5,8,9-Trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-[1]benzofuro[3,2-h]chromen-4-one

Details

• Internal ID: 31253944-7796-4928-86f1-50e58f94a048
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Furanoflavonoids and dihydrofuranoflavonoids
• IUPAC Name: 5,8,9-trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-[1]benzofuro[3,2-h]chromen-4-one
• InChI: InChI=1S/C21H14O7/c22-10-3-1-9(2-4-10)17-8-16(26)19-15(25)6-12-11-5-13(23)14(24)7-18(11)28-20(12)21(19)27-17/h1-7,17,22-25H,8H2
• InChI Key: NFHAGMCGVRLIOV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₄O₇
• Molecular Weight: 378.30 g/mol
• Exact Mass: 378.07395278 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9378	93.78%
Caco-2	-	0.8546	85.46%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8320	83.20%
OATP2B1 inhibitior	-	0.5708	57.08%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.9842	98.42%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6642	66.42%
P-glycoprotein inhibitior	-	0.5774	57.74%
P-glycoprotein substrate	-	0.8078	80.78%
CYP3A4 substrate	+	0.5416	54.16%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.7910	79.10%
CYP3A4 inhibition	-	0.6399	63.99%
CYP2C9 inhibition	+	0.8661	86.61%
CYP2C19 inhibition	+	0.5839	58.39%
CYP2D6 inhibition	-	0.7144	71.44%
CYP1A2 inhibition	+	0.7877	78.77%
CYP2C8 inhibition	+	0.4698	46.98%
CYP inhibitory promiscuity	-	0.5785	57.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4663	46.63%
Eye corrosion	-	0.9923	99.23%
Eye irritation	+	0.6620	66.20%
Skin irritation	-	0.5854	58.54%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4794	47.94%
Micronuclear	+	0.8659	86.59%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8058	80.58%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4886	48.86%
Acute Oral Toxicity (c)	II	0.4158	41.58%
Estrogen receptor binding	+	0.8487	84.87%
Androgen receptor binding	+	0.8580	85.80%
Thyroid receptor binding	+	0.5149	51.49%
Glucocorticoid receptor binding	+	0.7384	73.84%
Aromatase binding	-	0.5216	52.16%
PPAR gamma	+	0.8001	80.01%
Honey bee toxicity	-	0.7181	71.81%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8814	88.14%

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	99.25%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.54%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.16%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.88%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.32%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.79%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.09%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	87.24%	98.35%
CHEMBL217	P14416	Dopamine D2 receptor	85.15%	95.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.15%	94.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.61%	85.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.54%	99.15%
CHEMBL3194	P02766	Transthyretin	80.90%	90.71%

Plants that contains it

• Anastatica hierochuntica

Cross-Links

• PubChem: 162996984
• LOTUS: LTS0011299
• wikiData: Q105178470