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Details

Stereochemistry RACEMIC
Molecular Formula C16H25NO
Molecular Weight 247.3758
Optical Activity ( + / - )
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LYCOPODINE, (±)-

SMILES

C[C@@H]1C[C@H]2CC(=O)[C@H]3CCCN4CCC[C@H]2[C@]34C1

InChI

InChIKey=BCZFSDNVXODRAJ-JTTNIQEDSA-N
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

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Comparison of 454-ESTs from Huperzia serrata and Phlegmariurus carinatus reveals putative genes involved in lycopodium alkaloid biosynthesis and developmental regulation.
2010-09-21
Development of an enantioselective route toward the Lycopodium alkaloids: total synthesis of lycopodine.
2010-08-06
Lycopodine from Lycopodium clavatum extract inhibits proliferation of HeLa cells through induction of apoptosis via caspase-3 activation.
2010-01-25
Detection by UPLC/ESI-TOF-MS of alkaloids in three Lycopodiaceae species from French Polynesia and their anticholinesterase activity.
2009-10
In vitro biological activity screening of Lycopodium complanatum L. ssp. chamaecyparissus (A. Br.) Doll.
2009
Enantioselective total synthesis of lycopodine.
2008-07-23
Appraisal of anti-inflammatory potential of the clubmoss, Lycopodium clavatum L.
2007-01-03
[Development of new synthetic method using organometallic complexes and an application toward natural product synthesis].
2005-01
The Lycopodium alkaloids.
2004-12
Anticholinesterase activity in an alkaloid extract of Huperzia saururus.
2004-09
Ten new Lycopodium alkaloids having the lycopodane skeleton isolated from Lycopodium serratum Thunb.
2003-10
Miyoshianines A and B, two new lycopodium alkaloids from Huperzia miyoshiana.
2003-06
Patents
Name Type Language
(15R)-15-METHYLLYCOPODAN-5-ONE, (±)-
Preferred Name English
LYCOPODINE, (±)-
Common Name English
LYCOPODAN-5-ONE, 15-METHYL-, (15R)-(±)-
Common Name English
1,9-ETHANOBENZO(I)QUINOLIZIN-14-ONE, DODECAHYDRO-11-METHYL-, (1R,8AS,9R,11S,12AS)-REL-
Systematic Name English
DL-LYCOPODINE
Common Name English
(±)-LYCOPODINE
Common Name English
Code System Code Type Description
CAS
18688-24-9
Created by admin on Mon Mar 31 21:59:22 GMT 2025 , Edited by admin on Mon Mar 31 21:59:22 GMT 2025
PRIMARY
FDA UNII
NTV9A2GW9H
Created by admin on Mon Mar 31 21:59:22 GMT 2025 , Edited by admin on Mon Mar 31 21:59:22 GMT 2025
PRIMARY