LYCOPODINE

[H][C@@]12CCCN3CCC[C@]4([H])C(=O)C[C@@H]1C[C@@H](C)C[C@]234

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
Miyoshianines A and B, two new lycopodium alkaloids from Huperzia miyoshiana.	2003 Jun	12865986
Ten new Lycopodium alkaloids having the lycopodane skeleton isolated from Lycopodium serratum Thunb.	2003 Oct	14519922
The Lycopodium alkaloids.	2004 Dec	15565253
Anticholinesterase activity in an alkaloid extract of Huperzia saururus.	2004 Sep	15500266
[Development of new synthetic method using organometallic complexes and an application toward natural product synthesis].	2005 Jan	15635281
Appraisal of anti-inflammatory potential of the clubmoss, Lycopodium clavatum L.	2007 Jan 3	16962272
Enantioselective total synthesis of lycopodine.	2008 Jul 23	18582046
In vitro biological activity screening of Lycopodium complanatum L. ssp. chamaecyparissus (A. Br.) Doll.	2009	19384728
Detection by UPLC/ESI-TOF-MS of alkaloids in three Lycopodiaceae species from French Polynesia and their anticholinesterase activity.	2009 Oct	19911569
Development of an enantioselective route toward the Lycopodium alkaloids: total synthesis of lycopodine.	2010 Aug 6	20586477
Lycopodine from Lycopodium clavatum extract inhibits proliferation of HeLa cells through induction of apoptosis via caspase-3 activation.	2010 Jan 25	19786013
Comparison of 454-ESTs from Huperzia serrata and Phlegmariurus carinatus reveals putative genes involved in lycopodium alkaloid biosynthesis and developmental regulation.	2010 Sep 21	20854695

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:48:32 GMT 2023` Edited by `admin` on `Sat Dec 16 08:48:32 GMT 2023`
Record UNII	2P5MU968XW
Record Status	`Validated (UNII)`
Record Version

Name

Type

Language

LYCOPODINE

Common Name

English

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

Systematic Name

English

(-)-LYCOPODINE

Common 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