4-[7-hydroxy-6-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-3-yl]benzene-1,3-diol

Details

• Internal ID: 333ed6c6-4905-4abf-8b2b-e3eb40353a89
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanols
• IUPAC Name: 4-[7-hydroxy-6-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-3-yl]benzene-1,3-diol
• SMILES (Canonical): CC(=CCC1=C(C=C2C(=C1)CC(CO2)C3=C(C=C(C=C3)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=C2C(=C1)CC(CO2)C3=C(C=C(C=C3)O)O)O)C
• InChI: InChI=1S/C20H22O4/c1-12(2)3-4-13-7-14-8-15(11-24-20(14)10-18(13)22)17-6-5-16(21)9-19(17)23/h3,5-7,9-10,15,21-23H,4,8,11H2,1-2H3
• InChI Key: VQAHBCDRILEHTM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.15180918 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9738	97.38%
Caco-2	+	0.5638	56.38%
Blood Brain Barrier	+	0.5299	52.99%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7895	78.95%
OATP2B1 inhibitior	-	0.5705	57.05%
OATP1B1 inhibitior	+	0.9151	91.51%
OATP1B3 inhibitior	+	0.9554	95.54%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7830	78.30%
P-glycoprotein inhibitior	-	0.6272	62.72%
P-glycoprotein substrate	+	0.6475	64.75%
CYP3A4 substrate	+	0.5349	53.49%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	+	0.4888	48.88%
CYP3A4 inhibition	-	0.6012	60.12%
CYP2C9 inhibition	+	0.7794	77.94%
CYP2C19 inhibition	+	0.8782	87.82%
CYP2D6 inhibition	-	0.6244	62.44%
CYP1A2 inhibition	+	0.8778	87.78%
CYP2C8 inhibition	-	0.6036	60.36%
CYP inhibitory promiscuity	+	0.9247	92.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7700	77.00%
Eye corrosion	-	0.9894	98.94%
Eye irritation	+	0.6964	69.64%
Skin irritation	-	0.7913	79.13%
Skin corrosion	-	0.9223	92.23%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7079	70.79%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8049	80.49%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7478	74.78%
Acute Oral Toxicity (c)	III	0.4939	49.39%
Estrogen receptor binding	+	0.8851	88.51%
Androgen receptor binding	+	0.5864	58.64%
Thyroid receptor binding	+	0.6757	67.57%
Glucocorticoid receptor binding	+	0.7626	76.26%
Aromatase binding	+	0.6769	67.69%
PPAR gamma	+	0.7795	77.95%
Honey bee toxicity	-	0.8719	87.19%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	98.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.88%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.95%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.73%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.63%	100.00%
CHEMBL236	P41143	Delta opioid receptor	91.12%	99.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.80%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	89.68%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	89.16%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.96%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.96%	99.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.70%	93.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.05%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.80%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.74%	93.40%
CHEMBL1951	P21397	Monoamine oxidase A	85.65%	91.49%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.62%	96.12%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.38%	85.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.90%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.88%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.53%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.51%	89.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.99%	91.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.01%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.11%	94.80%

Plants that contains it

• Maackia tenuifolia

Cross-Links

• PubChem: 162936377
• LOTUS: LTS0165469
• wikiData: Q105291138