4-[2-(5-Hydroxy-2,2-dimethylchromen-7-yl)ethenyl]benzene-1,3-diol

Details

• Internal ID: 2e4c546b-e302-4677-8943-6fec1a938c72
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4-[2-(5-hydroxy-2,2-dimethylchromen-7-yl)ethenyl]benzene-1,3-diol
• SMILES (Canonical): CC1(C=CC2=C(C=C(C=C2O1)C=CC3=C(C=C(C=C3)O)O)O)C
• SMILES (Isomeric): CC1(C=CC2=C(C=C(C=C2O1)C=CC3=C(C=C(C=C3)O)O)O)C
• InChI: InChI=1S/C19H18O4/c1-19(2)8-7-15-17(22)9-12(10-18(15)23-19)3-4-13-5-6-14(20)11-16(13)21/h3-11,20-22H,1-2H3
• InChI Key: VPKBRABQIHPIEA-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₄
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.12050905 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9687	96.87%
Caco-2	+	0.5996	59.96%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6128	61.28%
OATP2B1 inhibitior	-	0.5712	57.12%
OATP1B1 inhibitior	+	0.8727	87.27%
OATP1B3 inhibitior	+	0.9760	97.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8335	83.35%
P-glycoprotein inhibitior	-	0.7267	72.67%
P-glycoprotein substrate	-	0.7520	75.20%
CYP3A4 substrate	+	0.5243	52.43%
CYP2C9 substrate	+	0.6124	61.24%
CYP2D6 substrate	-	0.6593	65.93%
CYP3A4 inhibition	+	0.6007	60.07%
CYP2C9 inhibition	+	0.7844	78.44%
CYP2C19 inhibition	+	0.7016	70.16%
CYP2D6 inhibition	-	0.7898	78.98%
CYP1A2 inhibition	+	0.8862	88.62%
CYP2C8 inhibition	+	0.6824	68.24%
CYP inhibitory promiscuity	+	0.8240	82.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6145	61.45%
Eye corrosion	-	0.9842	98.42%
Eye irritation	+	0.6408	64.08%
Skin irritation	-	0.7000	70.00%
Skin corrosion	-	0.8269	82.69%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5764	57.64%
skin sensitisation	-	0.6807	68.07%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5512	55.12%
Acute Oral Toxicity (c)	III	0.6808	68.08%
Estrogen receptor binding	+	0.9604	96.04%
Androgen receptor binding	+	0.8580	85.80%
Thyroid receptor binding	+	0.8720	87.20%
Glucocorticoid receptor binding	+	0.8669	86.69%
Aromatase binding	+	0.8535	85.35%
PPAR gamma	+	0.8661	86.61%
Honey bee toxicity	-	0.8672	86.72%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9690	96.90%

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	99.29%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.16%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.01%	89.00%
CHEMBL3194	P02766	Transthyretin	91.82%	90.71%
CHEMBL2581	P07339	Cathepsin D	91.32%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.28%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.08%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.51%	86.33%
CHEMBL242	Q92731	Estrogen receptor beta	88.20%	98.35%
CHEMBL4208	P20618	Proteasome component C5	88.03%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.81%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	85.37%	89.63%
CHEMBL3038469	P24941	CDK2/Cyclin A	84.16%	91.38%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.17%	80.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.84%	94.45%

Plants that contains it

• Artocarpus altilis
• Artocarpus heterophyllus

Cross-Links

• PubChem: 73073812
• LOTUS: LTS0234562
• wikiData: Q105290833