2-(2,3-Dimethoxy-5-prop-2-enylphenyl)-6-methoxy-4-prop-2-enylphenol

Details

• Internal ID: a1e88888-a9e8-4d5c-ba82-94c142b0a0b5
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: 2-(2,3-dimethoxy-5-prop-2-enylphenyl)-6-methoxy-4-prop-2-enylphenol
• SMILES (Canonical): COC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)CC=C)OC)OC)CC=C
• SMILES (Isomeric): COC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)CC=C)OC)OC)CC=C
• InChI: InChI=1S/C21H24O4/c1-6-8-14-10-16(20(22)18(12-14)23-3)17-11-15(9-7-2)13-19(24-4)21(17)25-5/h6-7,10-13,22H,1-2,8-9H2,3-5H3
• InChI Key: IRJPSJDQIIMZOY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₄
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.16745924 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.54
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.7107	71.07%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8293	82.93%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.7485	74.85%
OATP1B3 inhibitior	+	0.9213	92.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8762	87.62%
P-glycoprotein inhibitior	+	0.6482	64.82%
P-glycoprotein substrate	-	0.8318	83.18%
CYP3A4 substrate	-	0.5123	51.23%
CYP2C9 substrate	-	0.6092	60.92%
CYP2D6 substrate	+	0.4730	47.30%
CYP3A4 inhibition	+	0.7696	76.96%
CYP2C9 inhibition	-	0.6797	67.97%
CYP2C19 inhibition	+	0.8347	83.47%
CYP2D6 inhibition	-	0.8401	84.01%
CYP1A2 inhibition	+	0.5261	52.61%
CYP2C8 inhibition	+	0.8494	84.94%
CYP inhibitory promiscuity	+	0.8393	83.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7538	75.38%
Carcinogenicity (trinary)	Non-required	0.5861	58.61%
Eye corrosion	-	0.9784	97.84%
Eye irritation	+	0.6281	62.81%
Skin irritation	-	0.8356	83.56%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3803	38.03%
Micronuclear	-	0.5108	51.08%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8261	82.61%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.8250	82.50%
Acute Oral Toxicity (c)	III	0.7491	74.91%
Estrogen receptor binding	+	0.8369	83.69%
Androgen receptor binding	-	0.6886	68.86%
Thyroid receptor binding	+	0.6749	67.49%
Glucocorticoid receptor binding	+	0.8316	83.16%
Aromatase binding	+	0.7529	75.29%
PPAR gamma	+	0.7154	71.54%
Honey bee toxicity	-	0.8479	84.79%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9934	99.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.16%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.97%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.38%	95.17%
CHEMBL2581	P07339	Cathepsin D	90.86%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.86%	86.33%
CHEMBL4208	P20618	Proteasome component C5	83.32%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.59%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	82.43%	90.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.67%	89.62%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.70%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.36%	95.56%

Plants that contains it

• Damburneya purpurea
• Tinospora cordifolia
• Tinospora crispa
• Virola surinamensis

Cross-Links

• PubChem: 85993158
• LOTUS: LTS0097609
• wikiData: Q105277134