2-[3-Hydroxy-5-(2-hydroxyethyl)phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 33bfb47e-3385-4b64-8122-8e18056cbb84
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-[3-hydroxy-5-(2-hydroxyethyl)phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=C(C=C(C=C1O)OC2C(C(C(C(O2)CO)O)O)O)CCO
• SMILES (Isomeric): C1=C(C=C(C=C1O)OC2C(C(C(C(O2)CO)O)O)O)CCO
• InChI: InChI=1S/C14H20O8/c15-2-1-7-3-8(17)5-9(4-7)21-14-13(20)12(19)11(18)10(6-16)22-14/h3-5,10-20H,1-2,6H2
• InChI Key: VQRDMNHWADLITK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₈
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.11581759 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.89
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8524	85.24%
Caco-2	-	0.8508	85.08%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7062	70.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9015	90.15%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9590	95.90%
P-glycoprotein inhibitior	-	0.9388	93.88%
P-glycoprotein substrate	-	0.9326	93.26%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7901	79.01%
CYP3A4 inhibition	-	0.9210	92.10%
CYP2C9 inhibition	-	0.8444	84.44%
CYP2C19 inhibition	-	0.8950	89.50%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	-	0.9326	93.26%
CYP2C8 inhibition	-	0.5668	56.68%
CYP inhibitory promiscuity	-	0.8718	87.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6307	63.07%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9329	93.29%
Skin irritation	-	0.8022	80.22%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5343	53.43%
Micronuclear	-	0.7641	76.41%
Hepatotoxicity	-	0.8584	85.84%
skin sensitisation	-	0.8543	85.43%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6227	62.27%
Acute Oral Toxicity (c)	III	0.6710	67.10%
Estrogen receptor binding	-	0.6925	69.25%
Androgen receptor binding	-	0.6436	64.36%
Thyroid receptor binding	+	0.5412	54.12%
Glucocorticoid receptor binding	-	0.6485	64.85%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6827	68.27%
Honey bee toxicity	-	0.7010	70.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.7740	77.40%

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	98.33%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.93%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.21%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.91%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.75%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	88.96%	95.93%
CHEMBL2581	P07339	Cathepsin D	87.51%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.09%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.27%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.56%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.68%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.96%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	80.59%	91.49%

Plants that contains it

• Centaurea urvillei
• Grevillea robusta
• Veronica thymoides

Cross-Links

• PubChem: 72785824
• LOTUS: LTS0264123
• wikiData: Q105291439