PCIDB

KNApSAcK Metabolite C00002836

Metabolite

KNApSAcK Entry

id C00002836
Name beta-Lapachone
CAS RN 4707-32-8
Standard InChI InChI=1S/C15H14O3/c1-15(2)8-7-11-13(17)12(16)9-5-3-4-6-10(9)14(11)18-15/h3-6H,7-8H2,1-2H3
Standard InChI (Main Layer) InChI=1S/C15H14O3/c1-15(2)8-7-11-13(17)12(16)9-5-3-4-6-10(9)14(11)18-15/h3-6H,7-8H2,1-2H3

Cluster

Phytochemical cluster
KCF-S cluster No. 3485

Link

ChEMBL

By standard InChI CHEMBL15192
By standard InChI Main Layer CHEMBL15192

KEGG

By LinkDB C10367

CTD

By CAS RN C014638

Human Protein / Gene in interaction

53 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
P10635 Cytochrome P450 2D6 Cytochrome P450 2D6 CHEMBL15192 CHEMBL1614110 (1) CHEMBL1741321 (1)
1 / 0
P42345 Serine/threonine-protein kinase mTOR Enzyme CHEMBL15192 CHEMBL1613805 (1) CHEMBL1614009 (1)
0 / 0
P04637 Cellular tumor antigen p53 Transcription Factor CHEMBL15192 CHEMBL1613992 (1) CHEMBL1613995 (1)
7 / 44
Q16637 Survival motor neuron protein Unclassified protein CHEMBL15192 CHEMBL1613842 (3)
4 / 2
Q99700 Ataxin-2 Unclassified protein CHEMBL15192 CHEMBL1794367 (1) CHEMBL2114784 (1)
1 / 1
P49798 Regulator of G-protein signaling 4 Unclassified protein CHEMBL15192 CHEMBL1794499 (1)
2 / 0
P21728 D(1A) dopamine receptor Dopamine receptor CHEMBL15192 CHEMBL2114744 (1)
0 / 0
Q12809 Potassium voltage-gated channel subfamily H member 2 KCNH, Kv10-12.x (Ether-a-go-go) CHEMBL15192 CHEMBL1794573 (1)
2 / 2
Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Enzyme CHEMBL15192 CHEMBL1738600 (1)
0 / 0
P02545 Prelamin-A/C Unclassified protein CHEMBL15192 CHEMBL1614310 (1) CHEMBL1614544 (1)
11 / 10
P37840 Alpha-synuclein Unclassified protein CHEMBL15192 CHEMBL2354282 (1)
4 / 2
P10828 Thyroid hormone receptor beta NR1A2 CHEMBL15192 CHEMBL1614554 (2)
3 / 1
P11712 Cytochrome P450 2C9 Cytochrome P450 2C9 CHEMBL15192 CHEMBL1614027 (1) CHEMBL1741325 (1)
0 / 1
P54132 Bloom syndrome protein Enzyme CHEMBL15192 CHEMBL1614522 (1) CHEMBL1614067 (2)
1 / 2
P51570 Galactokinase Enzyme CHEMBL15192 CHEMBL1738082 (1)
1 / 1
Q9NR56 Muscleblind-like protein 1 Unclassified protein CHEMBL15192 CHEMBL1614166 (1) CHEMBL1738096 (1)
CHEMBL1738622 (1)
1 / 0
P11388 DNA topoisomerase 2-alpha Isomerase CHEMBL15192 CHEMBL2038220 (1)
0 / 0
P11473 Vitamin D3 receptor NR1I1 CHEMBL15192 CHEMBL1794311 (1) CHEMBL1963865 (2)
CHEMBL1963915 (1) CHEMBL1963934 (2)
CHEMBL1963947 (2)
2 / 3
O15296 Arachidonate 15-lipoxygenase B Enzyme CHEMBL15192 CHEMBL1613800 (1)
0 / 0
P00352 Retinal dehydrogenase 1 Enzyme CHEMBL15192 CHEMBL1614458 (2)
0 / 0
Q16665 Hypoxia-inducible factor 1-alpha Transcription Factor CHEMBL15192 CHEMBL1614456 (1) CHEMBL1613803 (1)
0 / 0
P39748 Flap endonuclease 1 Enzyme CHEMBL15192 CHEMBL1794486 (2)
0 / 0
P84022 Mothers against decapentaplegic homolog 3 Unclassified protein CHEMBL15192 CHEMBL1794584 (1)
2 / 0
O75496 Geminin Unclassified protein CHEMBL15192 CHEMBL1613941 (1) CHEMBL1738636 (1)
0 / 0
P51151 Ras-related protein Rab-9A Unclassified protein CHEMBL15192 CHEMBL1613838 (1)
0 / 0
O00519 Fatty-acid amide hydrolase 1 Enzyme CHEMBL15192 CHEMBL1099470 (1)
0 / 0
Q9Y253 DNA polymerase eta Enzyme CHEMBL15192 CHEMBL1794569 (1)
1 / 1
P83916 Chromobox protein homolog 1 Unclassified protein CHEMBL15192 CHEMBL1738610 (1)
0 / 0
P11021 78 kDa glucose-regulated protein Unclassified protein CHEMBL15192 CHEMBL1963893 (1)
0 / 0
O94782 Ubiquitin carboxyl-terminal hydrolase 1 Enzyme CHEMBL15192 CHEMBL1794467 (1) CHEMBL1794492 (1)
0 / 0
P06280 Alpha-galactosidase A Enzyme CHEMBL15192 CHEMBL1614217 (1)
1 / 1
P28482 Mitogen-activated protein kinase 1 Erk CHEMBL15192 CHEMBL1614521 (1) CHEMBL1613808 (1)
0 / 0
P05177 Cytochrome P450 1A2 Cytochrome P450 1A2 CHEMBL15192 CHEMBL1741322 (1)
0 / 0
Q01453 Peripheral myelin protein 22 Unclassified protein CHEMBL15192 CHEMBL1614171 (1)
5 / 2
Q96QE3 ATPase family AAA domain-containing protein 5 Unclassified protein CHEMBL15192 CHEMBL1738675 (1)
0 / 0
P19838 Nuclear factor NF-kappa-B p105 subunit Transcription Factor CHEMBL15192 CHEMBL1614274 (1) CHEMBL1613823 (1)
0 / 0
P16050 Arachidonate 15-lipoxygenase Enzyme CHEMBL15192 CHEMBL1614240 (1)
0 / 0
P33261 Cytochrome P450 2C19 Cytochrome P450 2C19 CHEMBL15192 CHEMBL1613777 (1) CHEMBL1741323 (1)
1 / 1
P08684 Cytochrome P450 3A4 Cytochrome P450 3A4 CHEMBL15192 CHEMBL1614108 (1) CHEMBL1613886 (1)
CHEMBL1741324 (1)
0 / 1
Q9UNA4 DNA polymerase iota Enzyme CHEMBL15192 CHEMBL1794483 (2)
0 / 0
Q6W5P4 Neuropeptide S receptor Neuropeptide receptor CHEMBL15192 CHEMBL1614052 (1)
1 / 0
P10636 Microtubule-associated protein tau Unclassified protein CHEMBL15192 CHEMBL1614250 (3) CHEMBL1614421 (3)
4 / 3
Q99549 M-phase phosphoprotein 8 Unclassified protein CHEMBL15192 CHEMBL1738402 (1)
0 / 0
Q16236 Nuclear factor erythroid 2-related factor 2 Unclassified protein CHEMBL15192 CHEMBL1737980 (1)
0 / 0
B2RXH2 Lysine-specific demethylase 4E Enzyme CHEMBL15192 CHEMBL1613914 (1) CHEMBL1798567 (1)
CHEMBL1798570 (1)
0 / 0
P46063 ATP-dependent DNA helicase Q1 Enzyme CHEMBL15192 CHEMBL1613829 (2) CHEMBL1613928 (1)
0 / 0
P40225 Thrombopoietin Unclassified protein CHEMBL15192 CHEMBL1614086 (1) CHEMBL1614034 (1)
1 / 1
Q96KQ7 Histone-lysine N-methyltransferase EHMT2 Enzyme CHEMBL15192 CHEMBL1738442 (1)
0 / 0
Q9NUW8 Tyrosyl-DNA phosphodiesterase 1 Enzyme CHEMBL15192 CHEMBL1614364 (1)
1 / 1
O00255 Menin Unclassified protein CHEMBL15192 CHEMBL1614257 (1)
2 / 5
Q03164 Histone-lysine N-methyltransferase 2A Enzyme CHEMBL15192 CHEMBL1614257 (1)
1 / 3
Q13951 Core-binding factor subunit beta Unclassified protein CHEMBL15192 CHEMBL1613933 (2)
0 / 1
Q01196 Runt-related transcription factor 1 Unclassified protein CHEMBL15192 CHEMBL1613933 (2)
1 / 6

CTD interaction (6)

compound gene gene name gene description interaction interaction type form reference
pmid
C014638 10533 ATG7
APG7-LIKE
APG7L
GSA7
autophagy related 7 ATG7 protein affects the susceptibility to beta-lapachone affects response to substance
protein 21035436
C014638 8678 BECN1
ATG6
VPS30
beclin1
beclin 1, autophagy related BECN1 protein affects the susceptibility to beta-lapachone affects response to substance
protein 21035436
C014638 2950 GSTP1
DFN7
FAEES3
GST3
GSTP
PI
glutathione S-transferase pi 1 (EC:2.5.1.18) beta-lapachone inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of GSTP1 mRNA] decreases reaction
/ increases expression
mRNA 15313406
C014638 2950 GSTP1
DFN7
FAEES3
GST3
GSTP
PI
glutathione S-transferase pi 1 (EC:2.5.1.18) beta-lapachone inhibits the reaction [TNF protein results in increased expression of GSTP1 mRNA] decreases reaction
/ increases expression
mRNA 15313406
C014638 81631 MAP1LC3B
ATG8F
LC3B
MAP1A/1BLC3
MAP1LC3B-a
microtubule-associated protein 1 light chain 3 beta beta-lapachone affects the localization of and results in increased metabolism of MAP1LC3B protein affects localization
/ increases metabolic processing
protein 21035436
C014638 7124 TNF
DIF
TNF-alpha
TNFA
TNFSF2
tumor necrosis factor beta-lapachone inhibits the reaction [TNF protein results in increased expression of GSTP1 mRNA] decreases reaction
/ increases expression
protein 15313406

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (61)

OMIM preferred title UniProt
#202300 Adrenocortical carcinoma, hereditary; adcc P04637
#608584 Asthma-related traits, susceptibility to, 2 Q6W5P4
#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 P84022
#127750 Dementia, lewy body; dlb P37840
#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
#301500 Fabry disease P06280
#600274 Frontotemporal dementia; ftd P10636
#230200 Galactokinase deficiency P51570
#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
#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
#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
#160900 Myotonic dystrophy 1; dm1 Q9NR56
#162500 Neuropathy, hereditary, with liability to pressure palsies; hnpp Q01453
#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
#601399 Platelet disorder, familial, with associated myeloid malignancy Q01196
#275210 Restrictive dermopathy, lethal P02545
#604906 Schizophrenia 9; sczd9 P49798
#181500 Schizophrenia; sczd P49798
#609620 Short qt syndrome 1; sqt1 Q12809
#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
#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
#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
#278750 Xeroderma pigmentosum, variant type; xpv Q9Y253

KEGG DISEASE (77)

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)
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)
H00016 Oral cancer P04637 (related)
P04637 (marker)
H00017 Esophageal cancer P04637 (related)
P04637 (marker)
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)
H00026 Endometrial Cancer P04637 (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)
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)
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)
H00342 Tuberculosis P11473 (related)
H00784 Localized autosomal recessive hypotrichosis P11473 (related)
H01143 Vitamin D-dependent rickets P11473 (related)
H01205 Coumarin resistance P11712 (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)
H00070 Galactosemia P51570 (related)
H00094 DNA repair defects P54132 (related)
H00296 Defects in RecQ helicases P54132 (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)
H00455 Spinal muscular atrophy (SMA) Q16637 (related)
Q16637 (related)
H00063 Spinocerebellar ataxia (SCA) Q99700 (related)
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
D007938 C014638 Leukemia therapeutic
21830773