Methyl 3-[3-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate

Details

• Internal ID: ea000bdb-3fb7-4707-974b-90868f23eca7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: methyl 3-[3-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C=CC(=O)OC)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C17H22O9/c1-23-11-7-9(4-6-13(19)24-2)3-5-10(11)25-17-16(22)15(21)14(20)12(8-18)26-17/h3-7,12,14-18,20-22H,8H2,1-2H3
• InChI Key: SKZYZICLYDNXFI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₉
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.12638228 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.94
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6048	60.48%
Caco-2	-	0.7549	75.49%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6192	61.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9038	90.38%
OATP1B3 inhibitior	+	0.9710	97.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7800	78.00%
P-glycoprotein inhibitior	-	0.8218	82.18%
P-glycoprotein substrate	-	0.8643	86.43%
CYP3A4 substrate	+	0.5342	53.42%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.7213	72.13%
CYP2C9 inhibition	-	0.8850	88.50%
CYP2C19 inhibition	-	0.8591	85.91%
CYP2D6 inhibition	-	0.8824	88.24%
CYP1A2 inhibition	-	0.8581	85.81%
CYP2C8 inhibition	+	0.5562	55.62%
CYP inhibitory promiscuity	-	0.6070	60.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7696	76.96%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9671	96.71%
Skin irritation	-	0.8214	82.14%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4663	46.63%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.8142	81.42%
skin sensitisation	-	0.8325	83.25%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.8356	83.56%
Acute Oral Toxicity (c)	III	0.7544	75.44%
Estrogen receptor binding	-	0.5288	52.88%
Androgen receptor binding	-	0.5610	56.10%
Thyroid receptor binding	+	0.5141	51.41%
Glucocorticoid receptor binding	-	0.5273	52.73%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5506	55.06%
Honey bee toxicity	-	0.8713	87.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7406	74.06%

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	97.81%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.19%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.59%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.96%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.65%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.73%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.15%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.67%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.54%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.42%	89.62%

Plants that contains it

• Chimonanthus praecox
• Iris milesii

Cross-Links

• PubChem: 162856907
• LOTUS: LTS0155141
• wikiData: Q105255157