2-(beta-D-Glucopyranosyloxy)benzeneacetic acid

Details

• Internal ID: c4ab9bd9-24be-45b8-86db-e38010d80def
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]acetic acid
• SMILES (Canonical): C1=CC=C(C(=C1)CC(=O)O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)CC(=O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C14H18O8/c15-6-9-11(18)12(19)13(20)14(22-9)21-8-4-2-1-3-7(8)5-10(16)17/h1-4,9,11-15,18-20H,5-6H2,(H,16,17)/t9-,11-,12+,13-,14-/m1/s1
• InChI Key: XEYDWXMYBFXGFT-RGCYKPLRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₈
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.10016753 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.51
• H-Bond Acceptor: 7
• 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	-	0.6561	65.61%
Caco-2	-	0.8905	89.05%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5790	57.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9368	93.68%
OATP1B3 inhibitior	+	0.8989	89.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9449	94.49%
P-glycoprotein inhibitior	-	0.9445	94.45%
P-glycoprotein substrate	-	0.9751	97.51%
CYP3A4 substrate	-	0.5610	56.10%
CYP2C9 substrate	-	0.7986	79.86%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.8954	89.54%
CYP2C9 inhibition	-	0.9358	93.58%
CYP2C19 inhibition	-	0.9634	96.34%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.9521	95.21%
CYP2C8 inhibition	-	0.7664	76.64%
CYP inhibitory promiscuity	-	0.8706	87.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7485	74.85%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.8727	87.27%
Skin irritation	-	0.7849	78.49%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6378	63.78%
Micronuclear	-	0.5149	51.49%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.7783	77.83%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6117	61.17%
Acute Oral Toxicity (c)	III	0.6965	69.65%
Estrogen receptor binding	-	0.7390	73.90%
Androgen receptor binding	-	0.7646	76.46%
Thyroid receptor binding	-	0.7104	71.04%
Glucocorticoid receptor binding	-	0.6394	63.94%
Aromatase binding	-	0.6922	69.22%
PPAR gamma	+	0.5993	59.93%
Honey bee toxicity	-	0.8137	81.37%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.4616	46.16%

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	97.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.77%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.94%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.46%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.04%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.43%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.55%	86.33%
CHEMBL2176771	P00746	Complement factor D	85.49%	98.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.47%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.37%	94.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.55%	95.50%

Plants that contains it

• Phyllanthus emblica
• Phyllanthus meghalayensis

Cross-Links

• PubChem: 10979933
• NPASS: NPC272185
• LOTUS: LTS0091646
• wikiData: Q105326832