4-[(E,2S)-4-(4-hydroxyphenyl)-2,3-dimethylbut-3-enyl]phenol

Details

• Internal ID: f5075f66-4fa0-4080-974d-1b2df0df1051
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 4-[(E,2S)-4-(4-hydroxyphenyl)-2,3-dimethylbut-3-enyl]phenol
• SMILES (Canonical): CC(CC1=CC=C(C=C1)O)C(=CC2=CC=C(C=C2)O)C
• SMILES (Isomeric): C[C@@H](CC1=CC=C(C=C1)O)/C(=C/C2=CC=C(C=C2)O)/C
• InChI: InChI=1S/C18H20O2/c1-13(11-15-3-7-17(19)8-4-15)14(2)12-16-5-9-18(20)10-6-16/h3-11,14,19-20H,12H2,1-2H3/b13-11+/t14-/m0/s1
• InChI Key: VNUHGFKQPBUSFI-CMPYXILNSA-N
• Popularity: 0 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): 40.50 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.38
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.6357	63.57%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6835	68.35%
OATP2B1 inhibitior	-	0.8462	84.62%
OATP1B1 inhibitior	+	0.8876	88.76%
OATP1B3 inhibitior	+	0.9217	92.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6146	61.46%
P-glycoprotein inhibitior	-	0.9206	92.06%
P-glycoprotein substrate	-	0.8295	82.95%
CYP3A4 substrate	-	0.6340	63.40%
CYP2C9 substrate	-	0.5774	57.74%
CYP2D6 substrate	-	0.6620	66.20%
CYP3A4 inhibition	+	0.7103	71.03%
CYP2C9 inhibition	+	0.7498	74.98%
CYP2C19 inhibition	+	0.8754	87.54%
CYP2D6 inhibition	-	0.5612	56.12%
CYP1A2 inhibition	+	0.8982	89.82%
CYP2C8 inhibition	-	0.7718	77.18%
CYP inhibitory promiscuity	+	0.8888	88.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5693	56.93%
Carcinogenicity (trinary)	Non-required	0.5074	50.74%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.8829	88.29%
Skin irritation	-	0.7938	79.38%
Skin corrosion	-	0.8119	81.19%
Ames mutagenesis	-	0.7737	77.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8073	80.73%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5131	51.31%
skin sensitisation	+	0.8926	89.26%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6136	61.36%
Acute Oral Toxicity (c)	III	0.8577	85.77%
Estrogen receptor binding	+	0.8277	82.77%
Androgen receptor binding	+	0.7103	71.03%
Thyroid receptor binding	+	0.5853	58.53%
Glucocorticoid receptor binding	+	0.7317	73.17%
Aromatase binding	+	0.9156	91.56%
PPAR gamma	+	0.7298	72.98%
Honey bee toxicity	-	0.9076	90.76%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9949	99.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.27%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	93.48%	98.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.11%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.68%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.21%	93.10%
CHEMBL1951	P21397	Monoamine oxidase A	90.15%	91.49%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.66%	91.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.24%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.28%	90.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.16%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.06%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.93%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.19%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	80.49%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	80.01%	94.73%

Plants that contains it

• Iryanthera lancifolia

Cross-Links

• PubChem: 163189402
• LOTUS: LTS0038060
• wikiData: Q105289939