3-Methoxy-4-(3-methyl-2-buten-1-yl)-5-[(1E)-2-phenylethenyl]phenol; Longistyline C

Details

• Internal ID: c8fd17b2-15cf-47be-b65c-c1184f3e28e7
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 3-methoxy-4-(3-methylbut-2-enyl)-5-(2-phenylethenyl)phenol
• InChI: InChI=1S/C20H22O2/c1-15(2)9-12-19-17(13-18(21)14-20(19)22-3)11-10-16-7-5-4-6-8-16/h4-11,13-14,21H,12H2,1-3H3
• InChI Key: NFAWEPOBHKEHPO-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₂
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.161979940 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.08
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9221	92.21%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7803	78.03%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.8176	81.76%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8423	84.23%
P-glycoprotein inhibitior	+	0.5833	58.33%
P-glycoprotein substrate	-	0.8253	82.53%
CYP3A4 substrate	-	0.5348	53.48%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	+	0.3626	36.26%
CYP3A4 inhibition	-	0.8433	84.33%
CYP2C9 inhibition	-	0.6558	65.58%
CYP2C19 inhibition	+	0.8903	89.03%
CYP2D6 inhibition	-	0.7804	78.04%
CYP1A2 inhibition	+	0.7498	74.98%
CYP2C8 inhibition	+	0.7723	77.23%
CYP inhibitory promiscuity	+	0.9030	90.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6933	69.33%
Carcinogenicity (trinary)	Non-required	0.6543	65.43%
Eye corrosion	-	0.9879	98.79%
Eye irritation	+	0.7073	70.73%
Skin irritation	-	0.7914	79.14%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8990	89.90%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5070	50.70%
skin sensitisation	+	0.6043	60.43%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.5957	59.57%
Acute Oral Toxicity (c)	III	0.8241	82.41%
Estrogen receptor binding	+	0.9281	92.81%
Androgen receptor binding	+	0.7892	78.92%
Thyroid receptor binding	+	0.7196	71.96%
Glucocorticoid receptor binding	+	0.6696	66.96%
Aromatase binding	+	0.7774	77.74%
PPAR gamma	+	0.8720	87.20%
Honey bee toxicity	-	0.8674	86.74%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9931	99.31%

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	98.54%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.42%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.88%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.47%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.26%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.38%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.11%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.79%	99.17%
CHEMBL3194	P02766	Transthyretin	88.02%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.76%	89.62%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.73%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	83.95%	94.73%
CHEMBL4208	P20618	Proteasome component C5	82.58%	90.00%
CHEMBL2535	P11166	Glucose transporter	82.56%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.33%	95.50%

Plants that contains it

• Cajanus cajan
• Lonchocarpus chiricanus

Cross-Links

• PubChem: 3048927
• LOTUS: LTS0273518
• wikiData: Q105178354