3,6,7-Trihydroxy-2-{4-hydroxy-3-[(3-methylbut-2-en-1-yl)oxy]phenyl}-4H-1-benzopyran-4-one

Details

• Internal ID: ed728f3f-314a-43a6-876d-5a7e27e2944d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,6,7-trihydroxy-2-[4-hydroxy-3-(3-methylbut-2-enoxy)phenyl]chromen-4-one
• InChI: InChI=1S/C20H18O7/c1-10(2)5-6-26-17-7-11(3-4-13(17)21)20-19(25)18(24)12-8-14(22)15(23)9-16(12)27-20/h3-5,7-9,21-23,25H,6H2,1-2H3
• InChI Key: XHGNOEWBXVPYDM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₇
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.10525291 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9665	96.65%
Caco-2	-	0.8506	85.06%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8448	84.48%
OATP2B1 inhibitior	+	0.5787	57.87%
OATP1B1 inhibitior	+	0.9605	96.05%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6603	66.03%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7468	74.68%
CYP3A4 substrate	+	0.5685	56.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8079	80.79%
CYP3A4 inhibition	-	0.8245	82.45%
CYP2C9 inhibition	+	0.9039	90.39%
CYP2C19 inhibition	+	0.8999	89.99%
CYP2D6 inhibition	-	0.5696	56.96%
CYP1A2 inhibition	+	0.9088	90.88%
CYP2C8 inhibition	+	0.7308	73.08%
CYP inhibitory promiscuity	+	0.8960	89.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7376	73.76%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.6264	62.64%
Skin irritation	-	0.7740	77.40%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6649	66.49%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8122	81.22%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8063	80.63%
Acute Oral Toxicity (c)	III	0.6654	66.54%
Estrogen receptor binding	+	0.9242	92.42%
Androgen receptor binding	+	0.8325	83.25%
Thyroid receptor binding	+	0.6556	65.56%
Glucocorticoid receptor binding	+	0.9100	91.00%
Aromatase binding	+	0.7708	77.08%
PPAR gamma	+	0.8651	86.51%
Honey bee toxicity	-	0.8281	82.81%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9943	99.43%

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	99.33%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.03%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.68%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.49%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.30%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	93.30%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.92%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.25%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.07%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.98%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.22%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.65%	98.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.42%	90.71%

Plants that contains it

• Glycyrrhiza uralensis
• Tripterygium wilfordii

Cross-Links

• PubChem: 5487011
• NPASS: NPC75113