(2R,3R,4S,5S,6R)-2-[(5-hydroxyfuran-2-yl)methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 8f4497af-bbd0-445c-b203-c6052f212b76
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(5-hydroxyfuran-2-yl)methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=C(OC(=C1)O)COC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1=C(OC(=C1)O)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C11H16O8/c12-3-6-8(14)9(15)10(16)11(19-6)17-4-5-1-2-7(13)18-5/h1-2,6,8-16H,3-4H2/t6-,8-,9+,10-,11-/m1/s1
• InChI Key: PGMSWLSRBLEOEK-WVTGURRWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₈
• Molecular Weight: 276.24 g/mol
• Exact Mass: 276.08451746 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.70
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8832	88.32%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7098	70.98%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8963	89.63%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9768	97.68%
P-glycoprotein inhibitior	-	0.9363	93.63%
P-glycoprotein substrate	-	0.9609	96.09%
CYP3A4 substrate	-	0.5729	57.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8245	82.45%
CYP3A4 inhibition	-	0.9340	93.40%
CYP2C9 inhibition	-	0.9300	93.00%
CYP2C19 inhibition	-	0.8870	88.70%
CYP2D6 inhibition	-	0.9084	90.84%
CYP1A2 inhibition	-	0.9111	91.11%
CYP2C8 inhibition	-	0.6437	64.37%
CYP inhibitory promiscuity	-	0.7579	75.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5096	50.96%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9374	93.74%
Skin irritation	-	0.8258	82.58%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7088	70.88%
Micronuclear	-	0.7260	72.60%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8775	87.75%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6803	68.03%
Acute Oral Toxicity (c)	III	0.6586	65.86%
Estrogen receptor binding	-	0.5888	58.88%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6482	64.82%
Glucocorticoid receptor binding	+	0.5994	59.94%
Aromatase binding	-	0.6602	66.02%
PPAR gamma	+	0.7006	70.06%
Honey bee toxicity	-	0.8289	82.89%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	-	0.7165	71.65%

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	97.84%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.69%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.32%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.80%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.05%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.99%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.60%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.78%	94.45%

Plants that contains it

• Anoectochilus formosanus

Cross-Links

• PubChem: 163191259
• LOTUS: LTS0024795
• wikiData: Q105208496