Molecule

Agroclavine

AlkaPlorer ID: AK003041

Synonym: None

IUPAC Name: (6aR,10aR)-7,9-dimethyl-6,6a,8,10a-tetrahydro-4H-indolo[4,3-fg]quinoline

Structure

SMILES: CC1=C[C@@H]2C3=C4C(=CNC4=CC=C3)C[C@H]2N(C)C1

InChI: InChI=1S/C16H18N2/c1-10-6-13-12-4-3-5-14-16(12)11(8-17-14)7-15(13)18(2)9-10/h3-6,8,13,15,17H,7,9H2,1-2H3/t13-,15-/m1/s1

InChIKey: XJOOMMHNYOJWCZ-UKRRQHHQSA-N

Reference

ERGOT ALKALOID CONTENTS OF Ipomoea lacunosa, I. hederaceae, I. trichocarpa, AND I. purpurea SEED

PubChem CID: 73484

CAS: 548-42-5

LOTUS: LTS0158018

NPASS: NPC206819

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
None	Penicillium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
None	Penicillium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 238.334

TPSA？: 19.03

MolLogP？: 3.0679000000000007

Number of H-Donors: 1

Number of H-Acceptors: 1

RingCount: 4

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bos taurus	Dopamine D2 receptor	IC50	890.0	nM	10.1021/jm00059a017
Caenorhabditis elegans	Cytoplasmic zinc-finger protein	EC50	11174.0	nM	None
Caenorhabditis elegans	Zinc finger protein mex-5	EC50	8672.0	nM	None
Escherichia coli K-12	Beta-lactamase AmpC	Potency	39810.7	nM	None
Homo sapiens	Aldehyde dehydrogenase 1A1	Potency	25118.9	nM	None
Homo sapiens	Ataxin-2	Potency	25118.9	nM	None
Homo sapiens	Cytochrome P450 2D6	Potency	1995.3	nM	None
Homo sapiens	DNA-(apurinic or apyrimidinic site) lyase	Potency	3548.1	nM	None
Homo sapiens	DNA dC->dU-editing enzyme APOBEC-3F	Potency	15848.9	nM	None
Homo sapiens	Dopamine D3 receptor	Potency	89.1	nM	None
Homo sapiens	Flap endonuclease 1	Potency	50118.7	nM	None
Homo sapiens	Glutaminase kidney isoform, mitochondrial	Potency	17782.8	nM	None
Homo sapiens	GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1	Potency	56234.1	nM	None
Homo sapiens	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Potency	3548.1	nM	None
Homo sapiens	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Potency	44668.4	nM	None
Homo sapiens	Histone-lysine N-methyltransferase MLL	Potency	31622.8	nM	None
Homo sapiens	Importin subunit beta-1/Snurportin-1	Potency	100000.0	nM	None
Homo sapiens	Keap1/Nrf2	AC50	38410.0	nM	None
Homo sapiens	Kelch-like ECH-associated protein 1	Max_Activity_Concent	50.0	uM	None
Homo sapiens	Menin/Histone-lysine N-methyltransferase MLL	Potency	28183.8	nM	None
Homo sapiens	Microtubule-associated protein tau	Potency	14125.4	nM	None
Homo sapiens	Microtubule-associated protein tau	Potency	15848.9	nM	None
Homo sapiens	Muscleblind-like protein 1	Potency	11220.2	nM	None
Homo sapiens	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	Potency	67455.5	nM	None
Homo sapiens	Serine/threonine-protein kinase PLK1	Potency	26679.5	nM	None
Homo sapiens	Tumor susceptibility gene 101 protein	Potency	29062.8	nM	None
Homo sapiens	Tumor susceptibility gene 101 protein	Potency	50118.7	nM	None
Homo sapiens	Tyrosine-protein kinase BLK	IC50	nan	nM	10.1016/s0960-894x(98)00072-9
Homo sapiens	Tyrosine-protein kinase LCK	IC50	nan	nM	10.1016/s0960-894x(98)00072-9
Homo sapiens	Tyrosine-protein kinase SYK	IC50	nan	nM	10.1016/s0960-894x(98)00072-9
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	23109.3	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	29092.9	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	32642.7	nM	None
Homo sapiens	Ubiquitin carboxyl-terminal hydrolase 1	Potency	35481.3	nM	None
Homo sapiens	Vitamin D receptor	Potency	50118.7	nM	None
Plasmodium falciparum	Plasmodium falciparum	Potency	4147.5	nM	None
Rattus norvegicus	Inositol monophosphatase 1	Potency	31622.8	nM	None
Rattus norvegicus	Rattus norvegicus	Average turns/first 15 min	95.0	None	10.1021/jm00181a021
Rattus norvegicus	Rattus norvegicus	Inhibition	11.7	ng ml-1	10.1021/jm00181a021
Rattus norvegicus	Rattus norvegicus	Inhibition	63.0	%	10.1021/jm00181a021
Rattus norvegicus	Rattus norvegicus	Rat turning	100.0	%	10.1021/jm00181a021
Rattus norvegicus	Serotonin 1 (5-HT1) receptor	IC50	140.0	nM	10.1021/jm00403a007
Rattus norvegicus	Serotonin 2 (5-HT2) receptor	IC50	270.0	nM	10.1021/jm00403a007
Rattus norvegicus	Thioredoxin reductase 1, cytoplasmic	Potency	2511.9	nM	None
Rattus norvegicus	Thioredoxin reductase 1, cytoplasmic	Potency	4744.4	nM	None
Schistosoma mansoni	Thioredoxin glutathione reductase	Potency	2238.7	nM	None
None	NON-PROTEIN TARGET	Anticonvulsant activity	nan	None	10.1016/s0960-894x(03)00535-3
None	Unchecked	Activity	90.0	%	10.1021/np50009a003
None	Unchecked	EC50	110000.0	nM	None
None	Unchecked	Inhibition	nan	%	10.1038/nchembio873
None	Unchecked	Potency	2818.4	nM	None
None	Unchecked	Potency	11220.2	nM	None
None	Unchecked	Potency	28183.8	nM	None
None	Unchecked	Selectivity ratio	2.0	None	10.1021/jm00403a007

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT007009	CC1=C[C@@H]2c3cccc4[nH]cc(c34)C[C@H]2N(C)C1>>CC1=C[C@@H]2c3cccc4[nH]cc(c34)C[C@H]2[N+](C)=C1	R10229
AKRT007010	CC1=C[C@@H]2c3cccc4[nH]cc(c34)C[C@H]2N(C)C1>>CN1CC(CO)=C[C@@H]2c3cccc4[nH]cc(c34)C[C@H]21	RXN-11411
AKRT007011	CC1=C[C@@H]2c3cccc4[nH]cc(c34)C[C@H]2[N+](C)=C1>>CC1=C[C@@H]2c3cccc4[nH]cc(c34)C[C@H]2N(C)C1	RXN-11390
AKRT010866	CN[C@@H]1Cc2c[nH]c3cccc(c23)[C@H]1/C=C(\C)CO>>CC1=C[C@@H]2c3cccc4[nH]cc(c34)C[C@H]2N(C)C1	MNXR176013