propan-2-yl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: 7c262d6b-a540-46d3-8b70-e743b06d78b2
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: propan-2-yl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(C)OC(=O)C=CC1=CC(=C(C(=C1)OC)O)OC
• SMILES (Isomeric): CC(C)OC(=O)/C=C/C1=CC(=C(C(=C1)OC)O)OC
• InChI: InChI=1S/C14H18O5/c1-9(2)19-13(15)6-5-10-7-11(17-3)14(16)12(8-10)18-4/h5-9,16H,1-4H3/b6-5+
• InChI Key: VWPAUIHDJJSZAQ-AATRIKPKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• CHEMBL5094450
• SCHEMBL21801017
• SCHEMBL21801018
• 3,5-Dimethoxy-4-hydroxy-trans-cinnamic acid isopropyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	+	0.7523	75.23%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8516	85.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8766	87.66%
OATP1B3 inhibitior	+	0.9623	96.23%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5480	54.80%
P-glycoprotein inhibitior	-	0.9306	93.06%
P-glycoprotein substrate	-	0.7991	79.91%
CYP3A4 substrate	-	0.5899	58.99%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8558	85.58%
CYP3A4 inhibition	-	0.8188	81.88%
CYP2C9 inhibition	-	0.9388	93.88%
CYP2C19 inhibition	-	0.8319	83.19%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8646	86.46%
CYP2C8 inhibition	-	0.5778	57.78%
CYP inhibitory promiscuity	-	0.8147	81.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7040	70.40%
Carcinogenicity (trinary)	Non-required	0.6177	61.77%
Eye corrosion	-	0.8111	81.11%
Eye irritation	+	0.9001	90.01%
Skin irritation	-	0.6190	61.90%
Skin corrosion	-	0.9756	97.56%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7727	77.27%
Micronuclear	-	0.5252	52.52%
Hepatotoxicity	-	0.6968	69.68%
skin sensitisation	-	0.8548	85.48%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.6420	64.20%
Acute Oral Toxicity (c)	III	0.4971	49.71%
Estrogen receptor binding	+	0.7314	73.14%
Androgen receptor binding	+	0.5248	52.48%
Thyroid receptor binding	+	0.5760	57.60%
Glucocorticoid receptor binding	-	0.8017	80.17%
Aromatase binding	+	0.5681	56.81%
PPAR gamma	-	0.6981	69.81%
Honey bee toxicity	-	0.8029	80.29%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5845	58.45%
Fish aquatic toxicity	+	0.9753	97.53%

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	96.48%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.22%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.47%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.44%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.62%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.56%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.19%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.78%	89.00%
CHEMBL3194	P02766	Transthyretin	82.55%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.62%	90.71%
CHEMBL2535	P11166	Glucose transporter	80.19%	98.75%

Plants that contains it

• Tetradium ruticarpum

Cross-Links

• PubChem: 11021820
• NPASS: NPC200014