PCIDB

KNApSAcK Metabolite C00028578

Metabolite

KNApSAcK Entry

id C00028578
Name Methyllycaconitine
CAS RN 21019-30-7
Standard InChI InChI=1S/C37H50N2O10/c1-7-38-17-34(18-49-32(42)20-10-8-9-11-23(20)39-26(40)14-19(2)31(39)41)13-12-25(46-4)36-22-15-21-24(45-3)16-35(43,27(22)28(21)47-5)37(44,33(36)38)30(48-6)29(34)36/h8-11,19,21-22,24-25,27-30,33,43-44H,7,12-18H2,1-6H3/t19-,21+,22+,24-,25-,27+,28-,29+,30-,33?,34-,35+,36?,37?/m0/s1
Standard InChI (Main Layer) InChI=1S/C37H50N2O10/c1-7-38-17-34(18-49-32(42)20-10-8-9-11-23(20)39-26(40)14-19(2)31(39)41)13-12-25(46-4)36-22-15-21-24(45-3)16-35(43,27(22)28(21)47-5)37(44,33(36)38)30(48-6)29(34)36/h8-11,19,21-22,24-25,27-30,33,43-44H,7,12-18H2,1-6H3

Cluster

Phytochemical cluster No. 10
KCF-S cluster No. 166

Link

ChEMBL

By standard InChI
By standard InChI Main Layer CHEMBL223494 CHEMBL387362 CHEMBL510275 CHEMBL1412391 CHEMBL1592980 CHEMBL1620703 CHEMBL1869403 CHEMBL2094019

KEGG

By LinkDB C08699

CTD

By CAS RN C054634

Human Protein / Gene in interaction

21 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
P10635 Cytochrome P450 2D6 Cytochrome P450 2D6 CHEMBL1412391 CHEMBL1741321 (1)
1 / 0
P49798 Regulator of G-protein signaling 4 Unclassified protein CHEMBL1869403 CHEMBL1794499 (1)
2 / 0
P23415 Glycine receptor subunit alpha-1 GLR alpha CHEMBL510275 CHEMBL896290 (1)
1 / 1
P11712 Cytochrome P450 2C9 Cytochrome P450 2C9 CHEMBL1412391 CHEMBL1614027 (1) CHEMBL1741325 (1)
0 / 1
P30926 Neuronal acetylcholine receptor subunit beta-4 CHRN beta CHEMBL510275 CHEMBL653226 (1) CHEMBL829397 (1)
CHEMBL829399 (1) CHEMBL832194 (1)
0 / 0
P32297 Neuronal acetylcholine receptor subunit alpha-3 CHRN alpha CHEMBL510275 CHEMBL653226 (1) CHEMBL829398 (1)
CHEMBL829399 (1)
1 / 0
P43681 Neuronal acetylcholine receptor subunit alpha-4 CHRN alpha CHEMBL510275 CHEMBL828762 (1) CHEMBL832192 (1)
CHEMBL832194 (1)
1 / 1
P17787 Neuronal acetylcholine receptor subunit beta-2 CHRN beta CHEMBL510275 CHEMBL828762 (1) CHEMBL829398 (1)
CHEMBL832192 (1)
1 / 1
P46098 5-hydroxytryptamine receptor 3A NS CHEMBL510275 CHEMBL872295 (1) CHEMBL896285 (1)
CHEMBL896288 (1)
0 / 0
P36544 Neuronal acetylcholine receptor subunit alpha-7 CHRN alpha CHEMBL510275 CHEMBL751840 (1) CHEMBL831106 (1)
CHEMBL871846 (1) CHEMBL896283 (2)
CHEMBL896284 (2) CHEMBL896286 (2)
CHEMBL894076 (2)
0 / 0
P05177 Cytochrome P450 1A2 Cytochrome P450 1A2 CHEMBL1412391 CHEMBL1741322 (1)
0 / 0
Q99714 3-hydroxyacyl-CoA dehydrogenase type-2 Enzyme CHEMBL1412391 CHEMBL1592980 CHEMBL1613910 (2)
3 / 3
P33261 Cytochrome P450 2C19 Cytochrome P450 2C19 CHEMBL1412391 CHEMBL1741323 (1)
1 / 1
P08684 Cytochrome P450 3A4 Cytochrome P450 3A4 CHEMBL1412391 CHEMBL1592980 CHEMBL1614108 (1) CHEMBL1613886 (1)
CHEMBL1741324 (1)
0 / 1
Q15822 Neuronal acetylcholine receptor subunit alpha-2 CHRN alpha CHEMBL510275 CHEMBL829397 (1)
1 / 1
Q8WXA8 5-hydroxytryptamine receptor 3C NS CHEMBL510275 CHEMBL872295 (1)
0 / 0
Q70Z44 5-hydroxytryptamine receptor 3D NS CHEMBL510275 CHEMBL872295 (1)
0 / 0
O95264 5-hydroxytryptamine receptor 3B NS CHEMBL510275 CHEMBL872295 (1)
0 / 0
A5X5Y0 5-hydroxytryptamine receptor 3E NS CHEMBL510275 CHEMBL872295 (1)
0 / 0
Q9UGM1 Neuronal acetylcholine receptor subunit alpha-9 CHRN alpha CHEMBL2094019 CHEMBL1629355 (1)
0 / 0
Q9GZZ6 Neuronal acetylcholine receptor subunit alpha-10 CHRN alpha CHEMBL2094019 CHEMBL1629355 (1)
0 / 0

CTD interaction (42)

compound gene gene name gene description interaction interaction type form reference
pmid
C054634 207 AKT1
AKT
CWS6
PKB
PKB-ALPHA
PRKBA
RAC
RAC-ALPHA
v-akt murine thymoma viral oncogene homolog 1 (EC:2.7.11.1) methyllycaconitine inhibits the reaction [4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone results in increased phosphorylation of and results in increased activity of AKT1 protein] decreases reaction
/ increases activity
/ increases phosphorylation
protein 12511591
C054634 627 BDNF
ANON2
BULN2
brain-derived neurotrophic factor methyllycaconitine inhibits the reaction [Nicotine results in increased secretion of BDNF protein] decreases reaction
/ increases secretion
protein 16790237
C054634 1137 CHRNA4
BFNC
EBN
EBN1
NACHR
NACHRA4
NACRA4
cholinergic receptor, nicotinic, alpha 4 (neuronal) Carbachol inhibits the reaction [methyllycaconitine binds to and results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein]] affects binding
/ decreases activity
/ decreases reaction
protein 14645658
C054634 1137 CHRNA4
BFNC
EBN
EBN1
NACHR
NACHRA4
NACRA4
cholinergic receptor, nicotinic, alpha 4 (neuronal) methyllycaconitine binds to and results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein] affects binding
/ decreases activity
protein 14645658
C054634 1137 CHRNA4
BFNC
EBN
EBN1
NACHR
NACHRA4
NACRA4
cholinergic receptor, nicotinic, alpha 4 (neuronal) methyllycaconitine inhibits the reaction [epibatidine binds to [CHRNA4 protein binds to CHRNB2 protein]] affects binding
/ decreases reaction
protein 14645658
C054634 1137 CHRNA4
BFNC
EBN
EBN1
NACHR
NACHRA4
NACRA4
cholinergic receptor, nicotinic, alpha 4 (neuronal) methyllycaconitine results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein] affects binding
/ decreases activity
protein 14645658
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) methyllycaconitine binds to and results in decreased activity of CHRNA7 protein affects binding
/ decreases activity
protein 10082212
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] inhibits the reaction [Nicotine results in increased abundance of Epinephrine] affects binding
/ decreases activity
/ decreases reaction
/ increases abundance
protein 17498763
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] inhibits the reaction [Nicotine results in increased expression of DBH mRNA] affects binding
/ decreases activity
/ decreases reaction
/ increases expression
protein 17498763
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] inhibits the reaction [Nicotine results in increased expression of TH mRNA] affects binding
/ decreases activity
/ decreases reaction
/ increases expression
protein 17498763
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] inhibits the reaction [Nicotine results in increased phosphorylation of MAPK1 protein] affects binding
/ decreases activity
/ decreases reaction
/ increases phosphorylation
protein 18448488
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] inhibits the reaction [Nicotine results in increased phosphorylation of MAPK3 protein] affects binding
/ decreases activity
/ decreases reaction
/ increases phosphorylation
protein 18448488
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] inhibits the reaction [Nicotine results in increased phosphorylation of STAT3 protein] affects binding
/ decreases activity
/ decreases reaction
/ increases phosphorylation
protein 18448488
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] which results in decreased expression of ITGA2B mRNA affects binding
/ decreases activity
/ decreases expression
protein 21385097
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] which results in decreased expression of ITGA2B protein affects binding
/ decreases activity
/ decreases expression
protein 21385097
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] which results in decreased expression of ITGB3 mRNA affects binding
/ decreases activity
/ decreases expression
protein 21385097
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] which results in decreased expression of ITGB3 protein affects binding
/ decreases activity
/ decreases expression
protein 21385097
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) methyllycaconitine binds to and results in increased activity of CHRNA7 protein affects binding
/ increases activity
protein 17709503
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) [methyllycaconitine binds to and results in increased activity of CHRNA7 protein] which results in increased transport of Calcium affects binding
/ increases activity
/ increases transport
protein 17709503
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) methyllycaconitine inhibits the reaction [[[1-(5-chloro-2,4-dimethoxyphenyl)-3-(5-methylisoxazol-3-yl)urea affects the activity of CHRNA7 protein] co-treated with [PNU-282987 binds to and results in increased activity of CHRNA7 protein]] results in increased uptake of Calcium] affects activity
/ affects binding
/ affects cotreatment
/ decreases reaction
/ increases activity
/ increases uptake
protein 21715663
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) methyllycaconitine inhibits the reaction [Bungarotoxins binds to CHRNA7 protein] affects binding
/ decreases reaction
protein 10216184
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) methyllycaconitine inhibits the reaction [epibatidine binds to CHRNA7 protein] affects binding
/ decreases reaction
protein 21703337
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) methyllycaconitine inhibits the reaction [Nicotine binds to and results in increased activity of CHRNA7 protein] affects binding
/ decreases reaction
/ increases activity
protein 12626641
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) methyllycaconitine inhibits the reaction [PNU-282987 binds to and results in increased activity of CHRNA7 protein] affects binding
/ decreases reaction
/ increases activity
protein 21051662
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) methyllycaconitine inhibits the reaction [pozanicline binds to and results in increased activity of CHRNA7 protein] affects binding
/ decreases reaction
/ increases activity
protein 9336329
C054634 1139 CHRNA7
CHRNA7-2
NACHRA7
cholinergic receptor, nicotinic, alpha 7 (neuronal) methyllycaconitine promotes the reaction [[Nicotine results in increased activity of CHRNA7 protein] which results in increased transport of Calcium] increases activity
/ increases reaction
/ increases transport
protein 17709503
C054634 1141 CHRNB2
EFNL3
nAChRB2
cholinergic receptor, nicotinic, beta 2 (neuronal) Carbachol inhibits the reaction [methyllycaconitine binds to and results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein]] affects binding
/ decreases activity
/ decreases reaction
protein 14645658
C054634 1141 CHRNB2
EFNL3
nAChRB2
cholinergic receptor, nicotinic, beta 2 (neuronal) methyllycaconitine binds to and results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein] affects binding
/ decreases activity
protein 14645658
C054634 1141 CHRNB2
EFNL3
nAChRB2
cholinergic receptor, nicotinic, beta 2 (neuronal) methyllycaconitine inhibits the reaction [epibatidine binds to [CHRNA4 protein binds to CHRNB2 protein]] affects binding
/ decreases reaction
protein 14645658
C054634 1141 CHRNB2
EFNL3
nAChRB2
cholinergic receptor, nicotinic, beta 2 (neuronal) methyllycaconitine results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein] affects binding
/ decreases activity
protein 14645658
C054634 1621 DBH
DBM
dopamine beta-hydroxylase (dopamine beta-monooxygenase) (EC:1.14.17.1) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] inhibits the reaction [Nicotine results in increased expression of DBH mRNA] affects binding
/ decreases activity
/ decreases reaction
/ increases expression
mRNA 17498763
C054634 3674 ITGA2B
BDPLT16
BDPLT2
CD41
CD41B
GP2B
GPIIb
GT
GTA
HPA3
integrin, alpha 2b (platelet glycoprotein IIb of IIb/IIIa complex, antigen CD41) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] which results in decreased expression of ITGA2B mRNA affects binding
/ decreases activity
/ decreases expression
mRNA 21385097
C054634 3674 ITGA2B
BDPLT16
BDPLT2
CD41
CD41B
GP2B
GPIIb
GT
GTA
HPA3
integrin, alpha 2b (platelet glycoprotein IIb of IIb/IIIa complex, antigen CD41) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] which results in decreased expression of ITGA2B protein affects binding
/ decreases activity
/ decreases expression
protein 21385097
C054634 3690 ITGB3
BDPLT16
BDPLT2
CD61
GP3A
GPIIIa
GT
integrin, beta 3 (platelet glycoprotein IIIa, antigen CD61) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] which results in decreased expression of ITGB3 mRNA affects binding
/ decreases activity
/ decreases expression
mRNA 21385097
C054634 3690 ITGB3
BDPLT16
BDPLT2
CD61
GP3A
GPIIIa
GT
integrin, beta 3 (platelet glycoprotein IIIa, antigen CD61) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] which results in decreased expression of ITGB3 protein affects binding
/ decreases activity
/ decreases expression
protein 21385097
C054634 5594 MAPK1
ERK
ERK2
ERT1
MAPK2
P42MAPK
PRKM1
PRKM2
p38
p40
p41
p41mapk
mitogen-activated protein kinase 1 (EC:2.7.11.24) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] inhibits the reaction [Nicotine results in increased phosphorylation of MAPK1 protein] affects binding
/ decreases activity
/ decreases reaction
/ increases phosphorylation
protein 18448488
C054634 5595 MAPK3
ERK-1
ERK1
ERT2
HS44KDAP
HUMKER1A
P44ERK1
P44MAPK
PRKM3
p44-ERK1
p44-MAPK
mitogen-activated protein kinase 3 (EC:2.7.11.24) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] inhibits the reaction [Nicotine results in increased phosphorylation of MAPK3 protein] affects binding
/ decreases activity
/ decreases reaction
/ increases phosphorylation
protein 18448488
C054634 4915 NTRK2
GP145-TrkB
TRKB
trk-B
neurotrophic tyrosine kinase, receptor, type 2 (EC:2.7.10.1) methyllycaconitine inhibits the reaction [Nicotine results in increased expression of NTRK2 protein] decreases reaction
/ increases expression
protein 16790237
C054634 6774 STAT3
APRF
HIES
signal transducer and activator of transcription 3 (acute-phase response factor) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] inhibits the reaction [Nicotine results in increased phosphorylation of STAT3 protein] affects binding
/ decreases activity
/ decreases reaction
/ increases phosphorylation
protein 18448488
C054634 7054 TH
DYT14
DYT5b
TYH
tyrosine hydroxylase (EC:1.14.16.2) [methyllycaconitine binds to and results in decreased activity of CHRNA7 protein] inhibits the reaction [Nicotine results in increased expression of TH mRNA] affects binding
/ decreases activity
/ decreases reaction
/ increases expression
mRNA 17498763
C054634 7124 TNF
DIF
TNF-alpha
TNFA
TNFSF2
tumor necrosis factor methyllycaconitine inhibits the reaction [Nicotine inhibits the reaction [Lipopolysaccharides results in increased secretion of TNF mRNA]] decreases reaction
/ increases secretion
mRNA 21606497
C054634 7538 ZFP36
G0S24
GOS24
NUP475
RNF162A
TIS11
TTP
zfp-36
ZFP36 ring finger protein methyllycaconitine inhibits the reaction [[Nicotine co-treated with Lipopolysaccharides] results in increased expression of ZFP36 mRNA] affects cotreatment
/ decreases reaction
/ increases expression
mRNA 21606497

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (12)

OMIM preferred title UniProt
#300438 17-beta-hydroxysteroid dehydrogenase x deficiency Q99714
#609535 Drug metabolism, poor, cyp2c19-related P33261
#608902 Drug metabolism, poor, cyp2d6-related P10635
#600513 Epilepsy, nocturnal frontal lobe, 1; enfl1 P43681
#605375 Epilepsy, nocturnal frontal lobe, 3; enfl3 P17787
#610353 Epilepsy, nocturnal frontal lobe, 4; enfl4 Q15822
#149400 Hyperekplexia, hereditary 1; hkpx1 P23415
#300705 Mental retardation, x-linked 17; mrx17 Q99714
#300220 Mental retardation, x-linked, syndromic 10; mrxs10 Q99714
#604906 Schizophrenia 9; sczd9 P49798
#181500 Schizophrenia; sczd P49798
#612052 Smoking as a quantitative trait locus 3; sqtl3 P32297

KEGG DISEASE (8)

KEGG disease name UniProt
H00036 Osteosarcoma P08684 (marker)
H01205 Coumarin resistance P11712 (related)
H00807 Autosomal dominant nocturnal frontal lobe epilepsy (ADNFLE) P17787 (related)
P43681 (related)
Q15822 (related)
H00769 Hyperekplexia P23415 (related)
H01171 Poor drug metabolism (PM) P33261 (related)
H00480 Non-syndromic X-linked mental retardation Q99714 (related)
H00658 Syndromic X-linked mental retardation Q99714 (related)
H00925 2-Methyl-3-hydroxybutyryl-CoA dehydrogenase (MHBD) deficiency Q99714 (related)

Diseases related to CTD interactions

7 disease from interactions of metabolites

MeSH disease OMIM compound disease name evidence type reference
pmid
D001259 C054634 Ataxia marker/mechanism
23219611
D001919 C054634 Bradycardia therapeutic
17222905
D006973 C054634 Hypertension therapeutic
17222905
19910175
D018908 C054634 Muscle Weakness marker/mechanism
23219611
D012640 C054634 Seizures marker/mechanism
therapeutic
10565853
10942032
11893908
12679146
12829730
17098430
D013610 C054634 Tachycardia therapeutic
18567834
19910175
D014202 C054634 Tremor marker/mechanism
23219611