(E,2S)-4-(2,4,5-trimethoxyphenyl)but-3-ene-1,2-diol

Details

• Internal ID: a233bdf4-c356-443d-876a-b1809fd26f4f
• Taxonomy: Phenylpropanoids and polyketides > Cinnamyl alcohols
• IUPAC Name: (E,2S)-4-(2,4,5-trimethoxyphenyl)but-3-ene-1,2-diol
• InChI: InChI=1S/C13H18O5/c1-16-11-7-13(18-3)12(17-2)6-9(11)4-5-10(15)8-14/h4-7,10,14-15H,8H2,1-3H3/b5-4+/t10-/m0/s1
• InChI Key: UDDOAMMNLZPLMO-YEZKRMTDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₅
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.11542367 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.08
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9717	97.17%
Caco-2	+	0.6948	69.48%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7604	76.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3654	36.54%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4606	46.06%
P-glycoprotein inhibitior	-	0.9478	94.78%
P-glycoprotein substrate	-	0.8917	89.17%
CYP3A4 substrate	-	0.6165	61.65%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.7075	70.75%
CYP3A4 inhibition	-	0.6316	63.16%
CYP2C9 inhibition	-	0.9474	94.74%
CYP2C19 inhibition	-	0.8497	84.97%
CYP2D6 inhibition	-	0.8961	89.61%
CYP1A2 inhibition	-	0.6050	60.50%
CYP2C8 inhibition	-	0.6672	66.72%
CYP inhibitory promiscuity	-	0.8748	87.48%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8508	85.08%
Carcinogenicity (trinary)	Non-required	0.7220	72.20%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.8656	86.56%
Skin irritation	-	0.7313	73.13%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5067	50.67%
Micronuclear	-	0.6501	65.01%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	+	0.6180	61.80%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.8535	85.35%
Acute Oral Toxicity (c)	III	0.7715	77.15%
Estrogen receptor binding	-	0.6827	68.27%
Androgen receptor binding	-	0.8639	86.39%
Thyroid receptor binding	-	0.5823	58.23%
Glucocorticoid receptor binding	+	0.5421	54.21%
Aromatase binding	-	0.6046	60.46%
PPAR gamma	-	0.6861	68.61%
Honey bee toxicity	-	0.9093	90.93%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.3927	39.27%

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	96.06%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.51%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.43%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.45%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.35%	96.00%
CHEMBL2581	P07339	Cathepsin D	90.23%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.86%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.05%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.70%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.10%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.63%	95.56%
CHEMBL2535	P11166	Glucose transporter	81.34%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.16%	89.50%

Plants that contains it

• Zingiber montanum

Cross-Links

• PubChem: 163194635
• LOTUS: LTS0250247
• wikiData: Q105270315