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

Details

• Internal ID: 20f8daea-e141-4402-8a5d-2e35cb8f8a10
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanols
• IUPAC Name: 4-[(3R)-7-hydroxy-6-(2-methylbut-3-en-2-yl)-3,4-dihydro-2H-chromen-3-yl]benzene-1,3-diol
• SMILES (Canonical): CC(C)(C=C)C1=C(C=C2C(=C1)CC(CO2)C3=C(C=C(C=C3)O)O)O
• SMILES (Isomeric): CC(C)(C=C)C1=C(C=C2C(=C1)C[C@@H](CO2)C3=C(C=C(C=C3)O)O)O
• InChI: InChI=1S/C20H22O4/c1-4-20(2,3)16-8-12-7-13(11-24-19(12)10-18(16)23)15-6-5-14(21)9-17(15)22/h4-6,8-10,13,21-23H,1,7,11H2,2-3H3/t13-/m0/s1
• InChI Key: WZKRLNSIPVUZHV-ZDUSSCGKSA-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: 4.60
• Atomic LogP (AlogP): 3.99
• 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	+	0.9430	94.30%
Caco-2	+	0.7446	74.46%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7510	75.10%
OATP2B1 inhibitior	-	0.8488	84.88%
OATP1B1 inhibitior	+	0.8930	89.30%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5509	55.09%
P-glycoprotein inhibitior	-	0.7196	71.96%
P-glycoprotein substrate	+	0.5517	55.17%
CYP3A4 substrate	+	0.5891	58.91%
CYP2C9 substrate	+	0.5742	57.42%
CYP2D6 substrate	+	0.4540	45.40%
CYP3A4 inhibition	+	0.5446	54.46%
CYP2C9 inhibition	+	0.7209	72.09%
CYP2C19 inhibition	+	0.8147	81.47%
CYP2D6 inhibition	-	0.7915	79.15%
CYP1A2 inhibition	+	0.7036	70.36%
CYP2C8 inhibition	+	0.6190	61.90%
CYP inhibitory promiscuity	+	0.8120	81.20%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6984	69.84%
Eye corrosion	-	0.9872	98.72%
Eye irritation	+	0.6904	69.04%
Skin irritation	-	0.7819	78.19%
Skin corrosion	-	0.8857	88.57%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7893	78.93%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8190	81.90%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7458	74.58%
Acute Oral Toxicity (c)	III	0.5272	52.72%
Estrogen receptor binding	+	0.7279	72.79%
Androgen receptor binding	+	0.5556	55.56%
Thyroid receptor binding	+	0.7654	76.54%
Glucocorticoid receptor binding	+	0.6352	63.52%
Aromatase binding	+	0.6623	66.23%
PPAR gamma	-	0.5119	51.19%
Honey bee toxicity	-	0.8537	85.37%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	96.81%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.46%	98.95%
CHEMBL236	P41143	Delta opioid receptor	95.55%	99.35%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	94.43%	83.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.83%	93.40%
CHEMBL1951	P21397	Monoamine oxidase A	92.17%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.51%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.48%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.31%	95.56%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	90.49%	81.29%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.89%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.85%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.78%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	88.11%	94.73%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.96%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.81%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.01%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.99%	89.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	85.87%	97.23%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.12%	85.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.20%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.41%	89.62%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.40%	90.93%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.52%	90.24%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.37%	96.12%
CHEMBL233	P35372	Mu opioid receptor	80.23%	97.93%

Plants that contains it

• Endosamara racemosa

Cross-Links

• PubChem: 14237674
• LOTUS: LTS0211783
• wikiData: Q105323283