PCIDB

KNApSAcK Metabolite C00002861

Metabolite

KNApSAcK Entry

id C00002861
Name Rhein
CAS RN 478-43-3
Standard InChI InChI=1S/C15H8O6/c16-9-3-1-2-7-11(9)14(19)12-8(13(7)18)4-6(15(20)21)5-10(12)17/h1-5,16-17H,(H,20,21)
Standard InChI (Main Layer) InChI=1S/C15H8O6/c16-9-3-1-2-7-11(9)14(19)12-8(13(7)18)4-6(15(20)21)5-10(12)17/h1-5,16-17H,(H,20,21)

Cluster

Phytochemical cluster No. 62
KCF-S cluster No. 1811

Link

ChEMBL

By standard InChI CHEMBL418068
By standard InChI Main Layer CHEMBL418068

KEGG

By LinkDB C10401

CTD

By CAS RN C020491

Human Protein / Gene in interaction

60 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
Q16637 Survival motor neuron protein Unclassified protein CHEMBL418068 CHEMBL1613842 (1)
4 / 2
Q9UIF8 Bromodomain adjacent to zinc finger domain protein 2B Unclassified protein CHEMBL418068 CHEMBL1738312 (1)
0 / 0
P49798 Regulator of G-protein signaling 4 Unclassified protein CHEMBL418068 CHEMBL1794499 (1)
2 / 0
P08246 Neutrophil elastase S1A CHEMBL418068 CHEMBL678123 (1)
2 / 1
P06746 DNA polymerase beta Enzyme CHEMBL418068 CHEMBL1614079 (1)
0 / 0
P29466 Caspase-1 C14 CHEMBL418068 CHEMBL1614523 (1) CHEMBL1614278 (1)
CHEMBL1614102 (1) CHEMBL1614158 (1)
CHEMBL1613851 (1)
0 / 0
Q03181 Peroxisome proliferator-activated receptor delta NR1C2 CHEMBL418068 CHEMBL1794524 (1) CHEMBL1794552 (1)
0 / 0
Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Enzyme CHEMBL418068 CHEMBL1794585 (1)
0 / 0
P02545 Prelamin-A/C Unclassified protein CHEMBL418068 CHEMBL1614544 (1)
11 / 10
P16473 Thyrotropin receptor Glycohormone receptor CHEMBL418068 CHEMBL1614281 (1) CHEMBL1614361 (1)
3 / 2
P10828 Thyroid hormone receptor beta NR1A2 CHEMBL418068 CHEMBL1613776 (1)
3 / 1
P54132 Bloom syndrome protein Enzyme CHEMBL418068 CHEMBL1614067 (1)
1 / 2
Q9NR56 Muscleblind-like protein 1 Unclassified protein CHEMBL418068 CHEMBL1614166 (1)
1 / 0
P11473 Vitamin D3 receptor NR1I1 CHEMBL418068 CHEMBL1794376 (1)
2 / 3
Q9Y3R4 Sialidase-2 Enzyme CHEMBL418068 CHEMBL1100507 (1)
0 / 0
O15296 Arachidonate 15-lipoxygenase B Enzyme CHEMBL418068 CHEMBL1613800 (1)
0 / 0
P00352 Retinal dehydrogenase 1 Enzyme CHEMBL418068 CHEMBL1614458 (2)
0 / 0
Q16665 Hypoxia-inducible factor 1-alpha Transcription Factor CHEMBL418068 CHEMBL1614456 (1) CHEMBL1613803 (1)
0 / 0
P39748 Flap endonuclease 1 Enzyme CHEMBL418068 CHEMBL1794486 (1)
0 / 0
P84022 Mothers against decapentaplegic homolog 3 Unclassified protein CHEMBL418068 CHEMBL1794584 (1)
2 / 0
O75496 Geminin Unclassified protein CHEMBL418068 CHEMBL2114843 (1)
0 / 0
P10145 Interleukin-8 Secreted protein CHEMBL418068 CHEMBL2114835 (1)
0 / 0
P08311 Cathepsin G S1A CHEMBL418068 CHEMBL661859 (1)
0 / 0
Q9Y253 DNA polymerase eta Enzyme CHEMBL418068 CHEMBL1794569 (1)
1 / 1
P11308 Transcriptional regulator ERG Unclassified protein CHEMBL418068 CHEMBL2114924 (1)
1 / 2
P83916 Chromobox protein homolog 1 Unclassified protein CHEMBL418068 CHEMBL1794401 (1)
0 / 0
Q99816 Tumor susceptibility gene 101 protein Unclassified protein CHEMBL418068 CHEMBL1738574 (1) CHEMBL2114930 (1)
0 / 0
P04150 Glucocorticoid receptor NR3C1 CHEMBL418068 CHEMBL1794382 (1)
0 / 1
P37231 Peroxisome proliferator-activated receptor gamma NR1C3 CHEMBL418068 CHEMBL1794293 (1)
5 / 3
P18054 Arachidonate 12-lipoxygenase, 12S-type Enzyme CHEMBL418068 CHEMBL1614252 (1)
2 / 0
Q96RI1 Bile acid receptor NR1H4 CHEMBL418068 CHEMBL1794415 (1) CHEMBL1794437 (1)
0 / 0
P35236 Tyrosine-protein phosphatase non-receptor type 7 Tyr CHEMBL418068 CHEMBL1613949 (1)
0 / 0
Q99714 3-hydroxyacyl-CoA dehydrogenase type-2 Enzyme CHEMBL418068 CHEMBL1613910 (1)
3 / 3
Q15149 Plectin Unclassified protein CHEMBL418068 CHEMBL1614109 (1) CHEMBL1614066 (1)
CHEMBL1614287 (1)
4 / 3
P15428 15-hydroxyprostaglandin dehydrogenase [NAD(+)] Enzyme CHEMBL418068 CHEMBL1614038 (1)
2 / 2
P51449 Nuclear receptor ROR-gamma Nuclear hormone receptor subfamily 1 group F member 3 CHEMBL418068 CHEMBL2114842 (1)
0 / 0
P03372 Estrogen receptor NR3A1 CHEMBL418068 CHEMBL708330 (1) CHEMBL708331 (1)
CHEMBL708332 (1) CHEMBL1794364 (1)
1 / 1
P16050 Arachidonate 15-lipoxygenase Enzyme CHEMBL418068 CHEMBL1614240 (1)
0 / 0
P55210 Caspase-7 C14 CHEMBL418068 CHEMBL1613779 (1)
0 / 0
P08684 Cytochrome P450 3A4 Cytochrome P450 3A4 CHEMBL418068 CHEMBL1614108 (1) CHEMBL1613886 (1)
0 / 1
Q9UNA4 DNA polymerase iota Enzyme CHEMBL418068 CHEMBL1794483 (1)
0 / 0
O75164 Lysine-specific demethylase 4A Enzyme CHEMBL418068 CHEMBL1737991 (1)
0 / 0
P27695 DNA-(apurinic or apyrimidinic site) lyase Enzyme CHEMBL418068 CHEMBL1614211 (3)
0 / 0
P10636 Microtubule-associated protein tau Unclassified protein CHEMBL418068 CHEMBL1614250 (1) CHEMBL1614421 (2)
CHEMBL1614502 (1)
4 / 3
Q16236 Nuclear factor erythroid 2-related factor 2 Unclassified protein CHEMBL418068 CHEMBL2114890 (1)
0 / 0
Q9UBT6 DNA polymerase kappa Enzyme CHEMBL418068 CHEMBL1794536 (2)
0 / 0
B2RXH2 Lysine-specific demethylase 4E Enzyme CHEMBL418068 CHEMBL1613914 (2)
0 / 0
P46063 ATP-dependent DNA helicase Q1 Enzyme CHEMBL418068 CHEMBL1613829 (1) CHEMBL1613928 (1)
0 / 0
Q96KQ7 Histone-lysine N-methyltransferase EHMT2 Enzyme CHEMBL418068 CHEMBL1738442 (1)
0 / 0
Q9NUW8 Tyrosyl-DNA phosphodiesterase 1 Enzyme CHEMBL418068 CHEMBL1614364 (1)
1 / 1
O75874 Isocitrate dehydrogenase [NADP] cytoplasmic Enzyme CHEMBL418068 CHEMBL2354311 (1)
1 / 0
O00255 Menin Unclassified protein CHEMBL418068 CHEMBL1614257 (1) CHEMBL1614531 (1)
2 / 5
Q03164 Histone-lysine N-methyltransferase 2A Enzyme CHEMBL418068 CHEMBL1614257 (1) CHEMBL1614531 (1)
1 / 3
Q92731 Estrogen receptor beta NR3A2 CHEMBL418068 CHEMBL708330 (1) CHEMBL708331 (1)
CHEMBL708332 (1)
0 / 1
P07900 Heat shock protein HSP 90-alpha Other cytosolic protein CHEMBL418068 CHEMBL1613874 (1)
0 / 0
P08238 Heat shock protein HSP 90-beta Other cytosolic protein CHEMBL418068 CHEMBL1613874 (1)
0 / 0
P09619 Platelet-derived growth factor receptor beta Pdgfr CHEMBL418068 CHEMBL865162 (1)
5 / 1
P16234 Platelet-derived growth factor receptor alpha Pdgfr CHEMBL418068 CHEMBL865162 (1)
2 / 1
O94925 Glutaminase kidney isoform, mitochondrial Enzyme CHEMBL418068 CHEMBL2114738 (1)
0 / 0
Q14191 Werner syndrome ATP-dependent helicase Enzyme CHEMBL418068 CHEMBL2114796 (1)
2 / 1

CTD interaction (13)

compound gene gene name gene description interaction interaction type form reference
pmid
C020491 196 AHR
bHLHe76
aryl hydrocarbon receptor rhein inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of AHR protein] decreases reaction
/ increases activity
protein 19269596
C020491 1950 EGF
HOMG4
URG
epidermal growth factor rhein results in decreased expression of EGF protein decreases expression
protein 21457705
C020491 2064 ERBB2
CD340
HER-2
HER-2/neu
HER2
MLN_19
NEU
NGL
TKR1
v-erb-b2 avian erythroblastic leukemia viral oncogene homolog 2 (EC:2.7.10.1) rhein results in decreased expression of ERBB2 protein decreases expression
protein 21457705
C020491 3091 HIF1A
HIF-1A
HIF-1alpha
HIF1
HIF1-ALPHA
MOP1
PASD8
bHLHe78
hypoxia inducible factor 1, alpha subunit (basic helix-loop-helix transcription factor) rhein inhibits the reaction [cobaltous chloride results in increased expression of HIF1A protein] decreases reaction
/ increases expression
protein 21457705
C020491 3091 HIF1A
HIF-1A
HIF-1alpha
HIF1
HIF1-ALPHA
MOP1
PASD8
bHLHe78
hypoxia inducible factor 1, alpha subunit (basic helix-loop-helix transcription factor) rhein results in decreased expression of HIF1A protein decreases expression
protein 21457705
C020491 4790 NFKB1
EBP-1
KBF1
NF-kB1
NF-kappa-B
NF-kappaB
NFKB-p105
NFKB-p50
NFkappaB
p105
p50
nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 rhein affects the localization of NFKB1 protein affects localization
protein 21457705
C020491 4790 NFKB1
EBP-1
KBF1
NF-kB1
NF-kappa-B
NF-kappaB
NFKB-p105
NFKB-p50
NFkappaB
p105
p50
nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 rhein results in decreased activity of NFKB1 protein decreases activity
protein 21457705
C020491 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) rhein results in decreased expression of PTGS2 protein decreases expression
protein 21457705
C020491 5970 RELA
NFKB3
p65
v-rel avian reticuloendotheliosis viral oncogene homolog A cobaltous chloride promotes the reaction [rhein affects the localization of RELA protein] affects localization
/ increases reaction
protein 21457705
C020491 5970 RELA
NFKB3
p65
v-rel avian reticuloendotheliosis viral oncogene homolog A rhein affects the localization of RELA protein affects localization
protein 21457705
C020491 5970 RELA
NFKB3
p65
v-rel avian reticuloendotheliosis viral oncogene homolog A rhein results in decreased activity of RELA protein decreases activity
protein 21457705
C020491 7422 VEGFA
MVCD1
VEGF
VPF
vascular endothelial growth factor A rhein results in decreased expression of VEGFA protein decreases expression
protein 21457705
C020491 7422 VEGFA
MVCD1
VEGF
VPF
vascular endothelial growth factor A rhein results in decreased susceptibility to VEGFA protein decreases response to substance
protein 21457705

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (65)

OMIM preferred title UniProt
#300438 17-beta-hydroxysteroid dehydrogenase x deficiency Q99714
#615007 Basal ganglia calcification, idiopathic, 4; ibgc4 P09619
#210900 Bloom syndrome; blm P54132
%606641 Body mass index; bmi P37231
#115200 Cardiomyopathy, dilated, 1a; cmd1a P02545
#212112 Cardiomyopathy, dilated, with hypergonadotropic hypogonadism P02545
#609338 Carotid intimal medial thickness 1 P37231
#605588 Charcot-marie-tooth disease, axonal, type 2b1; cmt2b1 P02545
#114500 Colorectal cancer; crc P18054
P84022
Q14191
#162800 Cyclic neutropenia P08246
#119900 Digital clubbing, isolated congenital P15428
#181350 Emery-dreifuss muscular dystrophy 2, autosomal dominant; edmd2 P02545
#226670 Epidermolysis bullosa simplex with muscular dystrophy Q15149
#612138 Epidermolysis bullosa simplex with pyloric atresia Q15149
#131950 Epidermolysis bullosa simplex, ogna type Q15149
#133239 Esophageal cancer P18054
#615363 Estrogen resistance; estrr P03372
#612219 Ewing sarcoma; es P11308
#600274 Frontotemporal dementia; ftd P10636
#606764 Gastrointestinal stromal tumor; gist P16234
#137800 Glioma susceptibility 1; glm1 O75874
P37231
#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
#607685 Hypereosinophilic syndrome, idiopathic; hes P16234
#145000 Hyperparathyroidism 1; hrpt1 O00255
#603373 Hyperthyroidism, familial gestational P16473
#609152 Hyperthyroidism, nonautoimmune P16473
#259100 Hypertrophic osteoarthropathy, primary, autosomal recessive, 1; phoar1 P15428
#275200 Hypothyroidism, congenital, nongoitrous, 1; chng1 P16473
#607785 Juvenile myelomonocytic leukemia; jmml P09619
#601626 Leukemia, acute myeloid; aml P09619
#151660 Lipodystrophy, familial partial, type 2; fpld2 P02545
#604367 Lipodystrophy, familial partial, type 3; fpld3 P37231
#613795 Loeys-dietz syndrome, type 3; lds3 P84022
#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
#613723 Muscular dystrophy, limb-girdle, type 2q; lgmd2q Q15149
#607948 Mycobacterium tuberculosis, susceptibility to P11473
#131440 Myeloproliferative disorder, chronic, with eosinophilia P09619
#228550 Myofibromatosis, infantile, 1; imf1 P09619
#160900 Myotonic dystrophy 1; dm1 Q9NR56
#202700 Neutropenia, severe congenital, 1, autosomal dominant; scn1 P08246
#601665 Obesity P37231
#260540 Parkinson-dementia syndrome P10636
#172700 Pick disease of brain P10636
#275210 Restrictive dermopathy, lethal P02545
#604906 Schizophrenia 9; sczd9 P49798
#181500 Schizophrenia; sczd P49798
#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
#607250 Spinocerebellar ataxia, autosomal recessive, with axonal neuropathy; scan1 Q9NUW8
#601104 Supranuclear palsy, progressive, 1; psnp1 P10636
#188570 Thyroid hormone resistance, generalized, autosomal dominant; grth P10828
#274300 Thyroid hormone resistance, generalized, autosomal recessive; grth P10828
#145650 Thyroid hormone resistance, selective pituitary; prth P10828
#277440 Vitamin d-dependent rickets, type 2a; vddr2a P11473
#277700 Werner syndrome; wrn Q14191
#278750 Xeroderma pigmentosum, variant type; xpv Q9Y253

KEGG DISEASE (46)

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)
P37231 (related)
H00563 Emery-Dreifuss muscular dystrophy P02545 (related)
H00590 Congenital muscular dystrophies (CMD/MDC) P02545 (related)
Q15149 (related)
H00593 Limb-girdle muscular dystrophy (LGMD) P02545 (related)
Q15149 (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)
H00026 Endometrial Cancer P03372 (marker)
Q92731 (marker)
H00599 46,XX disorders of sex development (Disorders related to androgen excess) P04150 (related)
H00100 Neutropenic disorders P08246 (related)
H00036 Osteosarcoma P08684 (marker)
H00042 Glioma P09619 (related)
P16234 (related)
H00058 Amyotrophic lateral sclerosis (ALS) P10636 (related)
H00077 Progressive supranuclear palsy (PSP) P10636 (related)
H00078 Frontotemporal lobar degeneration (FTLD) P10636 (related)
H00249 Thyroid hormone resistance syndrome P10828 (related)
H00024 Prostate cancer P11308 (related)
H00035 Ewing's sarcoma P11308 (related)
H00342 Tuberculosis P11473 (related)
H00784 Localized autosomal recessive hypotrichosis P11473 (related)
H01143 Vitamin D-dependent rickets P11473 (related)
H00457 Primary hypertrophic osteoarthropathy (PHO) P15428 (related)
H01246 Isolated congenital nail clubbing (ICNC) P15428 (related)
H00250 Congenital nongoitrous hypothyroidism (CHNG) P16473 (related)
H01269 Congenital hyperthyroidism P16473 (related)
H00032 Thyroid cancer P37231 (related)
H00409 Type II diabetes mellitus P37231 (related)
H00094 DNA repair defects P54132 (related)
H00296 Defects in RecQ helicases P54132 (related)
Q14191 (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)
H00585 Epidermolysis bullosa, hemidesmosomal Q15149 (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)
H00063 Spinocerebellar ataxia (SCA) Q9NUW8 (related)
H00403 Disorders of nucleotide excision repair Q9Y253 (related)

Diseases related to CTD interactions

1 disease from interactions of metabolites

MeSH disease OMIM compound disease name evidence type reference
pmid
D008106 C020491 Liver Cirrhosis, Experimental therapeutic
12546737