(2R,3R,4S,5S,6R)-2-[2-(3,5-dihydroxyphenyl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 39026f2c-0959-4b65-bdb6-50cb3a575ae9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[2-(3,5-dihydroxyphenyl)ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=C(C=C(C=C1O)O)CCOC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1=C(C=C(C=C1O)O)CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C14H20O8/c15-6-10-11(18)12(19)13(20)14(22-10)21-2-1-7-3-8(16)5-9(17)4-7/h3-5,10-20H,1-2,6H2/t10-,11-,12+,13-,14-/m1/s1
• InChI Key: VMJSQSHKQAWVBB-RKQHYHRCSA-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: -0.80
• Atomic LogP (AlogP): -1.54
• 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	-	0.8802	88.02%
Caco-2	-	0.8077	80.77%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7616	76.16%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8819	88.19%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9368	93.68%
P-glycoprotein inhibitior	-	0.9206	92.06%
P-glycoprotein substrate	-	0.9547	95.47%
CYP3A4 substrate	-	0.5300	53.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7901	79.01%
CYP3A4 inhibition	-	0.9199	91.99%
CYP2C9 inhibition	-	0.6947	69.47%
CYP2C19 inhibition	-	0.8280	82.80%
CYP2D6 inhibition	-	0.9250	92.50%
CYP1A2 inhibition	-	0.9209	92.09%
CYP2C8 inhibition	-	0.5839	58.39%
CYP inhibitory promiscuity	-	0.7578	75.78%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9102	91.02%
Skin irritation	-	0.8232	82.32%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4620	46.20%
Micronuclear	-	0.7641	76.41%
Hepatotoxicity	-	0.8959	89.59%
skin sensitisation	-	0.8659	86.59%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6705	67.05%
Acute Oral Toxicity (c)	III	0.6376	63.76%
Estrogen receptor binding	-	0.6853	68.53%
Androgen receptor binding	-	0.6097	60.97%
Thyroid receptor binding	+	0.5299	52.99%
Glucocorticoid receptor binding	-	0.6085	60.85%
Aromatase binding	-	0.6428	64.28%
PPAR gamma	+	0.5440	54.40%
Honey bee toxicity	-	0.8024	80.24%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	-	0.6961	69.61%

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	97.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.46%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.61%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.44%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	89.01%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.77%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.92%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.34%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.74%	94.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.24%	94.62%
CHEMBL3194	P02766	Transthyretin	82.13%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.38%	97.09%

Plants that contains it

• Veronica thymoides

Cross-Links

• PubChem: 156548268
• LOTUS: LTS0008536
• wikiData: Q105289017