PCIDB

KNApSAcK Metabolite C00003820

Metabolite

KNApSAcK Entry

id C00003820
Name Acacetin / Apigenin 4'-methyl ether / 5,7-Dihydroxy-4'-methoxyflavone
CAS RN 480-44-4
Standard InChI InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3
Standard InChI (Main Layer) InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3

Cluster

Phytochemical cluster No. 15
KCF-S cluster No. 3

Link

ChEMBL

By standard InChI CHEMBL243664
By standard InChI Main Layer CHEMBL243664

KEGG

By LinkDB C01470

CTD

By CAS RN C023717

Species

Summary

Plant class

class name count
asterids 19
rosids 4
Spermatophyta 1
Liliopsida 1

Family

family name count
Lamiaceae 9
Asteraceae 6
Fabaceae 2
Caprifoliaceae 2
Podocarpaceae 1
Betulaceae 1
Stilbaceae 1
Plantaginaceae 1
Xanthorrhoeaceae 1
Biebersteiniaceae 1

List (25)

* NCBI
KNApSAcK organism *ID *family *plant class *kingdom
Artemisia minor 1227633 Asteraceae asterids Viridiplantae
Artemisia vestita 4219 Asteraceae asterids Viridiplantae
Asphodeline globifera 49695 Xanthorrhoeaceae Liliopsida Viridiplantae
Biebersteinia orphanidis 74351 Biebersteiniaceae rosids Viridiplantae
Callicarpa pilosissima 21922 Lamiaceae asterids Viridiplantae
Chrysanthemum leucanthemum 99072 Asteraceae asterids Viridiplantae
Chrysothamnus nauseosus 71039 Asteraceae asterids Viridiplantae
Eupatorium hookerianum 13516 Asteraceae asterids Viridiplantae
Eupatorium tinifolium 13516 Asteraceae asterids Viridiplantae
Indigofera tetrantha 20685 Fabaceae rosids Viridiplantae
Leucas aspera 483811 Lamiaceae asterids Viridiplantae
Mentha aquatica 190902 Lamiaceae asterids Viridiplantae
Mentha longifolia 38859 Lamiaceae asterids Viridiplantae
Nuxia sphaerocephala 69069 Stilbaceae asterids Viridiplantae
Ocimum americanum L.var.pilosum (Willd.) Paton 39173 Lamiaceae asterids Viridiplantae
Ocimum basilicum L. 39350 Lamiaceae asterids Viridiplantae
Ocimum x citriodorum Vis. 204098 Lamiaceae asterids Viridiplantae
Ostrya japonica 176866 Betulaceae rosids Viridiplantae
Podocarpus fasciculus 120615 Podocarpaceae Spermatophyta Viridiplantae
Robinia pseudoacacia 35938 Fabaceae rosids Viridiplantae
Salvia nicolsoniana 21880 Lamiaceae asterids Viridiplantae
Salvia yosgadensis 21880 Lamiaceae asterids Viridiplantae
Scoparia dulcis L. 107240 Plantaginaceae asterids Viridiplantae
Valeriana chionophila 19952 Caprifoliaceae asterids Viridiplantae
Valeriana fedtschenkoi 19952 Caprifoliaceae asterids Viridiplantae

Human Protein / Gene in interaction

37 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
P10635 Cytochrome P450 2D6 Cytochrome P450 2D6 CHEMBL243664 CHEMBL1614110 (1) CHEMBL1741321 (1)
1 / 0
P04637 Cellular tumor antigen p53 Transcription Factor CHEMBL243664 CHEMBL1613992 (1) CHEMBL1613995 (1)
7 / 44
P49336 Cyclin-dependent kinase 8 Cdk8 CHEMBL243664 CHEMBL1963824 (1)
0 / 0
Q16637 Survival motor neuron protein Unclassified protein CHEMBL243664 CHEMBL1613842 (2)
4 / 2
Q99700 Ataxin-2 Unclassified protein CHEMBL243664 CHEMBL2114784 (2)
1 / 1
Q03181 Peroxisome proliferator-activated receptor delta NR1C2 CHEMBL243664 CHEMBL2341203 (1) CHEMBL2341207 (1)
0 / 0
O75604 Ubiquitin carboxyl-terminal hydrolase 2 Enzyme CHEMBL243664 CHEMBL1614331 (1)
0 / 0
P02545 Prelamin-A/C Unclassified protein CHEMBL243664 CHEMBL1614544 (1)
11 / 10
P04798 Cytochrome P450 1A1 Cytochrome P450 1A1 CHEMBL243664 CHEMBL926267 (1) CHEMBL1225717 (1)
CHEMBL1780345 (1) CHEMBL1780377 (1)
CHEMBL1780378 (1) CHEMBL1780379 (1)
CHEMBL1780380 (1) CHEMBL1780381 (1)
CHEMBL1780385 (1)
0 / 0
P11712 Cytochrome P450 2C9 Cytochrome P450 2C9 CHEMBL243664 CHEMBL1614027 (1) CHEMBL1741325 (1)
0 / 1
P00533 Epidermal growth factor receptor TK tyrosine-protein kinase EGFR subfamily CHEMBL243664 CHEMBL941404 (1)
1 / 11
Q9Y3R4 Sialidase-2 Enzyme CHEMBL243664 CHEMBL1100507 (1)
0 / 0
P00352 Retinal dehydrogenase 1 Enzyme CHEMBL243664 CHEMBL1614458 (2)
0 / 0
Q16665 Hypoxia-inducible factor 1-alpha Transcription Factor CHEMBL243664 CHEMBL1614456 (1) CHEMBL1613803 (1)
0 / 0
P84022 Mothers against decapentaplegic homolog 3 Unclassified protein CHEMBL243664 CHEMBL1794584 (1)
2 / 0
P51151 Ras-related protein Rab-9A Unclassified protein CHEMBL243664 CHEMBL1613838 (1)
0 / 0
P38398 Breast cancer type 1 susceptibility protein Enzyme CHEMBL243664 CHEMBL2114807 (1)
4 / 2
P04150 Glucocorticoid receptor NR3C1 CHEMBL243664 CHEMBL1052488 (1) CHEMBL1052489 (1)
0 / 1
P37231 Peroxisome proliferator-activated receptor gamma NR1C3 CHEMBL243664 CHEMBL1059360 (1) CHEMBL1059361 (1)
5 / 3
Q16678 Cytochrome P450 1B1 Cytochrome P450 1B1 CHEMBL243664 CHEMBL926266 (1) CHEMBL1225718 (1)
CHEMBL1780346 (1) CHEMBL1780382 (1)
CHEMBL1780383 (1)
4 / 4
P04745 Alpha-amylase 1 Enzyme CHEMBL243664 CHEMBL964479 (2)
0 / 0
P50750 Cyclin-dependent kinase 9 Cdk9 CHEMBL243664 CHEMBL1963831 (1)
0 / 0
P28482 Mitogen-activated protein kinase 1 Erk CHEMBL243664 CHEMBL1613808 (1)
0 / 0
P05177 Cytochrome P450 1A2 Cytochrome P450 1A2 CHEMBL243664 CHEMBL926268 (1) CHEMBL1225716 (1)
CHEMBL1741322 (1)
0 / 0
Q9UNQ0 ATP-binding cassette sub-family G member 2 ATP binding cassette CHEMBL243664 CHEMBL2076243 (1) CHEMBL2078552 (1)
2 / 0
O15118 Niemann-Pick C1 protein Unclassified protein CHEMBL243664 CHEMBL1614342 (1)
1 / 1
Q96QE3 ATPase family AAA domain-containing protein 5 Unclassified protein CHEMBL243664 CHEMBL1738588 (1) CHEMBL1738317 (1)
0 / 0
P33261 Cytochrome P450 2C19 Cytochrome P450 2C19 CHEMBL243664 CHEMBL1613777 (1) CHEMBL1741323 (1)
1 / 1
P08684 Cytochrome P450 3A4 Cytochrome P450 3A4 CHEMBL243664 CHEMBL1614108 (3) CHEMBL1613886 (3)
CHEMBL1741324 (1)
0 / 1
Q9UNA4 DNA polymerase iota Enzyme CHEMBL243664 CHEMBL1794483 (1)
0 / 0
P10636 Microtubule-associated protein tau Unclassified protein CHEMBL243664 CHEMBL1614250 (2) CHEMBL1614421 (2)
CHEMBL1614502 (1)
4 / 3
P10275 Androgen receptor NR3C4 CHEMBL243664 CHEMBL1052486 (1)
3 / 4
Q07869 Peroxisome proliferator-activated receptor alpha NR1C1 CHEMBL243664 CHEMBL1059364 (1) CHEMBL1059365 (1)
0 / 0
Q9NUW8 Tyrosyl-DNA phosphodiesterase 1 Enzyme CHEMBL243664 CHEMBL1614364 (1)
1 / 1
O00255 Menin Unclassified protein CHEMBL243664 CHEMBL1614257 (3)
2 / 5
Q03164 Histone-lysine N-methyltransferase 2A Enzyme CHEMBL243664 CHEMBL1614257 (3)
1 / 3
Q13148 TAR DNA-binding protein 43 Unclassified protein CHEMBL243664 CHEMBL2354287 (1)
1 / 1

CTD interaction (9)

compound gene gene name gene description interaction interaction type form reference
pmid
C023717 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) acacetin results in decreased activity of CYP1A1 protein decreases activity
protein 21053930
21482471
C023717 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 metabolism of acacetin increases metabolic processing
protein 21482471
C023717 1544 CYP1A2
CP12
P3-450
P450(PA)
cytochrome P450, family 1, subfamily A, polypeptide 2 (EC:1.14.14.1) acacetin results in decreased activity of CYP1A2 protein decreases activity
protein 21053930
C023717 1545 CYP1B1
CP1B
CYPIB1
GLC3A
P4501B1
cytochrome P450, family 1, subfamily B, polypeptide 1 (EC:1.14.14.1) acacetin binds to and results in decreased activity of CYP1B1 protein affects binding
/ decreases activity
protein 21053930
C023717 1545 CYP1B1
CP1B
CYPIB1
GLC3A
P4501B1
cytochrome P450, family 1, subfamily B, polypeptide 1 (EC:1.14.14.1) CYP1B1 protein results in increased metabolism of acacetin increases metabolic processing
protein 21482471
C023717 1559 CYP2C9
CPC9
CYP2C
CYP2C10
CYPIIC9
P450IIC9
cytochrome P450, family 2, subfamily C, polypeptide 9 (EC:1.14.13.48 1.14.13.49 1.14.13.80) acacetin inhibits the reaction [CYP2C9 protein results in increased hydroxylation of Flurbiprofen] decreases reaction
/ increases hydroxylation
protein 21053930
C023717 1576 CYP3A4
CP33
CP34
CYP3A
CYP3A3
CYPIIIA3
CYPIIIA4
HLP
NF-25
P450C3
P450PCN1
cytochrome P450, family 3, subfamily A, polypeptide 4 (EC:1.14.13.67 1.14.13.97 1.14.13.32 1.14.13.157) acacetin binds to and results in decreased activity of CYP3A4 protein affects binding
/ decreases activity
protein 21053930
C023717 1576 CYP3A4
CP33
CP34
CYP3A
CYP3A3
CYPIIIA3
CYPIIIA4
HLP
NF-25
P450C3
P450PCN1
cytochrome P450, family 3, subfamily A, polypeptide 4 (EC:1.14.13.67 1.14.13.97 1.14.13.32 1.14.13.157) acacetin inhibits the reaction [[CYP3A4 protein results in increased oxidation of Midazolam] which results in increased chemical synthesis of 4-hydroxymidazolam] decreases reaction
/ increases chemical synthesis
/ increases oxidation
protein 21053930
C023717 1576 CYP3A4
CP33
CP34
CYP3A
CYP3A3
CYPIIIA3
CYPIIIA4
HLP
NF-25
P450C3
P450PCN1
cytochrome P450, family 3, subfamily A, polypeptide 4 (EC:1.14.13.67 1.14.13.97 1.14.13.32 1.14.13.157) acacetin promotes the reaction [[CYP3A4 protein results in increased oxidation of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam] increases chemical synthesis
/ increases oxidation
/ increases reaction
protein 21053930

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (55)

OMIM preferred title UniProt
#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
#614740 Basal cell carcinoma, susceptibility to, 7; bcc7 P04637
#614490 Blood group, junior system; jr Q9UNQ0
%606641 Body mass index; bmi P37231
#114480 Breast cancer P38398
#604370 Breast-ovarian cancer, familial, susceptibility to, 1; brovca1 P38398
#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 P84022
#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
#600274 Frontotemporal dementia; ftd P10636
#137750 Glaucoma 1, open angle, a; glc1a Q16678
#231300 Glaucoma 3, primary congenital, a; glc3a Q16678
#137760 Glaucoma, primary open angle; poag Q16678
#137800 Glioma susceptibility 1; glm1 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
#145000 Hyperparathyroidism 1; hrpt1 O00255
#151623 Li-fraumeni syndrome 1; lfs1 P04637
#151660 Lipodystrophy, familial partial, type 2; fpld2 P02545
#604367 Lipodystrophy, familial partial, type 3; fpld3 P37231
#613795 Loeys-dietz syndrome, type 3; lds3 P84022
#211980 Lung cancer P00533
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
#257220 Niemann-pick disease, type c1; npc1 O15118
#601665 Obesity P37231
#167000 Ovarian cancer P38398
#614320 Pancreatic cancer, susceptibility to, 4; pnca4 P38398
#260500 Papilloma of choroid plexus; cpp P04637
#260540 Parkinson-dementia syndrome P10636
#604229 Peters anomaly Q16678
#172700 Pick disease of brain P10636
#275210 Restrictive dermopathy, lethal P02545
#313200 Spinal and bulbar muscular atrophy, x-linked 1; smax1 P10275
#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
#138900 Uric acid concentration, serum, quantitative trait locus 1; uaqtl1 Q9UNQ0

KEGG DISEASE (72)

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)
H00136 Niemann-Pick disease type C (NPC) O15118 (related)
H00016 Oral cancer P00533 (related)
P00533 (marker)
P04637 (related)
P04637 (marker)
H00017 Esophageal cancer P00533 (related)
P04637 (related)
P04637 (marker)
H00018 Gastric cancer P00533 (related)
P04637 (related)
H00022 Bladder cancer P00533 (related)
P04637 (related)
H00028 Choriocarcinoma P00533 (related)
P04637 (related)
H00030 Cervical cancer P00533 (related)
H00042 Glioma P00533 (related)
P00533 (marker)
P04637 (related)
P04637 (marker)
H00055 Laryngeal cancer P00533 (related)
P00533 (marker)
P04637 (related)
P04637 (marker)
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)
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)
H00599 46,XX disorders of sex development (Disorders related to androgen excess) P04150 (related)
H00004 Chronic myeloid leukemia (CML) P04637 (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)
H00019 Pancreatic cancer P04637 (related)
P04637 (marker)
H00020 Colorectal cancer P04637 (related)
P04637 (marker)
H00025 Penile cancer P04637 (related)
P04637 (marker)
H00026 Endometrial Cancer P04637 (related)
H00027 Ovarian cancer P04637 (related)
P38398 (related)
H00029 Vulvar cancer P04637 (related)
H00031 Breast cancer P04637 (related)
P38398 (related)
H00032 Thyroid cancer P04637 (related)
P37231 (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)
H00044 Cancer of the anal canal P04637 (related)
H00046 Cholangiocarcinoma P04637 (related)
H00047 Gallbladder cancer P04637 (related)
H00048 Hepatocellular carcinoma P04637 (related)
H00881 Li-Fraumeni syndrome P04637 (related)
H01007 Choroid plexus papilloma P04637 (related)
H00021 Renal cell carcinoma P04637 (marker)
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)
H01205 Coumarin resistance P11712 (related)
H01171 Poor drug metabolism (PM) P33261 (related)
H00409 Type II diabetes mellitus P37231 (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)
H00612 Primary open angle glaucoma Q16678 (related)
H01075 Peters anomaly Q16678 (related)
H01159 Anterior segment dysgenesis (ASD) Q16678 (related)
H01203 Primary congenital glaucoma (PCG) Q16678 (related)
H00063 Spinocerebellar ataxia (SCA) Q99700 (related)
Q9NUW8 (related)