PCIDB

KNApSAcK Metabolite C00000693

Metabolite

KNApSAcK Entry

id C00000693
Name Nordihydroguaiaretic acid
CAS RN 500-38-9
Standard InChI InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3/t11-,12+
Standard InChI (Main Layer) InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3

Cluster

Phytochemical cluster No. 21
KCF-S cluster No. 1938

Link

ChEMBL

By standard InChI CHEMBL313972
By standard InChI Main Layer CHEMBL52 CHEMBL313972 CHEMBL185893

KEGG

By LinkDB C10719

CTD

By CAS RN

Human Protein / Gene in interaction

70 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
P10635 Cytochrome P450 2D6 Cytochrome P450 2D6 CHEMBL52 CHEMBL1614110 (2) CHEMBL1741321 (1)
1 / 0
P42345 Serine/threonine-protein kinase mTOR Enzyme CHEMBL52 CHEMBL1613805 (1)
0 / 0
P04637 Cellular tumor antigen p53 Transcription Factor CHEMBL52 CHEMBL1613992 (2) CHEMBL1613995 (1)
7 / 44
P61981 14-3-3 protein gamma Unclassified protein CHEMBL52 CHEMBL1614427 (1)
0 / 0
Q99700 Ataxin-2 Unclassified protein CHEMBL52 CHEMBL1794367 (1) CHEMBL2114784 (2)
1 / 1
P49798 Regulator of G-protein signaling 4 Unclassified protein CHEMBL52 CHEMBL1794499 (1)
2 / 0
P09917 Arachidonate 5-lipoxygenase Oxidoreductase CHEMBL52 CHEMBL618099 (1) CHEMBL879813 (1)
CHEMBL767839 (1) CHEMBL916998 (1)
CHEMBL1002860 (1) CHEMBL1018366 (1)
CHEMBL940424 (1) CHEMBL1023322 (1)
CHEMBL1167023 (1) CHEMBL1219389 (1)
CHEMBL1917973 (1) CHEMBL1917983 (1)
0 / 0
P21728 D(1A) dopamine receptor Dopamine receptor CHEMBL52 CHEMBL1738091 (1) CHEMBL1737859 (1)
0 / 0
P35354 Prostaglandin G/H synthase 2 Oxidoreductase CHEMBL52 CHEMBL937780 (1) CHEMBL1003657 (1)
CHEMBL969895 (1) CHEMBL2320715 (1)
0 / 3
Q12809 Potassium voltage-gated channel subfamily H member 2 KCNH, Kv10-12.x (Ether-a-go-go) CHEMBL52 CHEMBL1794573 (1)
2 / 2
P08069 Insulin-like growth factor 1 receptor TK tyrosine-protein kinase INSR subfamily CHEMBL52 CHEMBL888077 (1)
1 / 3
P06746 DNA polymerase beta Enzyme CHEMBL52 CHEMBL1614079 (1)
0 / 0
Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Enzyme CHEMBL52 CHEMBL1738600 (1) CHEMBL1794585 (1)
0 / 0
O75604 Ubiquitin carboxyl-terminal hydrolase 2 Enzyme CHEMBL52 CHEMBL1614331 (1)
0 / 0
P02545 Prelamin-A/C Unclassified protein CHEMBL52 CHEMBL1614544 (1)
11 / 10
P37840 Alpha-synuclein Unclassified protein CHEMBL52 CHEMBL2354282 (1)
4 / 2
P11712 Cytochrome P450 2C9 Cytochrome P450 2C9 CHEMBL52 CHEMBL1614027 (2) CHEMBL1741325 (1)
0 / 1
P54132 Bloom syndrome protein Enzyme CHEMBL52 CHEMBL1614522 (1) CHEMBL1614067 (1)
1 / 2
P11473 Vitamin D3 receptor NR1I1 CHEMBL52 CHEMBL1794311 (2)
2 / 3
P23219 Prostaglandin G/H synthase 1 Oxidoreductase CHEMBL52 CHEMBL937779 (1)
0 / 0
O15296 Arachidonate 15-lipoxygenase B Enzyme CHEMBL52 CHEMBL924097 (1) CHEMBL1613800 (2)
CHEMBL1614397 (1)
0 / 0
P00352 Retinal dehydrogenase 1 Enzyme CHEMBL52 CHEMBL1614458 (3) CHEMBL1738585 (1)
0 / 0
Q16665 Hypoxia-inducible factor 1-alpha Transcription Factor CHEMBL52 CHEMBL1614456 (2) CHEMBL1613803 (2)
0 / 0
P39748 Flap endonuclease 1 Enzyme CHEMBL52 CHEMBL1613922 (1) CHEMBL1794486 (3)
0 / 0
Q92830 Histone acetyltransferase KAT2A Enzyme CHEMBL52 CHEMBL1738606 (1)
0 / 0
P11413 Glucose-6-phosphate 1-dehydrogenase Enzyme CHEMBL52 CHEMBL1737961 (1)
1 / 2
P84022 Mothers against decapentaplegic homolog 3 Unclassified protein CHEMBL52 CHEMBL1794584 (1)
2 / 0
O75496 Geminin Unclassified protein CHEMBL52 CHEMBL1613941 (1) CHEMBL2114843 (1)
CHEMBL2114780 (1)
0 / 0
P51151 Ras-related protein Rab-9A Unclassified protein CHEMBL52 CHEMBL1613838 (1)
0 / 0
P63092 Guanine nucleotide-binding protein G(s) subunit alpha isoforms short Other membrane protein CHEMBL52 CHEMBL2114817 (1)
7 / 3
Q9Y253 DNA polymerase eta Enzyme CHEMBL52 CHEMBL1794569 (2)
1 / 1
P83916 Chromobox protein homolog 1 Unclassified protein CHEMBL52 CHEMBL1738610 (1) CHEMBL1794401 (1)
0 / 0
O94782 Ubiquitin carboxyl-terminal hydrolase 1 Enzyme CHEMBL52 CHEMBL1794467 (2)
0 / 0
P11511 Cytochrome P450 19A1 Cytochrome P450 19A1 CHEMBL52 CHEMBL1105634 (1)
2 / 2
Q15722 Leukotriene B4 receptor 1 Leukotriene receptor CHEMBL52 CHEMBL879502 (1)
0 / 0
P06280 Alpha-galactosidase A Enzyme CHEMBL52 CHEMBL1614217 (1)
1 / 1
P18054 Arachidonate 12-lipoxygenase, 12S-type Enzyme CHEMBL52 CHEMBL185893 CHEMBL615243 (1) CHEMBL615244 (1)
CHEMBL833559 (1) CHEMBL924094 (1)
CHEMBL986635 (1) CHEMBL1167021 (1)
CHEMBL1614252 (2) CHEMBL1817022 (1)
2 / 0
P28482 Mitogen-activated protein kinase 1 Erk CHEMBL52 CHEMBL1613808 (2)
0 / 0
P05177 Cytochrome P450 1A2 Cytochrome P450 1A2 CHEMBL52 CHEMBL1741322 (1)
0 / 0
Q99714 3-hydroxyacyl-CoA dehydrogenase type-2 Enzyme CHEMBL52 CHEMBL1613910 (2) CHEMBL1614227 (2)
3 / 3
P15428 15-hydroxyprostaglandin dehydrogenase [NAD(+)] Enzyme CHEMBL52 CHEMBL1614038 (3)
2 / 2
Q01453 Peripheral myelin protein 22 Unclassified protein CHEMBL52 CHEMBL1614171 (1)
5 / 2
Q96QE3 ATPase family AAA domain-containing protein 5 Unclassified protein CHEMBL52 CHEMBL1738675 (1)
0 / 0
P03372 Estrogen receptor NR3A1 CHEMBL52 CHEMBL1614199 (1)
1 / 1
P19838 Nuclear factor NF-kappa-B p105 subunit Transcription Factor CHEMBL52 CHEMBL1614274 (1) CHEMBL1613823 (1)
0 / 0
P16050 Arachidonate 15-lipoxygenase Enzyme CHEMBL52 CHEMBL185893 CHEMBL615134 (1) CHEMBL800469 (1)
CHEMBL831078 (1) CHEMBL888079 (1)
CHEMBL924095 (1) CHEMBL924098 (1)
CHEMBL986634 (1) CHEMBL1167022 (1)
CHEMBL1614240 (2) CHEMBL1614419 (1)
CHEMBL1817021 (1)
0 / 0
P33261 Cytochrome P450 2C19 Cytochrome P450 2C19 CHEMBL52 CHEMBL1613777 (2) CHEMBL1741323 (1)
1 / 1
P08684 Cytochrome P450 3A4 Cytochrome P450 3A4 CHEMBL52 CHEMBL1614108 (2) CHEMBL1613886 (2)
CHEMBL1741324 (1)
0 / 1
Q9UNA4 DNA polymerase iota Enzyme CHEMBL52 CHEMBL1794483 (3)
0 / 0
O75164 Lysine-specific demethylase 4A Enzyme CHEMBL52 CHEMBL1737991 (1)
0 / 0
P27695 DNA-(apurinic or apyrimidinic site) lyase Enzyme CHEMBL52 CHEMBL1614211 (2)
0 / 0
P10636 Microtubule-associated protein tau Unclassified protein CHEMBL52 CHEMBL1614421 (2) CHEMBL1614502 (2)
4 / 3
Q99549 M-phase phosphoprotein 8 Unclassified protein CHEMBL52 CHEMBL1738402 (2)
0 / 0
Q16236 Nuclear factor erythroid 2-related factor 2 Unclassified protein CHEMBL52 CHEMBL1737980 (1)
0 / 0
P10275 Androgen receptor NR3C4 CHEMBL52 CHEMBL1925688 (1) CHEMBL1925690 (1)
CHEMBL1925691 (1) CHEMBL1925692 (1)
3 / 4
Q9UBT6 DNA polymerase kappa Enzyme CHEMBL52 CHEMBL1794536 (5)
0 / 0
B2RXH2 Lysine-specific demethylase 4E Enzyme CHEMBL52 CHEMBL1613914 (3)
0 / 0
P46063 ATP-dependent DNA helicase Q1 Enzyme CHEMBL52 CHEMBL1614330 (1) CHEMBL1613829 (3)
CHEMBL1613928 (1)
0 / 0
P40225 Thrombopoietin Unclassified protein CHEMBL52 CHEMBL1614086 (1) CHEMBL1614034 (1)
1 / 1
Q96KQ7 Histone-lysine N-methyltransferase EHMT2 Enzyme CHEMBL52 CHEMBL1738442 (2)
0 / 0
Q9NUW8 Tyrosyl-DNA phosphodiesterase 1 Enzyme CHEMBL52 CHEMBL1614364 (1)
1 / 1
O00255 Menin Unclassified protein CHEMBL52 CHEMBL1614257 (2)
2 / 5
Q03164 Histone-lysine N-methyltransferase 2A Enzyme CHEMBL52 CHEMBL1614257 (2)
1 / 3
Q13951 Core-binding factor subunit beta Unclassified protein CHEMBL52 CHEMBL1613933 (3)
0 / 1
Q01196 Runt-related transcription factor 1 Unclassified protein CHEMBL52 CHEMBL1613933 (3)
1 / 6
P07900 Heat shock protein HSP 90-alpha Other cytosolic protein CHEMBL52 CHEMBL1613874 (1) CHEMBL1613948 (1)
0 / 0
P08238 Heat shock protein HSP 90-beta Other cytosolic protein CHEMBL52 CHEMBL1613874 (1) CHEMBL1613948 (1)
0 / 0
O94925 Glutaminase kidney isoform, mitochondrial Enzyme CHEMBL52 CHEMBL2114738 (2)
0 / 0
Q14191 Werner syndrome ATP-dependent helicase Enzyme CHEMBL52 CHEMBL2114796 (1)
2 / 1
Q13148 TAR DNA-binding protein 43 Unclassified protein CHEMBL52 CHEMBL2354287 (1)
1 / 1

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (73)

OMIM preferred title UniProt
#300438 17-beta-hydroxysteroid dehydrogenase x deficiency Q99714
#219080 Acth-independent macronodular adrenal hyperplasia; aimah P63092
#202300 Adrenocortical carcinoma, hereditary; adcc P04637
#612069 Amyotrophic lateral sclerosis 10, with or without frontotemporal dementia; als10 Q13148
#300068 Androgen insensitivity syndrome; ais P10275
#312300 Androgen insensitivity, partial; pais P10275
#300908 Anemia, nonspherocytic hemolytic, due to g6pd deficiency P11413
#613546 Aromatase deficiency P11511
#139300 Aromatase excess syndrome; aexs P11511
#614740 Basal cell carcinoma, susceptibility to, 7; bcc7 P04637
#210900 Bloom syndrome; blm P54132
#115200 Cardiomyopathy, dilated, 1a; cmd1a P02545
#212112 Cardiomyopathy, dilated, with hypergonadotropic hypogonadism P02545
#118300 Charcot-marie-tooth disease and deafness Q01453
#605588 Charcot-marie-tooth disease, axonal, type 2b1; cmt2b1 P02545
#118220 Charcot-marie-tooth disease, demyelinating, type 1a; cmt1a Q01453
#114500 Colorectal cancer; crc P18054
P84022
Q14191
#127750 Dementia, lewy body; dlb P37840
#119900 Digital clubbing, isolated congenital P15428
#609535 Drug metabolism, poor, cyp2c19-related P33261
#608902 Drug metabolism, poor, cyp2d6-related P10635
#181350 Emery-dreifuss muscular dystrophy 2, autosomal dominant; edmd2 P02545
#133239 Esophageal cancer P04637
P18054
#615363 Estrogen resistance; estrr P03372
#301500 Fabry disease P06280
#600274 Frontotemporal dementia; ftd P10636
#139393 Guillain-barre syndrome, familial; gbs Q01453
#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
#145900 Hypertrophic neuropathy of dejerine-sottas Q01453
#259100 Hypertrophic osteoarthropathy, primary, autosomal recessive, 1; phoar1 P15428
#270450 Insulin-like growth factor i, resistance to P08069
#151623 Li-fraumeni syndrome 1; lfs1 P04637
#151660 Lipodystrophy, familial partial, type 2; fpld2 P02545
#613795 Loeys-dietz syndrome, type 3; lds3 P84022
#613688 Long qt syndrome 2; lqt2 Q12809
#211980 Lung cancer P04637
#248370 Mandibuloacral dysplasia with type a lipodystrophy; mada P02545
#174800 Mccune-albright syndrome; mas P63092
#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
#607948 Mycobacterium tuberculosis, susceptibility to P11473
#162500 Neuropathy, hereditary, with liability to pressure palsies; hnpp Q01453
#166350 Osseous heteroplasia, progressive; poh P63092
#260500 Papilloma of choroid plexus; cpp P04637
#168601 Parkinson disease 1, autosomal dominant; park1 P37840
#605543 Parkinson disease 4, autosomal dominant; park4 P37840
#168600 Parkinson disease, late-onset; pd P37840
#260540 Parkinson-dementia syndrome P10636
#172700 Pick disease of brain P10636
#102200 Pituitary adenoma, growth hormone-secreting P63092
#601399 Platelet disorder, familial, with associated myeloid malignancy Q01196
#103580 Pseudohypoparathyroidism, type ia; php1a P63092
#603233 Pseudohypoparathyroidism, type ib; php1b P63092
#612462 Pseudohypoparathyroidism, type ic; php1c P63092
#275210 Restrictive dermopathy, lethal P02545
#604906 Schizophrenia 9; sczd9 P49798
#181500 Schizophrenia; sczd P49798
#609620 Short qt syndrome 1; sqt1 Q12809
#313200 Spinal and bulbar muscular atrophy, x-linked 1; smax1 P10275
#183090 Spinocerebellar ataxia 2; sca2 Q99700
#607250 Spinocerebellar ataxia, autosomal recessive, with axonal neuropathy; scan1 Q9NUW8
#275355 Squamous cell carcinoma, head and neck; hnscc P04637
#601104 Supranuclear palsy, progressive, 1; psnp1 P10636
#187950 Thrombocythemia 1; thcyt1 P40225
#277440 Vitamin d-dependent rickets, type 2a; vddr2a P11473
#277700 Werner syndrome; wrn Q14191
#278750 Xeroderma pigmentosum, variant type; xpv Q9Y253

KEGG DISEASE (92)

KEGG disease name UniProt
H00033 Adrenal carcinoma O00255 (related)
P04637 (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)
Q01453 (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)
H00026 Endometrial Cancer P03372 (marker)
P04637 (related)
H00004 Chronic myeloid leukemia (CML) P04637 (related)
Q01196 (related)
H00005 Chronic lymphocytic leukemia (CLL) P04637 (related)
H00006 Hairy-cell leukemia P04637 (related)
H00008 Burkitt lymphoma P04637 (related)
H00009 Adult T-cell leukemia P04637 (related)
H00010 Multiple myeloma P04637 (related)
H00013 Small cell lung cancer P04637 (related)
H00014 Non-small cell lung cancer P04637 (related)
H00015 Malignant pleural mesothelioma P04637 (related)
P08069 (related)
H00016 Oral cancer P04637 (related)
P04637 (marker)
H00017 Esophageal cancer P04637 (related)
P04637 (marker)
P35354 (related)
H00018 Gastric cancer P04637 (related)
H00019 Pancreatic cancer P04637 (related)
P04637 (marker)
H00020 Colorectal cancer P04637 (related)
P04637 (marker)
H00022 Bladder cancer P04637 (related)
H00025 Penile cancer P04637 (related)
P04637 (marker)
P35354 (related)
H00027 Ovarian cancer P04637 (related)
H00028 Choriocarcinoma P04637 (related)
H00029 Vulvar cancer P04637 (related)
H00031 Breast cancer P04637 (related)
H00032 Thyroid cancer P04637 (related)
H00036 Osteosarcoma P04637 (related)
P08684 (marker)
H00038 Malignant melanoma P04637 (related)
H00039 Basal cell carcinoma P04637 (related)
H00040 Squamous cell carcinoma P04637 (related)
H00041 Kaposi's sarcoma P04637 (related)
H00042 Glioma P04637 (related)
P04637 (marker)
H00044 Cancer of the anal canal P04637 (related)
H00046 Cholangiocarcinoma P04637 (related)
P35354 (related)
H00047 Gallbladder cancer P04637 (related)
H00048 Hepatocellular carcinoma P04637 (related)
H00055 Laryngeal cancer P04637 (related)
P04637 (marker)
H00881 Li-Fraumeni syndrome P04637 (related)
H01007 Choroid plexus papilloma P04637 (related)
H00021 Renal cell carcinoma P04637 (marker)
H00125 Fabry disease P06280 (related)
H00050 Synovial sarcoma P08069 (related)
H01274 Growth delay due to insulin-like growth factor I resistance P08069 (related)
H00024 Prostate cancer P10275 (related)
H00062 Spinal and bulbar muscular atrophy (SBMA) P10275 (related)
H00608 46,XY disorders of sex development (Disorders in androgen synthesis or action) P10275 (related)
H00609 46,XY disorders of sex development (Other) P10275 (related)
H00058 Amyotrophic lateral sclerosis (ALS) P10636 (related)
Q13148 (related)
H00077 Progressive supranuclear palsy (PSP) P10636 (related)
H00078 Frontotemporal lobar degeneration (FTLD) P10636 (related)
H00101 Other phagocyte defects P11413 (related)
H00668 Anemia due to disorders of glutathione metabolism P11413 (related)
H00342 Tuberculosis P11473 (related)
H00784 Localized autosomal recessive hypotrichosis P11473 (related)
H01143 Vitamin D-dependent rickets P11473 (related)
H00599 46,XX disorders of sex development (Disorders related to androgen excess) P11511 (related)
H00794 Aromatase excess syndrome P11511 (related)
H01205 Coumarin resistance P11712 (related)
H00457 Primary hypertrophic osteoarthropathy (PHO) P15428 (related)
H01246 Isolated congenital nail clubbing (ICNC) P15428 (related)
H01171 Poor drug metabolism (PM) P33261 (related)
H00057 Parkinson's disease (PD) P37840 (related)
H00066 Lewy body dementia (LBD) P37840 (related)
H00227 Congenital amegakaryocytic thrombocytopenia (CAMT) P40225 (marker)
H00094 DNA repair defects P54132 (related)
H00296 Defects in RecQ helicases P54132 (related)
Q14191 (related)
H00244 Pseudohypoparathyroidism P63092 (related)
H00441 Progressive osseous heteroplasia (POH) P63092 (related)
H00501 Fibrous dysplasia, polyostotic P63092 (related)
H00001 Acute lymphoblastic leukemia (ALL) (precursor B lymphoblastic leukemia) Q01196 (related)
Q01196 (marker)
Q03164 (related)
Q03164 (marker)
H00003 Acute myeloid leukemia (AML) Q01196 (related)
Q01196 (marker)
Q13951 (marker)
H00978 Thrombocytopenia (THC) Q01196 (related)
H01296 Hereditary neuropathy with liability to pressure palsies (HNPP) Q01453 (related)
H00002 Acute lymphoblastic leukemia (ALL) (precursor T lymphoblastic leukemia) Q03164 (related)
H00720 Long QT syndrome Q12809 (related)
H00725 Short QT syndrome Q12809 (related)
H00063 Spinocerebellar ataxia (SCA) Q99700 (related)
Q9NUW8 (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)
H00403 Disorders of nucleotide excision repair Q9Y253 (related)