Fisetin(1-)

Details

• Internal ID: 8a650e39-d214-4945-96a6-fc5ef7b41258
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxochromen-3-olate
• InChI: InChI=1S/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H/p-1
• InChI Key: XHEFDIBZLJXQHF-UHFFFAOYSA-M
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₉O₆-
• Molecular Weight: 285.23 g/mol
• Exact Mass: 285.03991300 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• CHEBI:71992
• RefChem:1085380
• Q27139847

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8727	87.27%
Caco-2	-	0.7654	76.54%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7060	70.60%
OATP2B1 inhibitior	+	0.5182	51.82%
OATP1B1 inhibitior	+	0.9352	93.52%
OATP1B3 inhibitior	+	0.9845	98.45%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6866	68.66%
P-glycoprotein inhibitior	-	0.9166	91.66%
P-glycoprotein substrate	-	0.8256	82.56%
CYP3A4 substrate	-	0.5136	51.36%
CYP2C9 substrate	-	0.8174	81.74%
CYP2D6 substrate	-	0.8393	83.93%
CYP3A4 inhibition	-	0.7429	74.29%
CYP2C9 inhibition	+	0.8400	84.00%
CYP2C19 inhibition	-	0.7028	70.28%
CYP2D6 inhibition	-	0.9070	90.70%
CYP1A2 inhibition	+	0.8924	89.24%
CYP2C8 inhibition	+	0.8221	82.21%
CYP inhibitory promiscuity	-	0.6304	63.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5907	59.07%
Eye corrosion	-	0.9879	98.79%
Eye irritation	+	0.9624	96.24%
Skin irritation	+	0.5608	56.08%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9096	90.96%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.8213	82.13%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7165	71.65%
Acute Oral Toxicity (c)	II	0.6699	66.99%
Estrogen receptor binding	+	0.8915	89.15%
Androgen receptor binding	+	0.9143	91.43%
Thyroid receptor binding	+	0.6157	61.57%
Glucocorticoid receptor binding	+	0.8946	89.46%
Aromatase binding	+	0.8665	86.65%
PPAR gamma	+	0.8700	87.00%
Honey bee toxicity	-	0.8258	82.58%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9307	93.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.02%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.23%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	94.13%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.16%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.86%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.59%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.40%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.11%	94.00%
CHEMBL3194	P02766	Transthyretin	87.08%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.00%	86.33%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.93%	80.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.69%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	84.73%	91.49%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.06%	95.53%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	83.85%	98.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.78%	93.40%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	83.44%	92.29%

Plants that contains it

• Mangifera indica
• Pistacia chinensis
• Senegalia catechu
• Toxicodendron succedaneum

Cross-Links

• PubChem: 54758660
• NPASS: NPC104885