15(18)14-5-3-7-17-6-2-4-13(12)16(14,17)10-11/h11-14H,2-10H2,1H3/t11-,12+,13-,14-,16-/m1/s1
InChIKey
BCZFSDNVXODRAJ-JTTNIQEDSA-N
Chemical Structure
2D Structure
2D structure of (-)-Lycopodine
CAS: 466-61-5
CID: 5462445
Formula: C16H25NO
MW: 247.38
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight247.38
XLogP32.6
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass247.193614421
Monoisotopic Mass247.193614421
Topological Polar Surface Area20.3 Ų
Heavy Atom Count18
Formal Charge0
Complexity379
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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