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

Details

• Internal ID: 786e8f33-8b7a-4428-9d8c-a74dbe2990d8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[5-(hydroxymethyl)furan-2-yl]-methoxymethoxy]oxane-3,4,5-triol
• SMILES (Canonical): COC(C1=CC=C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): COC(C1=CC=C(O1)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C13H20O9/c1-19-12(7-3-2-6(4-14)20-7)22-13-11(18)10(17)9(16)8(5-15)21-13/h2-3,8-18H,4-5H2,1H3/t8-,9-,10+,11-,12?,13+/m1/s1
• InChI Key: ZNNSGMPQXHGTSB-IJJCKAOHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₉
• Molecular Weight: 320.29 g/mol
• Exact Mass: 320.11073221 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -1.77
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9298	92.98%
Caco-2	-	0.9058	90.58%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7073	70.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8863	88.63%
OATP1B3 inhibitior	+	0.9687	96.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9297	92.97%
P-glycoprotein inhibitior	-	0.9063	90.63%
P-glycoprotein substrate	-	0.8849	88.49%
CYP3A4 substrate	-	0.5214	52.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8245	82.45%
CYP3A4 inhibition	-	0.9726	97.26%
CYP2C9 inhibition	-	0.9198	91.98%
CYP2C19 inhibition	-	0.8794	87.94%
CYP2D6 inhibition	-	0.9282	92.82%
CYP1A2 inhibition	-	0.9138	91.38%
CYP2C8 inhibition	-	0.8695	86.95%
CYP inhibitory promiscuity	-	0.8142	81.42%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5634	56.34%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9790	97.90%
Skin irritation	-	0.8651	86.51%
Skin corrosion	-	0.9660	96.60%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5534	55.34%
Micronuclear	-	0.7641	76.41%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9146	91.46%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7460	74.60%
Acute Oral Toxicity (c)	III	0.7226	72.26%
Estrogen receptor binding	-	0.4739	47.39%
Androgen receptor binding	-	0.5154	51.54%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6343	63.43%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5502	55.02%
Honey bee toxicity	-	0.7838	78.38%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.8853	88.53%

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	96.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.72%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.04%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.55%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.86%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.98%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.79%	99.17%

Plants that contains it

• Cirsium chlorolepis

Cross-Links

• PubChem: 101589677
• LOTUS: LTS0042450
• wikiData: Q105380137