2,2-Dimethyl-8-(3-methylbut-2-enyl)-5-(2-phenylethenyl)-3,4-dihydrochromene-3,7-diol

Details

• Internal ID: 74d63e02-aed6-4d27-852b-abb490d8387f
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2,2-dimethyl-8-(3-methylbut-2-enyl)-5-(2-phenylethenyl)-3,4-dihydrochromene-3,7-diol
• SMILES (Canonical): CC(=CCC1=C(C=C(C2=C1OC(C(C2)O)(C)C)C=CC3=CC=CC=C3)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(C2=C1OC(C(C2)O)(C)C)C=CC3=CC=CC=C3)O)C
• InChI: InChI=1S/C24H28O3/c1-16(2)10-13-19-21(25)14-18(12-11-17-8-6-5-7-9-17)20-15-22(26)24(3,4)27-23(19)20/h5-12,14,22,25-26H,13,15H2,1-4H3
• InChI Key: UAXXMVQLCVNGIS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₃
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.20384475 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.15
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.6866	68.66%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6612	66.12%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8444	84.44%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9371	93.71%
P-glycoprotein inhibitior	+	0.6992	69.92%
P-glycoprotein substrate	-	0.7011	70.11%
CYP3A4 substrate	+	0.5520	55.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4111	41.11%
CYP3A4 inhibition	-	0.9389	93.89%
CYP2C9 inhibition	-	0.5397	53.97%
CYP2C19 inhibition	+	0.7357	73.57%
CYP2D6 inhibition	-	0.8135	81.35%
CYP1A2 inhibition	-	0.5775	57.75%
CYP2C8 inhibition	+	0.6869	68.69%
CYP inhibitory promiscuity	+	0.5846	58.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6638	66.38%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.7381	73.81%
Skin irritation	-	0.7467	74.67%
Skin corrosion	-	0.9171	91.71%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8676	86.76%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.6135	61.35%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6209	62.09%
Acute Oral Toxicity (c)	III	0.5812	58.12%
Estrogen receptor binding	+	0.9087	90.87%
Androgen receptor binding	+	0.8217	82.17%
Thyroid receptor binding	+	0.7797	77.97%
Glucocorticoid receptor binding	+	0.8358	83.58%
Aromatase binding	+	0.7445	74.45%
PPAR gamma	+	0.8979	89.79%
Honey bee toxicity	-	0.8421	84.21%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9783	97.83%

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	99.79%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	97.29%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.10%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.39%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.83%	93.99%
CHEMBL2581	P07339	Cathepsin D	91.75%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.79%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.35%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.26%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	85.39%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.04%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.49%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.62%	95.89%

Plants that contains it

• Lonchocarpus chiricanus

Cross-Links

• PubChem: 162928511
• LOTUS: LTS0044924
• wikiData: Q105269126