2,2-Dimethyl-7-(2-phenylethenyl)-3,4-dihydrochromene-3,5-diol

Details

• Internal ID: ab087fb2-9ee8-46e8-9143-c60fcd029594
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2,2-dimethyl-7-(2-phenylethenyl)-3,4-dihydrochromene-3,5-diol
• SMILES (Canonical): CC1(C(CC2=C(C=C(C=C2O1)C=CC3=CC=CC=C3)O)O)C
• SMILES (Isomeric): CC1(C(CC2=C(C=C(C=C2O1)C=CC3=CC=CC=C3)O)O)C
• InChI: InChI=1S/C19H20O3/c1-19(2)18(21)12-15-16(20)10-14(11-17(15)22-19)9-8-13-6-4-3-5-7-13/h3-11,18,20-21H,12H2,1-2H3
• InChI Key: HSGNBZVGNHDAMS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₃
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.14124450 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	-	0.5126	51.26%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6444	64.44%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8659	86.59%
OATP1B3 inhibitior	+	0.9757	97.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7742	77.42%
P-glycoprotein inhibitior	-	0.7373	73.73%
P-glycoprotein substrate	-	0.9048	90.48%
CYP3A4 substrate	-	0.5221	52.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4111	41.11%
CYP3A4 inhibition	-	0.9125	91.25%
CYP2C9 inhibition	-	0.7430	74.30%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.7946	79.46%
CYP1A2 inhibition	+	0.5924	59.24%
CYP2C8 inhibition	+	0.6553	65.53%
CYP inhibitory promiscuity	-	0.6808	68.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5693	56.93%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.7112	71.12%
Skin irritation	-	0.6878	68.78%
Skin corrosion	-	0.8483	84.83%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7911	79.11%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	-	0.5935	59.35%
skin sensitisation	-	0.6040	60.40%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4520	45.20%
Acute Oral Toxicity (c)	III	0.6220	62.20%
Estrogen receptor binding	+	0.9432	94.32%
Androgen receptor binding	+	0.8106	81.06%
Thyroid receptor binding	+	0.7863	78.63%
Glucocorticoid receptor binding	+	0.7537	75.37%
Aromatase binding	+	0.8452	84.52%
PPAR gamma	+	0.9000	90.00%
Honey bee toxicity	-	0.8996	89.96%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9426	94.26%

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	99.56%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.87%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.96%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.82%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	89.69%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.55%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.51%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.51%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.22%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	86.57%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.23%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	81.69%	94.73%

Plants that contains it

• Lonchocarpus chiricanus

Cross-Links

• PubChem: 72810904
• LOTUS: LTS0258495
• wikiData: Q105033026