PCIDB

KNApSAcK Metabolite C00001526

Metabolite

KNApSAcK Entry

id C00001526
Name Aristolochic acid I / Aristolochic acid A
CAS RN 313-67-7
Standard InChI InChI=1S/C17H11NO7/c1-23-12-4-2-3-8-9(12)5-11(18(21)22)14-10(17(19)20)6-13-16(15(8)14)25-7-24-13/h2-6H,7H2,1H3,(H,19,20)
Standard InChI (Main Layer) InChI=1S/C17H11NO7/c1-23-12-4-2-3-8-9(12)5-11(18(21)22)14-10(17(19)20)6-13-16(15(8)14)25-7-24-13/h2-6H,7H2,1H3,(H,19,20)

Cluster

Phytochemical cluster No. 4
KCF-S cluster No. 291

Link

ChEMBL

By standard InChI CHEMBL93353
By standard InChI Main Layer CHEMBL93353

KEGG

By LinkDB C08469

CTD

By CAS RN C000228

Human Protein / Gene in interaction

13 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
Q16637 Survival motor neuron protein Unclassified protein CHEMBL93353 CHEMBL1613842 (1)
4 / 2
Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Enzyme CHEMBL93353 CHEMBL1794585 (1)
0 / 0
P24941 Cyclin-dependent kinase 2 Cdc2 CHEMBL93353 CHEMBL1067148 (1) CHEMBL1067154 (1)
0 / 0
P00352 Retinal dehydrogenase 1 Enzyme CHEMBL93353 CHEMBL1614458 (3)
0 / 0
O75496 Geminin Unclassified protein CHEMBL93353 CHEMBL2114843 (1)
0 / 0
P43220 Glucagon-like peptide 1 receptor Glucagon-like peptide receptor CHEMBL93353 CHEMBL2114788 (1)
0 / 0
P08684 Cytochrome P450 3A4 Cytochrome P450 3A4 CHEMBL93353 CHEMBL1614108 (2) CHEMBL1613886 (2)
0 / 1
P10636 Microtubule-associated protein tau Unclassified protein CHEMBL93353 CHEMBL1614421 (3) CHEMBL1614502 (1)
4 / 3
Q16236 Nuclear factor erythroid 2-related factor 2 Unclassified protein CHEMBL93353 CHEMBL1738184 (1)
0 / 0
Q8IUX4 DNA dC->dU-editing enzyme APOBEC-3F Enzyme CHEMBL93353 CHEMBL1963966 (1)
0 / 0
O00255 Menin Unclassified protein CHEMBL93353 CHEMBL1614257 (1) CHEMBL1614531 (1)
2 / 5
Q03164 Histone-lysine N-methyltransferase 2A Enzyme CHEMBL93353 CHEMBL1614257 (1) CHEMBL1614531 (1)
1 / 3
O94925 Glutaminase kidney isoform, mitochondrial Enzyme CHEMBL93353 CHEMBL2114738 (1)
0 / 0

CTD interaction (50)

compound gene gene name gene description interaction interaction type form reference
pmid
C000228 59 ACTA2
AAT6
ACTSA
MYMY5
actin, alpha 2, smooth muscle, aorta GREM1 mutant form inhibits the reaction [aristolochic acid I results in increased expression of ACTA2 protein] decreases reaction
/ increases expression
protein 22525892
C000228 655 BMP7
OP-1
bone morphogenetic protein 7 aristolochic acid I results in decreased expression of and results in decreased activity of BMP7 protein decreases activity
/ decreases expression
protein 22525892
C000228 655 BMP7
OP-1
bone morphogenetic protein 7 aristolochic acid I results in decreased expression of BMP7 mRNA decreases expression
mRNA 22525892
C000228 655 BMP7
OP-1
bone morphogenetic protein 7 BMP7 protein results in decreased susceptibility to aristolochic acid I decreases response to substance
protein 22525892
C000228 655 BMP7
OP-1
bone morphogenetic protein 7 GREM1 mutant form inhibits the reaction [aristolochic acid I results in decreased activity of BMP7 protein] decreases activity
/ decreases reaction
protein 22525892
C000228 655 BMP7
OP-1
bone morphogenetic protein 7 GREM1 protein inhibits the reaction [BMP7 protein results in decreased susceptibility to aristolochic acid I] decreases reaction
/ decreases response to substance
protein 22525892
C000228 836 CASP3
CPP32
CPP32B
SCA-1
caspase 3, apoptosis-related cysteine peptidase (EC:3.4.22.56) Acetylcysteine inhibits the reaction [aristolochic acid I results in increased activity of CASP3 protein] decreases reaction
/ increases activity
protein 21300145
C000228 836 CASP3
CPP32
CPP32B
SCA-1
caspase 3, apoptosis-related cysteine peptidase (EC:3.4.22.56) aristolochic acid I results in increased activity of CASP3 protein increases activity
protein 21300145
C000228 836 CASP3
CPP32
CPP32B
SCA-1
caspase 3, apoptosis-related cysteine peptidase (EC:3.4.22.56) Glutathione inhibits the reaction [aristolochic acid I results in increased activity of CASP3 protein] decreases reaction
/ increases activity
protein 21300145
C000228 999 CDH1
Arc-1
CD324
CDHE
ECAD
LCAM
UVO
cadherin 1, type 1, E-cadherin (epithelial) GREM1 mutant form inhibits the reaction [aristolochic acid I results in decreased expression of CDH1 protein] decreases expression
/ decreases reaction
protein 22525892
C000228 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) CYP1A1 protein results in increased oxidation of aristolochic acid I increases oxidation
protein 22086975
C000228 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) [CYP1A1 protein results in increased oxidation of aristolochic acid I] which results in increased chemical synthesis of aristolochic acid I metabolite increases chemical synthesis
/ increases oxidation
protein 22086975
C000228 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) CYP1A1 protein results in increased reduction of and results in increased activity of aristolochic acid I increases activity
/ increases reduction
protein 22086975
C000228 1544 CYP1A2
CP12
P3-450
P450(PA)
cytochrome P450, family 1, subfamily A, polypeptide 2 (EC:1.14.14.1) CYP1A2 protein results in increased chemical synthesis of aristolochic acid I metabolite increases chemical synthesis
protein 22086975
C000228 1544 CYP1A2
CP12
P3-450
P450(PA)
cytochrome P450, family 1, subfamily A, polypeptide 2 (EC:1.14.14.1) CYP1A2 protein results in increased oxidation of aristolochic acid I increases oxidation
protein 22086975
C000228 1544 CYP1A2
CP12
P3-450
P450(PA)
cytochrome P450, family 1, subfamily A, polypeptide 2 (EC:1.14.14.1) [CYP1A2 protein results in increased oxidation of aristolochic acid I] which results in increased chemical synthesis of aristolochic acid I metabolite increases chemical synthesis
/ increases oxidation
protein 22086975
C000228 1544 CYP1A2
CP12
P3-450
P450(PA)
cytochrome P450, family 1, subfamily A, polypeptide 2 (EC:1.14.14.1) CYP1A2 protein results in increased reduction of and results in increased activity of aristolochic acid I increases activity
/ increases reduction
protein 22086975
C000228 1649 DDIT3
CEBPZ
CHOP
CHOP-10
CHOP10
GADD153
DNA-damage-inducible transcript 3 aristolochic acid I results in increased expression of DDIT3 increases expression
22445861
C000228 1965 EIF2S1
EIF-2
EIF-2A
EIF-2alpha
EIF2
EIF2A
eukaryotic translation initiation factor 2, subunit 1 alpha, 35kDa aristolochic acid I results in increased phosphorylation of EIF2S1 protein increases phosphorylation
protein 22445861
C000228 2034 EPAS1
ECYT4
HIF2A
HLF
MOP2
PASD2
bHLHe73
endothelial PAS domain protein 1 aristolochic acid I results in increased expression of EPAS1 protein increases expression
protein 21554934
C000228 26585 GREM1
CKTSF1B1
DAND2
DRM
GREMLIN
IHG-2
gremlin 1, DAN family BMP antagonist aristolochic acid I results in increased expression of GREM1 mRNA increases expression
mRNA 22525892
C000228 26585 GREM1
CKTSF1B1
DAND2
DRM
GREMLIN
IHG-2
gremlin 1, DAN family BMP antagonist aristolochic acid I results in increased expression of GREM1 protein increases expression
protein 22525892
C000228 26585 GREM1
CKTSF1B1
DAND2
DRM
GREMLIN
IHG-2
gremlin 1, DAN family BMP antagonist GREM1 mutant form inhibits the reaction [aristolochic acid I results in decreased activity of BMP7 protein] decreases activity
/ decreases reaction
mutant form 22525892
C000228 26585 GREM1
CKTSF1B1
DAND2
DRM
GREMLIN
IHG-2
gremlin 1, DAN family BMP antagonist GREM1 mutant form inhibits the reaction [aristolochic acid I results in decreased expression of CDH1 protein] decreases expression
/ decreases reaction
mutant form 22525892
C000228 26585 GREM1
CKTSF1B1
DAND2
DRM
GREMLIN
IHG-2
gremlin 1, DAN family BMP antagonist GREM1 mutant form inhibits the reaction [aristolochic acid I results in decreased expression of SMAD1 protein modified form] decreases expression
/ decreases reaction
mutant form 22525892
C000228 26585 GREM1
CKTSF1B1
DAND2
DRM
GREMLIN
IHG-2
gremlin 1, DAN family BMP antagonist GREM1 mutant form inhibits the reaction [aristolochic acid I results in decreased expression of SMAD5 protein modified form] decreases expression
/ decreases reaction
mutant form 22525892
C000228 26585 GREM1
CKTSF1B1
DAND2
DRM
GREMLIN
IHG-2
gremlin 1, DAN family BMP antagonist GREM1 mutant form inhibits the reaction [aristolochic acid I results in decreased expression of SMAD9 protein modified form] decreases expression
/ decreases reaction
mutant form 22525892
C000228 26585 GREM1
CKTSF1B1
DAND2
DRM
GREMLIN
IHG-2
gremlin 1, DAN family BMP antagonist GREM1 mutant form inhibits the reaction [aristolochic acid I results in increased expression of ACTA2 protein] decreases reaction
/ increases expression
mutant form 22525892
C000228 26585 GREM1
CKTSF1B1
DAND2
DRM
GREMLIN
IHG-2
gremlin 1, DAN family BMP antagonist GREM1 protein inhibits the reaction [BMP7 protein results in decreased susceptibility to aristolochic acid I] decreases reaction
/ decreases response to substance
protein 22525892
C000228 3309 HSPA5
BIP
GRP78
MIF2
heat shock 70kDa protein 5 (glucose-regulated protein, 78kDa) aristolochic acid I results in increased expression of HSPA5 increases expression
22445861
C000228 5594 MAPK1
ERK
ERK2
ERT1
MAPK2
P42MAPK
PRKM1
PRKM2
p38
p40
p41
p41mapk
mitogen-activated protein kinase 1 (EC:2.7.11.24) aristolochic acid I results in increased phosphorylation of MAPK1 protein increases phosphorylation
protein 21300145
C000228 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) aristolochic acid I results in increased phosphorylation of MAPK3 protein increases phosphorylation
protein 21300145
C000228 55867 SLC22A11
OAT4
hOAT4
solute carrier family 22 (organic anion/urate transporter), member 11 aristolochic acid I inhibits the reaction [SLC22A11 results in increased uptake of estrone sulfate] decreases reaction
/ increases uptake
19643159
C000228 55867 SLC22A11
OAT4
hOAT4
solute carrier family 22 (organic anion/urate transporter), member 11 aristolochic acid I promotes the reaction [SLC22A11 results in increased export of p-Aminohippuric Acid] increases export
/ increases reaction
19643159
C000228 9356 SLC22A6
HOAT1
OAT1
PAHT
ROAT1
solute carrier family 22 (organic anion transporter), member 6 aristolochic acid I inhibits the reaction [SLC22A6 results in increased uptake of p-Aminohippuric Acid] decreases reaction
/ increases uptake
19643159
C000228 9356 SLC22A6
HOAT1
OAT1
PAHT
ROAT1
solute carrier family 22 (organic anion transporter), member 6 aristolochic acid I promotes the reaction [SLC22A6 results in increased export of p-Aminohippuric Acid] increases export
/ increases reaction
19643159
C000228 9376 SLC22A8
OAT3
solute carrier family 22 (organic anion transporter), member 8 aristolochic acid I inhibits the reaction [SLC22A8 results in increased uptake of estrone sulfate] decreases reaction
/ increases uptake
19643159
C000228 9376 SLC22A8
OAT3
solute carrier family 22 (organic anion transporter), member 8 aristolochic acid I promotes the reaction [SLC22A8 results in increased export of p-Aminohippuric Acid] increases export
/ increases reaction
19643159
C000228 4086 SMAD1
BSP-1
BSP1
JV4-1
JV41
MADH1
MADR1
SMAD family member 1 aristolochic acid I results in decreased expression of SMAD1 protein modified form decreases expression
protein 22525892
C000228 4086 SMAD1
BSP-1
BSP1
JV4-1
JV41
MADH1
MADR1
SMAD family member 1 GREM1 mutant form inhibits the reaction [aristolochic acid I results in decreased expression of SMAD1 protein modified form] decreases expression
/ decreases reaction
protein 22525892
C000228 4090 SMAD5
DWFC
JV5-1
MADH5
SMAD family member 5 aristolochic acid I results in decreased expression of SMAD5 protein modified form decreases expression
protein 22525892
C000228 4090 SMAD5
DWFC
JV5-1
MADH5
SMAD family member 5 GREM1 mutant form inhibits the reaction [aristolochic acid I results in decreased expression of SMAD5 protein modified form] decreases expression
/ decreases reaction
protein 22525892
C000228 4093 SMAD9
MADH6
MADH9
PPH2
SMAD8
SMAD8A
SMAD8B
SMAD family member 9 aristolochic acid I results in decreased expression of SMAD9 protein modified form decreases expression
protein 22525892
C000228 4093 SMAD9
MADH6
MADH9
PPH2
SMAD8
SMAD8A
SMAD8B
SMAD family member 9 GREM1 mutant form inhibits the reaction [aristolochic acid I results in decreased expression of SMAD9 protein modified form] decreases expression
/ decreases reaction
protein 22525892
C000228 7422 VEGFA
MVCD1
VEGF
VPF
vascular endothelial growth factor A aristolochic acid I results in increased expression of VEGFA mRNA increases expression
mRNA 21554934
C000228 7422 VEGFA
MVCD1
VEGF
VPF
vascular endothelial growth factor A aristolochic acid I results in increased expression of VEGFA protein increases expression
protein 21554934
C000228 7422 VEGFA
MVCD1
VEGF
VPF
vascular endothelial growth factor A chetomin inhibits the reaction [aristolochic acid I results in increased expression of VEGFA protein] decreases reaction
/ increases expression
protein 21554934
C000228 7422 VEGFA
MVCD1
VEGF
VPF
vascular endothelial growth factor A mithramycin A inhibits the reaction [aristolochic acid I results in increased expression of VEGFA mRNA] decreases reaction
/ increases expression
mRNA 21554934
C000228 7422 VEGFA
MVCD1
VEGF
VPF
vascular endothelial growth factor A mithramycin A inhibits the reaction [aristolochic acid I results in increased expression of VEGFA protein] decreases reaction
/ increases expression
protein 21554934
C000228 7494 XBP1
TREB5
XBP-1
XBP2
X-box binding protein 1 aristolochic acid I results in increased splicing of XBP1 mRNA increases splicing
mRNA 22445861

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (11)

OMIM preferred title UniProt
#600274 Frontotemporal dementia; ftd P10636
#605130 Hairy elbows, short stature, facial dysmorphism, and developmental delay Q03164
#145000 Hyperparathyroidism 1; hrpt1 O00255
#131100 Multiple endocrine neoplasia, type i; men1 O00255
#260540 Parkinson-dementia syndrome P10636
#172700 Pick disease of brain P10636
#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
#601104 Supranuclear palsy, progressive, 1; psnp1 P10636

KEGG DISEASE (12)

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)
H00036 Osteosarcoma P08684 (marker)
H00058 Amyotrophic lateral sclerosis (ALS) P10636 (related)
H00077 Progressive supranuclear palsy (PSP) P10636 (related)
H00078 Frontotemporal lobar degeneration (FTLD) P10636 (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)

Diseases related to CTD interactions

10 disease from interactions of metabolites

MeSH disease OMIM compound disease name evidence type reference
pmid
D001284 C000228 Atrophy marker/mechanism
22472514
D001449 C000228 Balkan Nephropathy marker/mechanism
21613233
21932800
22071594
D018376 C000228 Cardiovascular Abnormalities marker/mechanism
22472514
D007249 C000228 Inflammation marker/mechanism
22472514
D007674 C000228 Kidney Diseases marker/mechanism
20338233
21554934
22086975
22445861
22472514
22525892
D007680 C000228 Kidney Neoplasms marker/mechanism
19643159
21642617
D007683 C000228 Kidney Tubular Necrosis, Acute marker/mechanism
22820421
D009369 C000228 Neoplasms marker/mechanism
21642617
D051437 C000228 Renal Insufficiency marker/mechanism
19643159
22472514
D014571 C000228 Urologic Neoplasms marker/mechanism
21932800
22071594
22086975