(E,2S)-4-(3,4-dimethoxyphenyl)but-3-en-2-ol

Details

• Internal ID: 9e11fe2e-e529-4732-ab29-b5cb38c07d13
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Methoxybenzenes > Dimethoxybenzenes
• IUPAC Name: (E,2S)-4-(3,4-dimethoxyphenyl)but-3-en-2-ol
• SMILES (Canonical): CC(C=CC1=CC(=C(C=C1)OC)OC)O
• SMILES (Isomeric): C[C@@H](/C=C/C1=CC(=C(C=C1)OC)OC)O
• InChI: InChI=1S/C12H16O3/c1-9(13)4-5-10-6-7-11(14-2)12(8-10)15-3/h4-9,13H,1-3H3/b5-4+/t9-/m0/s1
• InChI Key: CHBJKIQNRSVFBW-MOVJSRMASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.25 g/mol
• Exact Mass: 208.109944368 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.8563	85.63%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7975	79.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9421	94.21%
OATP1B3 inhibitior	+	0.9779	97.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8237	82.37%
P-glycoprotein inhibitior	-	0.9652	96.52%
P-glycoprotein substrate	-	0.9150	91.50%
CYP3A4 substrate	-	0.6641	66.41%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.6689	66.89%
CYP3A4 inhibition	-	0.7486	74.86%
CYP2C9 inhibition	-	0.9723	97.23%
CYP2C19 inhibition	-	0.7939	79.39%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.7094	70.94%
CYP2C8 inhibition	-	0.7749	77.49%
CYP inhibitory promiscuity	-	0.6093	60.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7831	78.31%
Carcinogenicity (trinary)	Non-required	0.5469	54.69%
Eye corrosion	+	0.5853	58.53%
Eye irritation	+	0.7659	76.59%
Skin irritation	+	0.7114	71.14%
Skin corrosion	-	0.8728	87.28%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5361	53.61%
Micronuclear	-	0.7267	72.67%
Hepatotoxicity	-	0.6197	61.97%
skin sensitisation	+	0.4762	47.62%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	-	0.8393	83.93%
Acute Oral Toxicity (c)	III	0.8453	84.53%
Estrogen receptor binding	-	0.7060	70.60%
Androgen receptor binding	-	0.5953	59.53%
Thyroid receptor binding	-	0.7037	70.37%
Glucocorticoid receptor binding	-	0.7406	74.06%
Aromatase binding	-	0.8288	82.88%
PPAR gamma	-	0.7734	77.34%
Honey bee toxicity	-	0.9240	92.40%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8939	89.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.19%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.05%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.07%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.79%	89.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.34%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	87.71%	90.20%
CHEMBL1951	P21397	Monoamine oxidase A	87.11%	91.49%
CHEMBL2535	P11166	Glucose transporter	86.83%	98.75%
CHEMBL2581	P07339	Cathepsin D	84.65%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.13%	85.14%
CHEMBL4208	P20618	Proteasome component C5	82.51%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.82%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.12%	94.45%
CHEMBL3194	P02766	Transthyretin	80.63%	90.71%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.38%	90.24%

Plants that contains it

• Zingiber montanum

Cross-Links

• PubChem: 96364977
• LOTUS: LTS0027624
• wikiData: Q104958595