3-[4-[5-(2-Carboxyethenyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]phenyl]propanoic acid

Details

• Internal ID: a2961aee-fe0b-45b1-be26-6b88b97cef28
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 3-[4-[5-(2-carboxyethenyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]phenyl]propanoic acid
• SMILES (Canonical): C1=CC(=CC=C1CCC(=O)O)OC2=C(C=CC(=C2)C=CC(=O)O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CCC(=O)O)OC2=C(C=CC(=C2)C=CC(=O)O)OC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C24H26O11/c25-12-18-21(30)22(31)23(32)24(35-18)34-16-8-3-14(5-10-20(28)29)11-17(16)33-15-6-1-13(2-7-15)4-9-19(26)27/h1-3,5-8,10-11,18,21-25,30-32H,4,9,12H2,(H,26,27)(H,28,29)
• InChI Key: ZFEVXDHEJZHVDH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₁₁
• Molecular Weight: 490.50 g/mol
• Exact Mass: 490.14751164 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.77
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7125	71.25%
Caco-2	-	0.9220	92.20%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6176	61.76%
OATP2B1 inhibitior	-	0.5659	56.59%
OATP1B1 inhibitior	+	0.8857	88.57%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9220	92.20%
P-glycoprotein inhibitior	-	0.5108	51.08%
P-glycoprotein substrate	-	0.8421	84.21%
CYP3A4 substrate	+	0.5967	59.67%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8634	86.34%
CYP3A4 inhibition	-	0.7458	74.58%
CYP2C9 inhibition	-	0.7449	74.49%
CYP2C19 inhibition	-	0.8791	87.91%
CYP2D6 inhibition	-	0.9050	90.50%
CYP1A2 inhibition	-	0.9191	91.91%
CYP2C8 inhibition	+	0.7894	78.94%
CYP inhibitory promiscuity	-	0.9091	90.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7682	76.82%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9202	92.02%
Skin irritation	-	0.8242	82.42%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8286	82.86%
Micronuclear	-	0.5967	59.67%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8078	80.78%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9261	92.61%
Acute Oral Toxicity (c)	III	0.7222	72.22%
Estrogen receptor binding	+	0.6966	69.66%
Androgen receptor binding	+	0.6408	64.08%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5380	53.80%
Aromatase binding	-	0.5295	52.95%
PPAR gamma	+	0.6233	62.33%
Honey bee toxicity	-	0.7207	72.07%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8447	84.47%

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	97.30%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.79%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.79%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.42%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.52%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.93%	86.92%
CHEMBL3194	P02766	Transthyretin	91.84%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.62%	95.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	90.58%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.61%	95.50%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	89.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.72%	98.95%
CHEMBL4208	P20618	Proteasome component C5	86.65%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.64%	91.49%
CHEMBL1255126	O15151	Protein Mdm4	86.27%	90.20%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.41%	97.09%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	85.30%	92.32%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.51%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.33%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.21%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.35%	91.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.06%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.58%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	82.53%	94.73%
CHEMBL2216739	Q92523	Carnitine O-palmitoyltransferase 1, muscle isoform	82.32%	88.33%

Plants that contains it

• Spiraea formosana

Cross-Links

• PubChem: 162874122
• LOTUS: LTS0215532
• wikiData: Q105374078