(E,2R)-4-(3,4-dimethoxyphenyl)-2-methoxybut-3-en-1-ol

Details

• Internal ID: 458aaf60-a339-42b9-ba37-973eedeb2702
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Methoxybenzenes > Dimethoxybenzenes
• IUPAC Name: (E,2R)-4-(3,4-dimethoxyphenyl)-2-methoxybut-3-en-1-ol
• SMILES (Canonical): COC1=C(C=C(C=C1)C=CC(CO)OC)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)/C=C/[C@H](CO)OC)OC
• InChI: InChI=1S/C13H18O4/c1-15-11(9-14)6-4-10-5-7-12(16-2)13(8-10)17-3/h4-8,11,14H,9H2,1-3H3/b6-4+/t11-/m1/s1
• InChI Key: OBQHHHUWNROFCO-DUMNWFOQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₄
• Molecular Weight: 238.28 g/mol
• Exact Mass: 238.12050905 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.8770	87.70%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8228	82.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5184	51.84%
P-glycoprotein inhibitior	-	0.9555	95.55%
P-glycoprotein substrate	-	0.8248	82.48%
CYP3A4 substrate	-	0.6193	61.93%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.7005	70.05%
CYP3A4 inhibition	+	0.5743	57.43%
CYP2C9 inhibition	-	0.9376	93.76%
CYP2C19 inhibition	-	0.7253	72.53%
CYP2D6 inhibition	-	0.8929	89.29%
CYP1A2 inhibition	-	0.7257	72.57%
CYP2C8 inhibition	-	0.5968	59.68%
CYP inhibitory promiscuity	-	0.7144	71.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8385	83.85%
Carcinogenicity (trinary)	Non-required	0.7474	74.74%
Eye corrosion	-	0.9578	95.78%
Eye irritation	-	0.5663	56.63%
Skin irritation	-	0.6593	65.93%
Skin corrosion	-	0.9665	96.65%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6850	68.50%
Micronuclear	-	0.8301	83.01%
Hepatotoxicity	-	0.6822	68.22%
skin sensitisation	+	0.5219	52.19%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.8452	84.52%
Acute Oral Toxicity (c)	III	0.7084	70.84%
Estrogen receptor binding	+	0.5667	56.67%
Androgen receptor binding	-	0.5144	51.44%
Thyroid receptor binding	-	0.6981	69.81%
Glucocorticoid receptor binding	-	0.7410	74.10%
Aromatase binding	+	0.5807	58.07%
PPAR gamma	-	0.8219	82.19%
Honey bee toxicity	-	0.9180	91.80%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7947	79.47%

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	96.45%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.71%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.78%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	90.95%	90.20%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.39%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.53%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.89%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.96%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.80%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.87%	86.92%
CHEMBL4208	P20618	Proteasome component C5	80.05%	90.00%

Plants that contains it

• Zingiber montanum

Cross-Links

• PubChem: 163189281
• LOTUS: LTS0033643
• wikiData: Q105189119