Kayaflavone

Details

• Internal ID: 51953462-2932-4653-90d5-ba0e52356312
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-methoxyphenyl]-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)OC
• InChI: InChI=1S/C33H24O10/c1-39-19-7-4-16(5-8-19)26-14-23(37)32-24(38)15-28(41-3)30(33(32)43-26)20-10-17(6-9-25(20)40-2)27-13-22(36)31-21(35)11-18(34)12-29(31)42-27/h4-15,34-35,38H,1-3H3
• InChI Key: RROKRDUARFDCDH-UHFFFAOYSA-N
• Popularity: 20 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₂₄O₁₀
• Molecular Weight: 580.50 g/mol
• Exact Mass: 580.13694696 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.04
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• 481-45-8
• Amentoflavone 4',4''',7''-trimethyl ether
• 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-methoxyphenyl]-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one
• AKOS040762712

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9312	93.12%
Caco-2	-	0.7538	75.38%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7937	79.37%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	-	0.6011	60.11%
OATP1B3 inhibitior	+	0.8927	89.27%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9386	93.86%
P-glycoprotein inhibitior	+	0.9120	91.20%
P-glycoprotein substrate	-	0.6088	60.88%
CYP3A4 substrate	+	0.6452	64.52%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.5787	57.87%
CYP2C9 inhibition	-	0.6917	69.17%
CYP2C19 inhibition	-	0.6646	66.46%
CYP2D6 inhibition	-	0.8129	81.29%
CYP1A2 inhibition	+	0.6457	64.57%
CYP2C8 inhibition	+	0.8915	89.15%
CYP inhibitory promiscuity	+	0.6215	62.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5679	56.79%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8725	87.25%
Skin irritation	-	0.7623	76.23%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7386	73.86%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9501	95.01%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4545	45.45%
Acute Oral Toxicity (c)	III	0.5810	58.10%
Estrogen receptor binding	+	0.8853	88.53%
Androgen receptor binding	+	0.9305	93.05%
Thyroid receptor binding	+	0.6262	62.62%
Glucocorticoid receptor binding	+	0.8790	87.90%
Aromatase binding	-	0.4925	49.25%
PPAR gamma	+	0.7404	74.04%
Honey bee toxicity	-	0.7636	76.36%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.9134	91.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.80%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.27%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.35%	99.15%
CHEMBL3194	P02766	Transthyretin	96.21%	90.71%
CHEMBL2581	P07339	Cathepsin D	95.67%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.35%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.62%	89.00%
CHEMBL4208	P20618	Proteasome component C5	92.33%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.24%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	91.86%	93.31%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.35%	83.57%
CHEMBL1951	P21397	Monoamine oxidase A	89.65%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.40%	86.92%
CHEMBL242	Q92731	Estrogen receptor beta	88.85%	98.35%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.91%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.77%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.82%	96.21%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.92%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.27%	99.23%
CHEMBL308	P06493	Cyclin-dependent kinase 1	84.23%	91.73%
CHEMBL5747	Q92793	CREB-binding protein	83.97%	95.12%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.89%	95.50%
CHEMBL2535	P11166	Glucose transporter	83.57%	98.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.99%	97.28%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.82%	90.71%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	82.14%	89.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.58%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.55%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	80.09%	94.73%

Plants that contains it

• Afrocarpus gracilior
• Araucaria araucana
• Breonia chinensis
• Campylotropis hirtella
• Ceropegia dichotoma
• Cremastra appendiculata
• Crinum moorei
• Crotalaria candicans
• Dendrobium loddigesii
• Distephanus angulifolius
• Eucalyptus apodophylla
• Glycosmis macrophylla
• Gypsophila perfoliata
• Hypericum polyanthemum
• Juniperus drupacea
• Lophostemon confertus
• Mentha × gentilis
• Ononis spinosa
• Orbivestus karaguensis
• Pentaclethra macrophylla
• Periploca sepium
• Pinalia japonica
• Piper methysticum
• Plectranthus hereroensis
• Pleione bulbocodioides
• Pleione yunnanensis
• Pterocaulon virgatum
• Rhodiola semenovii
• Salvia sessei
• Sonneratia caseolaris
• Stephania zippeliana
• Taxus baccata
• Taxus wallichiana
• Torreya nucifera
• Veronica polita

Cross-Links

• PubChem: 9894522
• NPASS: NPC186227
• ChEMBL: CHEMBL453479
• LOTUS: LTS0248631
• wikiData: Q104403285