Metabolite

KNApSAcK Entry

id C00001695
Name Brucine
CAS RN 357-57-3
Standard InChI InChI=1S/C23H26N2O4/c1-27-16-8-14-15(9-17(16)28-2)25-20(26)10-18-21-13-7-19-23(14,22(21)25)4-5-24(19)11-12(13)3-6-29-18/h3,8-9,13,18-19,21-22H,4-7,10-11H2,1-2H3/t13-,18-,19-,21-,22-,23+/m0/s1
Standard InChI (Main Layer) InChI=1S/C23H26N2O4/c1-27-16-8-14-15(9-17(16)28-2)25-20(26)10-18-21-13-7-19-23(14,22(21)25)4-5-24(19)11-12(13)3-6-29-18/h3,8-9,13,18-19,21-22H,4-7,10-11H2,1-2H3

Cluster

Phytochemical cluster No. 4
KCF-S cluster No. 672

Link

ChEMBL

By standard InChI CHEMBL501756
By standard InChI Main Layer CHEMBL501756 CHEMBL1333042 CHEMBL1515857 CHEMBL1573549 CHEMBL2361237

KEGG

By LinkDB C09084

CTD

By CAS RN C083806

Human Protein / Gene in interaction

11 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
Q16637 Survival motor neuron protein Unclassified protein CHEMBL501756 CHEMBL1613842 (1)
4 / 2
P02545 Prelamin-A/C Unclassified protein CHEMBL1333042 CHEMBL1614544 (1)
11 / 10
P08912 Muscarinic acetylcholine receptor M5 Acetylcholine receptor CHEMBL501756 CHEMBL747126 (1) CHEMBL747127 (1)
CHEMBL747133 (1) CHEMBL747134 (1)
0 / 0
O75496 Geminin Unclassified protein CHEMBL501756 CHEMBL2114843 (1) CHEMBL2114780 (1)
0 / 0
P08172 Muscarinic acetylcholine receptor M2 Acetylcholine receptor CHEMBL501756 CHEMBL747609 (1) CHEMBL747610 (1)
CHEMBL747612 (1) CHEMBL749034 (1)
2 / 0
P11229 Muscarinic acetylcholine receptor M1 Acetylcholine receptor CHEMBL501756 CHEMBL750973 (1) CHEMBL750974 (1)
CHEMBL752217 (1) CHEMBL752218 (1)
CHEMBL2215470 (1) CHEMBL2215472 (1)
CHEMBL2215473 (1)
0 / 0
P20309 Muscarinic acetylcholine receptor M3 Acetylcholine receptor CHEMBL501756 CHEMBL745523 (1) CHEMBL745524 (1)
CHEMBL744392 (1) CHEMBL744393 (1)
1 / 0
Q99714 3-hydroxyacyl-CoA dehydrogenase type-2 Enzyme CHEMBL1515857 CHEMBL1613910 (1)
3 / 3
P08173 Muscarinic acetylcholine receptor M4 Acetylcholine receptor CHEMBL501756 CHEMBL744003 (1) CHEMBL744004 (1)
CHEMBL744006 (1) CHEMBL744007 (1)
0 / 0
O00255 Menin Unclassified protein CHEMBL1333042 CHEMBL1515857 CHEMBL1614257 (1) CHEMBL1614531 (1)
2 / 5
Q03164 Histone-lysine N-methyltransferase 2A Enzyme CHEMBL1333042 CHEMBL1515857 CHEMBL1614257 (1) CHEMBL1614531 (1)
1 / 3

CTD interaction (58)

compound gene gene name gene description interaction interaction type form reference
pmid
C083806 581 BAX
BCL2L4
BCL2-associated X protein brucine results in increased expression of BAX protein increases expression
protein 16443926
C083806 596 BCL2
Bcl-2
PPP1R50
B-cell CLL/lymphoma 2 brucine results in decreased expression of BCL2 protein decreases expression
protein 16443926
C083806 836 CASP3
CPP32
CPP32B
SCA-1
caspase 3, apoptosis-related cysteine peptidase (EC:3.4.22.56) brucine results in increased activity of CASP3 protein increases activity
protein 17449162
21684292
C083806 836 CASP3
CPP32
CPP32B
SCA-1
caspase 3, apoptosis-related cysteine peptidase (EC:3.4.22.56) [brucine results in increased activity of CASP9 protein] which results in increased activity of CASP3 protein increases activity
protein 16443926
C083806 836 CASP3
CPP32
CPP32B
SCA-1
caspase 3, apoptosis-related cysteine peptidase (EC:3.4.22.56) brucine results in increased expression of and results in increased activity of CASP3 protein increases activity
/ increases expression
protein 16442763
C083806 836 CASP3
CPP32
CPP32B
SCA-1
caspase 3, apoptosis-related cysteine peptidase (EC:3.4.22.56) Cyclosporine inhibits the reaction [[brucine results in increased activity of CASP9 protein] which results in increased activity of CASP3 protein] decreases reaction
/ increases activity
protein 16443926
C083806 842 CASP9
APAF-3
APAF3
ICE-LAP6
MCH6
PPP1R56
caspase 9, apoptosis-related cysteine peptidase (EC:3.4.22.62) brucine results in increased activity of and results in increased cleavage of CASP9 protein increases activity
/ increases cleavage
protein 16443926
C083806 842 CASP9
APAF-3
APAF3
ICE-LAP6
MCH6
PPP1R56
caspase 9, apoptosis-related cysteine peptidase (EC:3.4.22.62) brucine results in increased activity of CASP9 protein increases activity
protein 21684292
C083806 842 CASP9
APAF-3
APAF3
ICE-LAP6
MCH6
PPP1R56
caspase 9, apoptosis-related cysteine peptidase (EC:3.4.22.62) [brucine results in increased activity of CASP9 protein] which results in increased activity of CASP3 protein increases activity
protein 16443926
C083806 842 CASP9
APAF-3
APAF3
ICE-LAP6
MCH6
PPP1R56
caspase 9, apoptosis-related cysteine peptidase (EC:3.4.22.62) Cyclosporine inhibits the reaction [brucine results in increased activity of and results in increased cleavage of CASP9 protein] decreases reaction
/ increases activity
/ increases cleavage
protein 16443926
C083806 842 CASP9
APAF-3
APAF3
ICE-LAP6
MCH6
PPP1R56
caspase 9, apoptosis-related cysteine peptidase (EC:3.4.22.62) Cyclosporine inhibits the reaction [[brucine results in increased activity of CASP9 protein] which results in increased activity of CASP3 protein] decreases reaction
/ increases activity
protein 16443926
C083806 1128 CHRM1
HM1
M1
M1R
cholinergic receptor, muscarinic 1 brucine affects the reaction [muscarinic toxin 7 binds to CHRM1 protein] affects binding
/ affects reaction
protein 16439611
C083806 1128 CHRM1
HM1
M1
M1R
cholinergic receptor, muscarinic 1 brucine affects the reaction [Pirenzepine analog binds to CHRM1 protein] affects binding
/ affects reaction
protein 15294002
C083806 1128 CHRM1
HM1
M1
M1R
cholinergic receptor, muscarinic 1 brucine analog affects the reaction [Acetylcholine binds to CHRM1 protein] affects binding
/ affects reaction
protein 10069518
C083806 1128 CHRM1
HM1
M1
M1R
cholinergic receptor, muscarinic 1 brucine analog affects the reaction [N-Methylscopolamine binds to CHRM1 protein] affects binding
/ affects reaction
protein 10069518
C083806 1128 CHRM1
HM1
M1
M1R
cholinergic receptor, muscarinic 1 brucine promotes the reaction [(4-(m-Chlorophenylcarbamoyloxy)-2-butynyl)trimethylammonium Chloride binds to CHRM1 protein] affects binding
/ increases reaction
protein 9224827
C083806 1128 CHRM1
HM1
M1
M1R
cholinergic receptor, muscarinic 1 brucine promotes the reaction [5-methylfurtrethonium binds to CHRM1 protein] affects binding
/ increases reaction
protein 9224827
C083806 1128 CHRM1
HM1
M1
M1R
cholinergic receptor, muscarinic 1 brucine promotes the reaction [Acetylcholine binds to CHRM1 protein] affects binding
/ increases reaction
protein 9224827
9495826
C083806 1128 CHRM1
HM1
M1
M1R
cholinergic receptor, muscarinic 1 brucine promotes the reaction [Acetylcholine results in increased activity of CHRM1 protein] increases activity
/ increases reaction
protein 10101037
C083806 1128 CHRM1
HM1
M1
M1R
cholinergic receptor, muscarinic 1 brucine promotes the reaction [Bethanechol binds to CHRM1 protein] affects binding
/ increases reaction
protein 9224827
C083806 1128 CHRM1
HM1
M1
M1R
cholinergic receptor, muscarinic 1 brucine promotes the reaction [Carbachol binds to CHRM1 protein] affects binding
/ increases reaction
protein 9224827
C083806 1128 CHRM1
HM1
M1
M1R
cholinergic receptor, muscarinic 1 brucine promotes the reaction [furtrethonium binds to CHRM1 protein] affects binding
/ increases reaction
protein 9224827
C083806 1128 CHRM1
HM1
M1
M1R
cholinergic receptor, muscarinic 1 brucine promotes the reaction [oxotremorine M binds to CHRM1 protein] affects binding
/ increases reaction
protein 9224827
C083806 1128 CHRM1
HM1
M1
M1R
cholinergic receptor, muscarinic 1 brucine promotes the reaction [Pilocarpine binds to CHRM1 protein] affects binding
/ increases reaction
protein 9224827
C083806 1128 CHRM1
HM1
M1
M1R
cholinergic receptor, muscarinic 1 Quinuclidinyl Benzilate inhibits the reaction [brucine promotes the reaction [Acetylcholine results in increased activity of CHRM1 protein]] decreases reaction
/ increases activity
/ increases reaction
protein 10101037
C083806 1129 CHRM2
HM2
cholinergic receptor, muscarinic 2 brucine analog affects the reaction [Acetylcholine binds to CHRM2 protein] affects binding
/ affects reaction
protein 10069518
C083806 1129 CHRM2
HM2
cholinergic receptor, muscarinic 2 brucine analog affects the reaction [N-Methylscopolamine binds to CHRM2 protein] affects binding
/ affects reaction
protein 10069518
C083806 1129 CHRM2
HM2
cholinergic receptor, muscarinic 2 brucine binds to CHRM2 protein affects binding
protein 15647330
C083806 1129 CHRM2
HM2
cholinergic receptor, muscarinic 2 brucine promotes the reaction [N-Methylscopolamine binds to CHRM2 protein] affects binding
/ increases reaction
protein 9495826
C083806 1131 CHRM3
EGBRS
HM3
cholinergic receptor, muscarinic 3 brucine analog affects the reaction [Acetylcholine binds to CHRM3 protein] affects binding
/ affects reaction
protein 10069518
C083806 1131 CHRM3
EGBRS
HM3
cholinergic receptor, muscarinic 3 brucine analog affects the reaction [N-Methylscopolamine binds to CHRM3 protein] affects binding
/ affects reaction
protein 10069518
C083806 1131 CHRM3
EGBRS
HM3
cholinergic receptor, muscarinic 3 brucine binds to and results in increased activity of CHRM3 protein mutant form affects binding
/ increases activity
protein 20466821
C083806 1131 CHRM3
EGBRS
HM3
cholinergic receptor, muscarinic 3 brucine binds to CHRM3 protein affects binding
protein 15647330
C083806 1131 CHRM3
EGBRS
HM3
cholinergic receptor, muscarinic 3 brucine promotes the reaction [(4-(m-Chlorophenylcarbamoyloxy)-2-butynyl)trimethylammonium Chloride binds to CHRM3 protein] affects binding
/ increases reaction
protein 9224827
C083806 1131 CHRM3
EGBRS
HM3
cholinergic receptor, muscarinic 3 brucine promotes the reaction [5-methylfurtrethonium binds to CHRM3 protein] affects binding
/ increases reaction
protein 9224827
C083806 1131 CHRM3
EGBRS
HM3
cholinergic receptor, muscarinic 3 brucine promotes the reaction [Acetylcholine binds to CHRM3 protein] affects binding
/ increases reaction
protein 9224827
C083806 1131 CHRM3
EGBRS
HM3
cholinergic receptor, muscarinic 3 brucine promotes the reaction [Arecoline binds to CHRM3 protein] affects binding
/ increases reaction
protein 9224827
C083806 1131 CHRM3
EGBRS
HM3
cholinergic receptor, muscarinic 3 brucine promotes the reaction [Bethanechol binds to CHRM3 protein] affects binding
/ increases reaction
protein 9224827
C083806 1131 CHRM3
EGBRS
HM3
cholinergic receptor, muscarinic 3 brucine promotes the reaction [Carbachol binds to CHRM3 protein] affects binding
/ increases reaction
protein 9224827
C083806 1131 CHRM3
EGBRS
HM3
cholinergic receptor, muscarinic 3 brucine promotes the reaction [Carbachol results in increased activity of CHRM3 protein mutant form] increases activity
/ increases reaction
protein 20466821
C083806 1131 CHRM3
EGBRS
HM3
cholinergic receptor, muscarinic 3 brucine promotes the reaction [furtrethonium binds to CHRM3 protein] affects binding
/ increases reaction
protein 9224827
C083806 1131 CHRM3
EGBRS
HM3
cholinergic receptor, muscarinic 3 brucine promotes the reaction [oxotremorine M binds to CHRM3 protein] affects binding
/ increases reaction
protein 9224827
C083806 1131 CHRM3
EGBRS
HM3
cholinergic receptor, muscarinic 3 brucine promotes the reaction [Pilocarpine binds to CHRM3 protein] affects binding
/ increases reaction
protein 9224827
C083806 1132 CHRM4
HM4
M4R
cholinergic receptor, muscarinic 4 brucine analog affects the reaction [Acetylcholine binds to CHRM4 protein] affects binding
/ affects reaction
protein 10069518
C083806 1132 CHRM4
HM4
M4R
cholinergic receptor, muscarinic 4 brucine analog affects the reaction [N-Methylscopolamine binds to CHRM4 protein] affects binding
/ affects reaction
protein 10069518
C083806 1132 CHRM4
HM4
M4R
cholinergic receptor, muscarinic 4 brucine binds to CHRM4 protein affects binding
protein 16709648
C083806 1132 CHRM4
HM4
M4R
cholinergic receptor, muscarinic 4 brucine promotes the reaction [(4-(m-Chlorophenylcarbamoyloxy)-2-butynyl)trimethylammonium Chloride binds to CHRM4 protein] affects binding
/ increases reaction
protein 9224827
C083806 1132 CHRM4
HM4
M4R
cholinergic receptor, muscarinic 4 brucine promotes the reaction [5-methylfurtrethonium binds to CHRM4 protein] affects binding
/ increases reaction
protein 9224827
C083806 1132 CHRM4
HM4
M4R
cholinergic receptor, muscarinic 4 brucine promotes the reaction [Bethanechol binds to CHRM4 protein] affects binding
/ increases reaction
protein 9224827
C083806 1132 CHRM4
HM4
M4R
cholinergic receptor, muscarinic 4 brucine promotes the reaction [Carbachol binds to CHRM4 protein] affects binding
/ increases reaction
protein 9224827
C083806 1132 CHRM4
HM4
M4R
cholinergic receptor, muscarinic 4 brucine promotes the reaction [furtrethonium binds to CHRM4 protein] affects binding
/ increases reaction
protein 9224827
C083806 1132 CHRM4
HM4
M4R
cholinergic receptor, muscarinic 4 brucine promotes the reaction [oxotremorine M binds to CHRM4 protein] affects binding
/ increases reaction
protein 9224827
C083806 1132 CHRM4
HM4
M4R
cholinergic receptor, muscarinic 4 brucine promotes the reaction [Pilocarpine binds to CHRM4 protein] affects binding
/ increases reaction
protein 9224827
C083806 1132 CHRM4
HM4
M4R
cholinergic receptor, muscarinic 4 WIN 62577 inhibits the reaction [brucine binds to CHRM4 protein] affects binding
/ decreases reaction
protein 16709648
C083806 2741 GLRA1
HKPX1
STHE
glycine receptor, alpha 1 brucine analog binds to and results in decreased activity of GLRA1 protein affects binding
/ decreases activity
protein 16687139
C083806 2741 GLRA1
HKPX1
STHE
glycine receptor, alpha 1 brucine binds to and results in decreased activity of GLRA1 protein affects binding
/ decreases activity
protein 15081878
16687139
C083806 5743 PTGS2
COX-2
COX2
GRIPGHS
PGG/HS
PGHS-2
PHS-2
hCox-2
prostaglandin-endoperoxide synthase 2 (prostaglandin G/H synthase and cyclooxygenase) (EC:1.14.99.1) brucine results in decreased expression of PTGS2 protein decreases expression
protein 16442763
17449162
C083806 7124 TNF
DIF
TNF-alpha
TNFA
TNFSF2
tumor necrosis factor brucine results in decreased secretion of TNF protein decreases secretion
protein 21684292

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (24)

OMIM preferred title UniProt
#300438 17-beta-hydroxysteroid dehydrogenase x deficiency Q99714
#100100 Abdominal muscles, absence of, with urinary tract abnormality and cryptorchidism P20309
#103780 Alcohol dependence P08172
#115200 Cardiomyopathy, dilated, 1a; cmd1a P02545
#212112 Cardiomyopathy, dilated, with hypergonadotropic hypogonadism P02545
#605588 Charcot-marie-tooth disease, axonal, type 2b1; cmt2b1 P02545
#181350 Emery-dreifuss muscular dystrophy 2, autosomal dominant; edmd2 P02545
#605130 Hairy elbows, short stature, facial dysmorphism, and developmental delay Q03164
#610140 Heart-hand syndrome, slovenian type P02545
#176670 Hutchinson-gilford progeria syndrome; hgps P02545
#145000 Hyperparathyroidism 1; hrpt1 O00255
#151660 Lipodystrophy, familial partial, type 2; fpld2 P02545
#608516 Major depressive disorder; mdd P08172
#248370 Mandibuloacral dysplasia with type a lipodystrophy; mada P02545
#300705 Mental retardation, x-linked 17; mrx17 Q99714
#300220 Mental retardation, x-linked, syndromic 10; mrxs10 Q99714
#131100 Multiple endocrine neoplasia, type i; men1 O00255
#613205 Muscular dystrophy, congenital, lmna-related P02545
#159001 Muscular dystrophy, limb-girdle, type 1b; lgmd1b P02545
#275210 Restrictive dermopathy, lethal P02545
#253300 Spinal muscular atrophy, type i; sma1 Q16637
#253550 Spinal muscular atrophy, type ii; sma2 Q16637
#253400 Spinal muscular atrophy, type iii; sma3 Q16637
#271150 Spinal muscular atrophy, type iv; sma4 Q16637

KEGG DISEASE (21)

KEGG disease name UniProt
H00033 Adrenal carcinoma O00255 (related)
H00034 Carcinoid O00255 (related)
H00045 Malignant islet cell carcinoma O00255 (related)
H00246 Primary hyperparathyroidism O00255 (related)
H01102 Pituitary adenomas O00255 (related)
H00264 Charcot-Marie-Tooth disease (CMT) P02545 (related)
H00294 Dilated cardiomyopathy (DCM) P02545 (related)
H00420 Familial partial lipodystrophy (FPL) P02545 (related)
H00563 Emery-Dreifuss muscular dystrophy P02545 (related)
H00590 Congenital muscular dystrophies (CMD/MDC) P02545 (related)
H00593 Limb-girdle muscular dystrophy (LGMD) P02545 (related)
H00601 Hutchinson-Gilford progeria syndrome P02545 (related)
H00663 Restrictive dermopathy P02545 (related)
H00665 Mandibuloacral dysplasia P02545 (related)
H01216 Left ventricular noncompaction (LVNC) P02545 (related)
H00001 Acute lymphoblastic leukemia (ALL) (precursor B lymphoblastic leukemia) Q03164 (related)
Q03164 (marker)
H00002 Acute lymphoblastic leukemia (ALL) (precursor T lymphoblastic leukemia) Q03164 (related)
H00455 Spinal muscular atrophy (SMA) Q16637 (related)
Q16637 (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

8 disease from interactions of metabolites

MeSH disease OMIM compound disease name evidence type reference
pmid
D058186 C083806 Acute Kidney Injury marker/mechanism
19694317
D000741 C083806 Anemia, Aplastic therapeutic
21518503
D002294 C083806 Carcinoma, Squamous Cell therapeutic
20485822
D002493 C083806 Central Nervous System Diseases marker/mechanism
21780866
D008113 C083806 Liver Neoplasms therapeutic
21761723
D009101 C083806 Multiple Myeloma therapeutic
21518496
D009374 C083806 Neoplasms, Experimental therapeutic
21684292
D012206 C083806 Rhabdomyolysis marker/mechanism
19694317