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

Details

• Internal ID: 058717f2-61f6-4ed3-81b4-4c7ec900dc8c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-(methoxymethyl)phenoxy]oxane-3,4,5-triol
• SMILES (Canonical): COCC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): COCC1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C14H20O7/c1-19-7-8-2-4-9(5-3-8)20-14-13(18)12(17)11(16)10(6-15)21-14/h2-5,10-18H,6-7H2,1H3/t10-,11-,12+,13-,14-/m1/s1
• InChI Key: QBIDQPDUZLCEHW-RKQHYHRCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₇
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.12090297 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.99
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8254	82.54%
Caco-2	-	0.7841	78.41%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6561	65.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9460	94.60%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9372	93.72%
P-glycoprotein inhibitior	-	0.9545	95.45%
P-glycoprotein substrate	-	0.9546	95.46%
CYP3A4 substrate	-	0.5064	50.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8188	81.88%
CYP3A4 inhibition	-	0.8855	88.55%
CYP2C9 inhibition	-	0.8707	87.07%
CYP2C19 inhibition	-	0.8493	84.93%
CYP2D6 inhibition	-	0.9032	90.32%
CYP1A2 inhibition	-	0.8938	89.38%
CYP2C8 inhibition	-	0.7092	70.92%
CYP inhibitory promiscuity	-	0.8231	82.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5961	59.61%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9500	95.00%
Skin irritation	-	0.8449	84.49%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6075	60.75%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.8839	88.39%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6878	68.78%
Acute Oral Toxicity (c)	III	0.7017	70.17%
Estrogen receptor binding	-	0.6927	69.27%
Androgen receptor binding	-	0.5380	53.80%
Thyroid receptor binding	-	0.5318	53.18%
Glucocorticoid receptor binding	-	0.6353	63.53%
Aromatase binding	-	0.6079	60.79%
PPAR gamma	+	0.5260	52.60%
Honey bee toxicity	-	0.8317	83.17%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.6361	63.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.89%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.23%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.04%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.89%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.93%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.18%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.79%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	87.29%	95.93%
CHEMBL4208	P20618	Proteasome component C5	85.23%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	85.20%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.91%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.00%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.02%	95.89%

Plants that contains it

• Gastrodia elata

Cross-Links

• PubChem: 91166794
• LOTUS: LTS0189147
• wikiData: Q105217796