PCIDB

KNApSAcK Metabolite C00001015

Metabolite

KNApSAcK Entry

id C00001015
Name Amentoflavone
CAS RN 1617-53-4
Standard InChI InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-12,31-36H
Standard InChI (Main Layer) InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-12,31-36H

Cluster

Phytochemical cluster No. 18
KCF-S cluster No. 34

Link

ChEMBL

By standard InChI CHEMBL63354
By standard InChI Main Layer CHEMBL63354

KEGG

By LinkDB C10018

CTD

By CAS RN C011164

Species

Summary

Plant class

class name count
Spermatophyta 23
rosids 11
Euphyllophyta 2
Embryophyta 2
asterids 1

Family (Top 10)

family name count
Cupressaceae 10
Araucariaceae 3
Podocarpaceae 3
Taxaceae 3
Cycadaceae 2
Selaginellaceae 2
Zamiaceae 2
Calophyllaceae 2
Anacardiaceae 1
Salicaceae 1

List (40)

* NCBI
KNApSAcK organism *ID *family *plant class *kingdom
Agathis spp. 25664 Araucariaceae Spermatophyta Viridiplantae
Amentotaxus yunnanensis 89479 Taxaceae Spermatophyta Viridiplantae
Araucaria cunninghamii 56994 Araucariaceae Spermatophyta Viridiplantae
Araucaria spp. 25666 Araucariaceae Spermatophyta Viridiplantae
Calocedrus microlepic var. formosana 13386 Cupressaceae Spermatophyta Viridiplantae
Calophyllum inophyllum 158927 Calophyllaceae rosids Viridiplantae
Calophyllum pinetorum 73121 Calophyllaceae rosids Viridiplantae
Chamaecyparis formosensis 187461 Cupressaceae Spermatophyta Viridiplantae
Cupressus cashmeriana 187464 Cupressaceae Spermatophyta Viridiplantae
Cupressus spp. 13468 Cupressaceae Spermatophyta Viridiplantae
Cycas beddomei 1115358 Cycadaceae Spermatophyta Viridiplantae
Cycas revoluta 3396 Cycadaceae Spermatophyta Viridiplantae
Dioon spp. 58032 Zamiaceae Spermatophyta Viridiplantae
Elateriospermum tapos 212299 Euphorbiaceae rosids Viridiplantae
Garcinia livingstonei 469932 Clusiaceae rosids Viridiplantae
Hypericum perforatum 65561 Hypericaceae rosids Viridiplantae
Juniperus occidentalis HOOK. 114265 Cupressaceae Spermatophyta Viridiplantae
Juniperus spp. 13100 Cupressaceae Spermatophyta Viridiplantae
Metasequoia glyptostroboides 3371 Cupressaceae Spermatophyta Viridiplantae
Ouratea sulcata 58891 Ochnaceae rosids Viridiplantae
Physocarpus capitatus 141000 Rosaceae rosids Viridiplantae
Podocarpus fasciculus 120615 Podocarpaceae Spermatophyta Viridiplantae
Podocarpus montanus 3363 Podocarpaceae Spermatophyta Viridiplantae
Podocarpus spp. 3363 Podocarpaceae Spermatophyta Viridiplantae
Psilotum triquetrum 3240 Psilotaceae Euphyllophyta Viridiplantae
Putranjiva roxburghii 28504 Putranjivaceae rosids Viridiplantae
Rhus succedanea 269721 Anacardiaceae rosids Viridiplantae
Salix spp. 40685 Salicaceae rosids Viridiplantae
Selaginella delicatula 1353961 Selaginellaceae Embryophyta Viridiplantae
Selaginella spp.
Selaginella tamariscina 137178 Selaginellaceae Embryophyta Viridiplantae
Sequoiadendron giganteum 99814 Cupressaceae Spermatophyta Viridiplantae
Struthiola argentea 142714 Thymelaeaceae rosids Viridiplantae
Taxodium distichum 28982 Cupressaceae Spermatophyta Viridiplantae
Taxus baccata 25629 Taxaceae Spermatophyta Viridiplantae
Taxus wallichiana 147273 Taxaceae Spermatophyta Viridiplantae
Thuja spp. 3315 Cupressaceae Spermatophyta Viridiplantae
Viburnum prunifolium 237954 Adoxaceae asterids Viridiplantae
Vittaria anguste-elongata 38724 Pteridaceae Euphyllophyta Viridiplantae
Zamia spp. 3303 Zamiaceae Spermatophyta Viridiplantae

Human Protein / Gene in interaction

50 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
Q07820 Induced myeloid leukemia cell differentiation protein Mcl-1 Other cytosolic protein CHEMBL63354 CHEMBL1614529 (1)
0 / 0
Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Enzyme CHEMBL63354 CHEMBL1794585 (1)
0 / 0
P10828 Thyroid hormone receptor beta NR1A2 CHEMBL63354 CHEMBL1614554 (1)
3 / 1
O15496 Group 10 secretory phospholipase A2 Enzyme CHEMBL63354 CHEMBL922765 (1)
0 / 0
P49763 Placenta growth factor Unclassified protein CHEMBL63354 CHEMBL2339396 (1)
0 / 0
P41145 Kappa-type opioid receptor Opioid receptor CHEMBL63354 CHEMBL926465 (1) CHEMBL926470 (1)
0 / 0
P14555 Phospholipase A2, membrane associated Enzyme CHEMBL63354 CHEMBL866283 (1)
0 / 0
P43235 Cathepsin K C1A CHEMBL63354 CHEMBL913665 (1)
1 / 2
P47712 Cytosolic phospholipase A2 Enzyme CHEMBL63354 CHEMBL922766 (1)
0 / 0
P00352 Retinal dehydrogenase 1 Enzyme CHEMBL63354 CHEMBL1614458 (1)
0 / 0
P17405 Sphingomyelin phosphodiesterase Enzyme CHEMBL63354 CHEMBL1794495 (1)
2 / 2
P39748 Flap endonuclease 1 Enzyme CHEMBL63354 CHEMBL1794486 (1)
0 / 0
P84022 Mothers against decapentaplegic homolog 3 Unclassified protein CHEMBL63354 CHEMBL1794584 (1)
2 / 0
P35462 D(3) dopamine receptor Dopamine receptor CHEMBL63354 CHEMBL679083 (1)
1 / 0
P41143 Delta-type opioid receptor Opioid receptor CHEMBL63354 CHEMBL926464 (1) CHEMBL926467 (1)
CHEMBL926472 (1) CHEMBL1120978 (1)
0 / 0
P43220 Glucagon-like peptide 1 receptor Glucagon-like peptide receptor CHEMBL63354 CHEMBL2114788 (1)
0 / 0
P63092 Guanine nucleotide-binding protein G(s) subunit alpha isoforms short Other membrane protein CHEMBL63354 CHEMBL2114810 (1)
7 / 3
Q9Y253 DNA polymerase eta Enzyme CHEMBL63354 CHEMBL1794569 (1)
1 / 1
P15692 Vascular endothelial growth factor A Secreted protein CHEMBL63354 CHEMBL2339393 (1)
1 / 2
P56817 Beta-secretase 1 A1A CHEMBL63354 CHEMBL1211753 (1)
0 / 0
P08253 72 kDa type IV collagenase M10A CHEMBL63354 CHEMBL945961 (1)
1 / 3
P15428 15-hydroxyprostaglandin dehydrogenase [NAD(+)] Enzyme CHEMBL63354 CHEMBL1614038 (1)
2 / 2
P28335 5-hydroxytryptamine receptor 2C Serotonin receptor CHEMBL63354 CHEMBL617859 (1)
0 / 0
P35372 Mu-type opioid receptor Opioid receptor CHEMBL63354 CHEMBL926466 (1) CHEMBL926471 (1)
0 / 0
P19174 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1 Enzyme CHEMBL63354 CHEMBL974195 (1)
0 / 0
Q9UNA4 DNA polymerase iota Enzyme CHEMBL63354 CHEMBL1794483 (1)
0 / 0
O75164 Lysine-specific demethylase 4A Enzyme CHEMBL63354 CHEMBL1737991 (1)
0 / 0
P10636 Microtubule-associated protein tau Unclassified protein CHEMBL63354 CHEMBL1614250 (1) CHEMBL1614421 (1)
CHEMBL1614502 (1)
4 / 3
Q9UBT6 DNA polymerase kappa Enzyme CHEMBL63354 CHEMBL1794536 (1)
0 / 0
P55072 Transitional endoplasmic reticulum ATPase Unclassified protein CHEMBL63354 CHEMBL1614506 (1) CHEMBL1614140 (1)
2 / 1
O00255 Menin Unclassified protein CHEMBL63354 CHEMBL1614257 (1)
2 / 5
Q03164 Histone-lysine N-methyltransferase 2A Enzyme CHEMBL63354 CHEMBL1614257 (1)
1 / 3
Q9UN88 Gamma-aminobutyric acid receptor subunit theta GABA-A theta CHEMBL63354 CHEMBL650540 (1) CHEMBL685374 (1)
0 / 0
P28472 Gamma-aminobutyric acid receptor subunit beta-3 GABA-A beta CHEMBL63354 CHEMBL650540 (1) CHEMBL685374 (1)
1 / 0
P14867 Gamma-aminobutyric acid receptor subunit alpha-1 GABA-A alpha CHEMBL63354 CHEMBL650540 (1) CHEMBL685374 (1)
CHEMBL678813 (1) CHEMBL678814 (1)
1 / 1
P48169 Gamma-aminobutyric acid receptor subunit alpha-4 GABA-A alpha CHEMBL63354 CHEMBL650540 (1) CHEMBL685374 (1)
0 / 0
O14764 Gamma-aminobutyric acid receptor subunit delta GABA-A delta CHEMBL63354 CHEMBL650540 (1) CHEMBL685374 (1)
1 / 1
P31644 Gamma-aminobutyric acid receptor subunit alpha-5 GABA-A alpha CHEMBL63354 CHEMBL650540 (1) CHEMBL685374 (1)
0 / 0
Q99928 Gamma-aminobutyric acid receptor subunit gamma-3 GABA-A gamma CHEMBL63354 CHEMBL650540 (1) CHEMBL685374 (1)
0 / 0
P78334 Gamma-aminobutyric acid receptor subunit epsilon GABA-A epsilon CHEMBL63354 CHEMBL650540 (1) CHEMBL685374 (1)
0 / 0
Q8N1C3 Gamma-aminobutyric acid receptor subunit gamma-1 GABA-A gamma CHEMBL63354 CHEMBL650540 (1) CHEMBL685374 (1)
0 / 0
P34903 Gamma-aminobutyric acid receptor subunit alpha-3 GABA-A alpha CHEMBL63354 CHEMBL650540 (1) CHEMBL685374 (1)
0 / 0
O00591 Gamma-aminobutyric acid receptor subunit pi GABA-A pi CHEMBL63354 CHEMBL650540 (1) CHEMBL685374 (1)
0 / 0
P47870 Gamma-aminobutyric acid receptor subunit beta-2 GABA-A beta CHEMBL63354 CHEMBL650540 (1) CHEMBL685374 (1)
CHEMBL678813 (1) CHEMBL678814 (1)
0 / 0
P18507 Gamma-aminobutyric acid receptor subunit gamma-2 GABA-A gamma CHEMBL63354 CHEMBL650540 (1) CHEMBL685374 (1)
CHEMBL678813 (1) CHEMBL678814 (1)
4 / 2
P18505 Gamma-aminobutyric acid receptor subunit beta-1 GABA-A beta CHEMBL63354 CHEMBL650540 (1) CHEMBL685374 (1)
0 / 0
Q16445 Gamma-aminobutyric acid receptor subunit alpha-6 GABA-A alpha CHEMBL63354 CHEMBL650540 (1) CHEMBL685374 (1)
0 / 0
P47869 Gamma-aminobutyric acid receptor subunit alpha-2 GABA-A alpha CHEMBL63354 CHEMBL650540 (1) CHEMBL685374 (1)
1 / 0
O94925 Glutaminase kidney isoform, mitochondrial Enzyme CHEMBL63354 CHEMBL2114738 (1)
0 / 0
Q14191 Werner syndrome ATP-dependent helicase Enzyme CHEMBL63354 CHEMBL2114796 (1)
2 / 1

CTD interaction (8)

compound gene gene name gene description interaction interaction type form reference
pmid
C011164 1545 CYP1B1
CP1B
CYPIB1
GLC3A
P4501B1
cytochrome P450, family 1, subfamily B, polypeptide 1 (EC:1.14.14.1) amentoflavone results in decreased activity of CYP1B1 protein decreases activity
protein 16271822
C011164 1638 DCT
TRP-2
TYRP2
dopachrome tautomerase (EC:5.3.3.12) amentoflavone analog results in decreased expression of DCT mRNA decreases expression
mRNA 17473463
C011164 1638 DCT
TRP-2
TYRP2
dopachrome tautomerase (EC:5.3.3.12) amentoflavone analog results in decreased expression of DCT protein decreases expression
protein 17473463
C011164 4843 NOS2
HEP-NOS
INOS
NOS
NOS2A
nitric oxide synthase 2, inducible (EC:1.14.13.39) amentoflavone results in decreased expression of NOS2 protein decreases expression
protein 12144868
C011164 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) amentoflavone results in decreased expression of PTGS2 mRNA decreases expression
mRNA 12144868
C011164 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) amentoflavone results in decreased expression of PTGS2 protein decreases expression
protein 12144868
C011164 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) [amentoflavone results in decreased expression of PTGS2 protein] which results in decreased chemical synthesis of Dinoprostone decreases chemical synthesis
/ decreases expression
protein 12144868
C011164 7299 TYR
ATN
CMM8
OCA1
OCA1A
OCAIA
SHEP3
tyrosinase (EC:1.14.18.1) amentoflavone analog results in decreased activity of TYR protein decreases activity
protein 17473463

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (39)

OMIM preferred title UniProt
#219080 Acth-independent macronodular adrenal hyperplasia; aimah P63092
#103780 Alcohol dependence P47869
#613954 Amyotrophic lateral sclerosis 14, with or without frontotemporal dementia; als14 P55072
#114500 Colorectal cancer; crc P84022
Q14191
#119900 Digital clubbing, isolated congenital P15428
#607208 Dravet syndrome P18507
#607681 Epilepsy, childhood absence, susceptibility to, 2; eca2 P18507
#612269 Epilepsy, childhood absence, susceptibility to, 5; eca5 P28472
#613060 Epilepsy, idiopathic generalized, susceptibility to, 10; eig10 O14764
#611136 Epilepsy, juvenile myoclonic, susceptibility to, 5; ejm5 P14867
#600274 Frontotemporal dementia; ftd P10636
#604233 Generalized epilepsy with febrile seizures plus, type 1; gefsp1 P18507
#611277 Generalized epilepsy with febrile seizures plus, type 3; gefsp3 P18507
#605130 Hairy elbows, short stature, facial dysmorphism, and developmental delay Q03164
#145000 Hyperparathyroidism 1; hrpt1 O00255
#259100 Hypertrophic osteoarthropathy, primary, autosomal recessive, 1; phoar1 P15428
#167320 Inclusion body myopathy with early-onset paget disease with or without frontotemporal dementia 1; ibmpfd1 P55072
#613795 Loeys-dietz syndrome, type 3; lds3 P84022
#174800 Mccune-albright syndrome; mas P63092
#603933 Microvascular complications of diabetes, susceptibility to, 1; mvcd1 P15692
#259600 Multicentric osteolysis, nodulosis, and arthropathy; mona P08253
#131100 Multiple endocrine neoplasia, type i; men1 O00255
#257200 Niemann-pick disease, type a P17405
#607616 Niemann-pick disease, type b P17405
#166350 Osseous heteroplasia, progressive; poh P63092
#260540 Parkinson-dementia syndrome P10636
#172700 Pick disease of brain P10636
#102200 Pituitary adenoma, growth hormone-secreting P63092
#103580 Pseudohypoparathyroidism, type ia; php1a P63092
#603233 Pseudohypoparathyroidism, type ib; php1b P63092
#612462 Pseudohypoparathyroidism, type ic; php1c P63092
#265800 Pycnodysostosis P43235
#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
#190300 Tremor, hereditary essential, 1; etm1 P35462
#277700 Werner syndrome; wrn Q14191
#278750 Xeroderma pigmentosum, variant type; xpv Q9Y253

KEGG DISEASE (29)

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)
H00783 Febrile seizures O14764 (related)
P18507 (related)
H00025 Penile cancer P08253 (related)
H00028 Choriocarcinoma P08253 (related)
H00472 Torg-Winchester syndrome P08253 (related)
H00058 Amyotrophic lateral sclerosis (ALS) P10636 (related)
H00077 Progressive supranuclear palsy (PSP) P10636 (related)
H00078 Frontotemporal lobar degeneration (FTLD) P10636 (related)
P55072 (related)
H00249 Thyroid hormone resistance syndrome P10828 (related)
H00808 Idiopathic generalized epilepsies (IGEs) P14867 (related)
P18507 (related)
H00457 Primary hypertrophic osteoarthropathy (PHO) P15428 (related)
H01246 Isolated congenital nail clubbing (ICNC) P15428 (related)
H00018 Gastric cancer P15692 (related)
H00021 Renal cell carcinoma P15692 (marker)
H00137 Niemann-Pick disease (NPD) typeA and B P17405 (related)
H00424 Defects in the degradation of sphingomyelin P17405 (related)
H00273 Pycnodysostosis P43235 (related)
H00425 Lysosomal cysteine protease deficiencies P43235 (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) Q03164 (related)
Q03164 (marker)
H00002 Acute lymphoblastic leukemia (ALL) (precursor T lymphoblastic leukemia) Q03164 (related)
H00296 Defects in RecQ helicases Q14191 (related)
H00403 Disorders of nucleotide excision repair Q9Y253 (related)