3-Hydroxy-5-methoxy-4-(3-methyl-2-butenyl)biphenyl

Details

• Internal ID: dd242bba-3d9d-4b62-af9c-b07ab0997ad0
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: 3-methoxy-2-(3-methylbut-2-enyl)-5-phenylphenol
• SMILES (Canonical): CC(=CCC1=C(C=C(C=C1OC)C2=CC=CC=C2)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(C=C1OC)C2=CC=CC=C2)O)C
• InChI: InChI=1S/C18H20O2/c1-13(2)9-10-16-17(19)11-15(12-18(16)20-3)14-7-5-4-6-8-14/h4-9,11-12,19H,10H2,1-3H3
• InChI Key: YLHIMUFBHPWZQA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₂
• Molecular Weight: 268.30 g/mol
• Exact Mass: 268.146329876 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 3-hydroxy-5-methoxy-4-(3-methyl-2-butenyl)biphenyl

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9735	97.35%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8323	83.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9104	91.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7615	76.15%
P-glycoprotein inhibitior	-	0.6155	61.55%
P-glycoprotein substrate	-	0.8843	88.43%
CYP3A4 substrate	-	0.5849	58.49%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	+	0.4334	43.34%
CYP3A4 inhibition	-	0.8990	89.90%
CYP2C9 inhibition	-	0.5388	53.88%
CYP2C19 inhibition	+	0.8593	85.93%
CYP2D6 inhibition	-	0.8545	85.45%
CYP1A2 inhibition	+	0.6306	63.06%
CYP2C8 inhibition	+	0.6935	69.35%
CYP inhibitory promiscuity	+	0.9122	91.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7126	71.26%
Carcinogenicity (trinary)	Non-required	0.6360	63.60%
Eye corrosion	-	0.9892	98.92%
Eye irritation	+	0.7404	74.04%
Skin irritation	-	0.8199	81.99%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8163	81.63%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.4915	49.15%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.6622	66.22%
Acute Oral Toxicity (c)	III	0.8247	82.47%
Estrogen receptor binding	+	0.9040	90.40%
Androgen receptor binding	+	0.7044	70.44%
Thyroid receptor binding	+	0.6937	69.37%
Glucocorticoid receptor binding	+	0.6831	68.31%
Aromatase binding	+	0.7374	73.74%
PPAR gamma	+	0.8348	83.48%
Honey bee toxicity	-	0.8774	87.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	97.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.28%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.03%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.67%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.71%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.25%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.20%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.68%	93.99%
CHEMBL1255126	O15151	Protein Mdm4	86.59%	90.20%
CHEMBL240	Q12809	HERG	83.61%	89.76%
CHEMBL221	P23219	Cyclooxygenase-1	83.32%	90.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.67%	92.08%

Plants that contains it

• Rhynchosia suaveolens

Cross-Links

• PubChem: 18546452
• LOTUS: LTS0191074
• wikiData: Q105350125