coumaroyl(3-OMe)(-2)Glc

Details

• Internal ID: 1502cf14-08a7-4378-b9d4-1f658fccaf5f
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(3R,4S,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(C(OC2O)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)O[C@@H]2[C@H]([C@@H]([C@H](OC2O)CO)O)O)O
• InChI: InChI=1S/C16H20O9/c1-23-10-6-8(2-4-9(10)18)3-5-12(19)25-15-14(21)13(20)11(7-17)24-16(15)22/h2-6,11,13-18,20-22H,7H2,1H3/b5-3+/t11-,13-,14+,15-,16?/m1/s1
• InChI Key: ADHNTNYEJYJUCU-ZSJFXSENSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₉
• Molecular Weight: 356.32 g/mol
• Exact Mass: 356.11073221 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.24
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5999	59.99%
Caco-2	-	0.8653	86.53%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6113	61.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8446	84.46%
OATP1B3 inhibitior	+	0.9745	97.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7760	77.60%
P-glycoprotein inhibitior	-	0.8820	88.20%
P-glycoprotein substrate	-	0.8850	88.50%
CYP3A4 substrate	+	0.5368	53.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.8029	80.29%
CYP2C9 inhibition	-	0.8622	86.22%
CYP2C19 inhibition	-	0.8645	86.45%
CYP2D6 inhibition	-	0.9104	91.04%
CYP1A2 inhibition	-	0.8780	87.80%
CYP2C8 inhibition	+	0.5385	53.85%
CYP inhibitory promiscuity	-	0.5991	59.91%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7362	73.62%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9174	91.74%
Skin irritation	-	0.8038	80.38%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5980	59.80%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8220	82.20%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.9164	91.64%
Acute Oral Toxicity (c)	III	0.7589	75.89%
Estrogen receptor binding	+	0.5810	58.10%
Androgen receptor binding	-	0.5369	53.69%
Thyroid receptor binding	-	0.5588	55.88%
Glucocorticoid receptor binding	-	0.5609	56.09%
Aromatase binding	-	0.6437	64.37%
PPAR gamma	-	0.6080	60.80%
Honey bee toxicity	-	0.8635	86.35%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.6926	69.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.44%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.95%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.70%	86.33%
CHEMBL3194	P02766	Transthyretin	92.95%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.93%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.49%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.08%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.69%	94.73%
CHEMBL4208	P20618	Proteasome component C5	83.23%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.33%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.22%	94.45%

Plants that contains it

• Capsicum annuum
• Malus pumila
• Vaccinium corymbosum

Cross-Links

• PubChem: 25245871
• LOTUS: LTS0182153
• wikiData: Q104909571