4-Prenyldihydropinosylvin

Details

• Internal ID: 1ed0cf36-1c59-4175-8744-d8b393039333
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2-(3-methylbut-2-enyl)-5-(2-phenylethyl)benzene-1,3-diol
• InChI: InChI=1S/C19H22O2/c1-14(2)8-11-17-18(20)12-16(13-19(17)21)10-9-15-6-4-3-5-7-15/h3-8,12-13,20-21H,9-11H2,1-2H3
• InChI Key: WRBJIPNZGJUCOJ-UHFFFAOYSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₂
• Molecular Weight: 282.40 g/mol
• Exact Mass: 282.161979940 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.39
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 70610-11-6
• 2-(3-methylbut-2-enyl)-5-(2-phenylethyl)benzene-1,3-diol
• C19H22O2
• CHEBI:1926
• SCHEMBL4742069
• CHEMBL5272896
• DTXSID60331923
• LMPK13090041
• 3,5-dihydroxy-4-(3-methyl-2-butenyl)bibenzyl
• Q27105528

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	-	0.5676	56.76%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7777	77.77%
OATP2B1 inhibitior	-	0.8481	84.81%
OATP1B1 inhibitior	+	0.8830	88.30%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8088	80.88%
BSEP inhibitior	+	0.9311	93.11%
P-glycoprotein inhibitior	-	0.4759	47.59%
P-glycoprotein substrate	-	0.8298	82.98%
CYP3A4 substrate	-	0.6299	62.99%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	+	0.3876	38.76%
CYP3A4 inhibition	+	0.5721	57.21%
CYP2C9 inhibition	+	0.8890	88.90%
CYP2C19 inhibition	+	0.8843	88.43%
CYP2D6 inhibition	-	0.5801	58.01%
CYP1A2 inhibition	+	0.9193	91.93%
CYP2C8 inhibition	-	0.6467	64.67%
CYP inhibitory promiscuity	+	0.9582	95.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7939	79.39%
Carcinogenicity (trinary)	Non-required	0.7208	72.08%
Eye corrosion	-	0.9659	96.59%
Eye irritation	+	0.8259	82.59%
Skin irritation	-	0.7209	72.09%
Skin corrosion	+	0.5486	54.86%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7434	74.34%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	+	0.7283	72.83%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7507	75.07%
Acute Oral Toxicity (c)	III	0.6032	60.32%
Estrogen receptor binding	+	0.9387	93.87%
Androgen receptor binding	+	0.7597	75.97%
Thyroid receptor binding	+	0.6286	62.86%
Glucocorticoid receptor binding	+	0.7393	73.93%
Aromatase binding	+	0.7841	78.41%
PPAR gamma	+	0.9607	96.07%
Honey bee toxicity	-	0.8953	89.53%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9933	99.33%

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	97.05%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.97%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.90%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.82%	86.33%
CHEMBL240	Q12809	HERG	91.51%	89.76%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.76%	94.62%
CHEMBL5805	Q9NR97	Toll-like receptor 8	85.97%	96.25%
CHEMBL1951	P21397	Monoamine oxidase A	83.81%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.28%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.06%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.66%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	80.86%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.27%	95.50%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	80.19%	100.00%

Plants that contains it

• Glycyrrhiza lepidota
• Radula complanata

Cross-Links

• PubChem: 442715
• NPASS: NPC71625
• LOTUS: LTS0169683
• wikiData: Q27105528