LYCOPODINE

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

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

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

PubMed

Title	Date	PubMed
Comparison of 454-ESTs from Huperzia serrata and Phlegmariurus carinatus reveals putative genes involved in lycopodium alkaloid biosynthesis and developmental regulation.	2010-09-21	20854695
Development of an enantioselective route toward the Lycopodium alkaloids: total synthesis of lycopodine.	2010-08-06	20586477
Lycopodine from Lycopodium clavatum extract inhibits proliferation of HeLa cells through induction of apoptosis via caspase-3 activation.	2010-01-25	19786013
Detection by UPLC/ESI-TOF-MS of alkaloids in three Lycopodiaceae species from French Polynesia and their anticholinesterase activity.	2009-10	19911569
In vitro biological activity screening of Lycopodium complanatum L. ssp. chamaecyparissus (A. Br.) Doll.	2009	19384728
Enantioselective total synthesis of lycopodine.	2008-07-23	18582046
Appraisal of anti-inflammatory potential of the clubmoss, Lycopodium clavatum L.	2007-01-03	16962272
[Development of new synthetic method using organometallic complexes and an application toward natural product synthesis].	2005-01	15635281
The Lycopodium alkaloids.	2004-12	15565253
Anticholinesterase activity in an alkaloid extract of Huperzia saururus.	2004-09	15500266
Ten new Lycopodium alkaloids having the lycopodane skeleton isolated from Lycopodium serratum Thunb.	2003-10	14519922
Miyoshianines A and B, two new lycopodium alkaloids from Huperzia miyoshiana.	2003-06	12865986

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:19:03 GMT 2025` Edited by `admin` on `Mon Mar 31 22:19:03 GMT 2025`
Record UNII	2P5MU968XW
Record Status	`Validated (UNII)`
Record Version

Name

Type

Language

LYCOPODINE

Common Name

English

(-)-LYCOPODINE

Preferred Name

English

1,9-ETHANOBENZO(I)QUINOLIZIN-14-ONE, DODECAHYDRO-11-METHYL-, (1S,8AR,9S,11R,12AR)-

Systematic Name

English

LYCOPODINE [MI]

Common Name

English

(15R)-15-METHYLLYCOPODAN-5-ONE

Common Name

English

LYCOPODAN-5-ONE, 15-METHYL-, (15R)-

Common Name

English

1,9-ETHANOBENZO(I)QUINOLIZIN-14-ONE, DODECAHYDRO-11-METHYL-, (1S-(1.ALPHA.,8A.ALPHA.,9.BETA.,11.ALPHA.,12AS*))-

Systematic Name

English

Code System Code Type Description

MERCK INDEX

m6953