Chanoclavine II

Chanoclavine II
Names

Preferred IUPAC name (2E)-2-Methyl-3-[(4R,5S)-4-(methylamino)-1,3,4,5-tetrahydrobenzo[cd]indol-5-yl]prop-2-en-1-ol
Identifiers
CAS Number	1466-08-6^Y
3D model (JSmol)	Interactive image
ChemSpider	32702224
PubChem CID	15559894
UNII	3ZLN2ZRI6Q^Y
CompTox Dashboard (EPA)	DTXSID10932863
InChI InChI=1S/C16H20N2O/c1-10(9-19)6-13-12-4-3-5-14-16(12)11(8-18-14)7-15(13)17-2/h3-6,8,13,15,17-19H,7,9H2,1-2H3/b10-6+/t13-,15+/m0/s1 Key: SAHHMCVYMGARBT-GJTNBUKJSA-N InChI=1/C16H20N2O/c1-10(9-19)6-13-12-4-3-5-14-16(12)11(8-18-14)7-15(13)17-2/h3-6,8,13,15,17-19H,7,9H2,1-2H3/b10-6+/t13-,15+/m0/s1 Key: SAHHMCVYMGARBT-GJTNBUKJBF
SMILES C/C(=C\[C@@H]1[C@@H](CC2=CNC3=CC=CC1=C23)NC)/CO
Properties
Chemical formula	C₁₆H₂₀N₂O
Molar mass	256.349 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

Chanoclavine II is an ergoline compound produced by certain fungi.

References

Ergolines

Lysergic acid
derivatives

2-Bromo-LSD (BOL-148)
Amesergide
Bromocriptine
Cabergoline
Dihydroergocornine
Dihydroergocristine
Dihydroergocryptine
Dihydroergometrine (Dihydroergonovine, Dihydroergobasine)
Dihydroergosine
Dihydroergotamine
Epicriptine
Ergine (LSA; LA-111; Lysergamide)
Ergocornine
Ergocristine
Ergocryptine
Ergoloid (Dihydroergotoxine)
Ergometrine (Ergonovine, Ergobasine)
Ergometrinine
Ergostine
Ergotamine
Ergotoxine
Ergovaline
Lisuride
LY-215,840
LSH
Lysergic acid
Lysergic acid methyl ester
Lysergol
Mesulergine
Metergoline
MIPLA
Methysergide
Sergolexole

Psychedelic
lysergamides

1B-LSD
1cP-LSD
1P-ETH-LAD
1P-LSD
AL-LAD
ALD-52
BU-LAD
CYP-LAD
Diallyllysergamide (DAL)
Dimethyllysergamide (DAM-57)
ECPLA
Ergonovine
ETFELA
ETH-LAD
IP-LAD
LAMPA
LAE-32
LSD
LPD-824
LSM-775
LSH
LSD-Pip
Lysergic Acid 2-Butylamide
Lysergic Acid 2,4-Dimethylazetidide
Lysergic Acid 3-Pentylamide
Lysergic acid cyclobutylamide
Lysergic acid cyclopentylamide
Methylergometrine (Methylergonovine, Methylergobasine)
MIPLA
MLD-41
PARGY-LAD
PRO-LAD

Clavines

Other
ergolines

Natural
sources

Achnatherum robustum (Sleepy Grass)
Claviceps spp. (Ergot)

Morning glory: Argyreia nervosa (Hawaiian Baby Woodrose), Ipomoea spp.(Morning Glory, Tlitliltzin, Badoh Negro), Rivea corymbosa (Coaxihuitl, Ololiúqui)