Fumigaclavine B

Fumigaclavine B
Names

Other names (8β,9β)-6,8-Dimethylergolin-9-ol
Identifiers
CAS Number	6879-93-2
3D model (JSmol)	Interactive image
ChEBI	CHEBI:67156
ChEMBL	ChEMBL2229125
ChemSpider	28533139
KEGG	C20437
PubChem CID	21589072
UNII	TBQ33F7DSR^Y
InChI InChI=1S/C16H20N2O/c1-9-8-18(2)13-6-10-7-17-12-5-3-4-11(14(10)12)15(13)16(9)19/h3-5,7,9,13,15-17,19H,6,8H2,1-2H3/t9-,13-,15-,16+/m1/s1 Key: JUXRVSRUBIFVKE-BBDZHYCFSA-N
SMILES C[C@H]1CN([C@@H]2Cc3c[nH]c4c3c(ccc4)[C@H]2[C@H]1O)C
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

Fumigaclavine B is an ergoline compound made by certain fungi.

Both 8α and 8β diastereomers (epimers) were named fumigaclavine B in scientific literature.^[1]

References

https://pubchem.ncbi.nlm.nih.gov/compound/46173120#section=Top

^ Wallwey, Christiane; Li, Shu-Ming (2011-03-01). "Ergot alkaloids: structure diversity, biosynthetic gene clusters and functional proof of biosynthetic genes". Natural Product Reports. 28 (3): 496–510. doi:10.1039/C0NP00060D. ISSN 1460-4752. PMID 21186384.

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)