(2S,3S,4S,5R)-2,5-bis(hydroxymethyl)-2-methoxyoxolane-3,4-diol

Details

• Internal ID: 263df1fe-f417-4004-99ae-8fe65e4fae93
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: (2S,3S,4S,5R)-2,5-bis(hydroxymethyl)-2-methoxyoxolane-3,4-diol
• SMILES (Canonical): COC1(C(C(C(O1)CO)O)O)CO
• SMILES (Isomeric): CO[C@@]1([C@H]([C@@H]([C@H](O1)CO)O)O)CO
• InChI: InChI=1S/C7H14O6/c1-12-7(3-9)6(11)5(10)4(2-8)13-7/h4-6,8-11H,2-3H2,1H3/t4-,5-,6+,7+/m1/s1
• InChI Key: JPHVNZOOBXUCDJ-JWXFUTCRSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₄O₆
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.07903816 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.57
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• .alpha.-D-Fructofuranoside, methyl
• 15219-93-9
• (2S,3S,4S,5R)-2,5-bis(hydroxymethyl)-2-methoxyoxolane-3,4-diol
• CHEMBL450037
• SCHEMBL3788926
• CHEBI:191956
• JPHVNZOOBXUCDJ-JWXFUTCRSA-N
• 2-O-Methyl-alpha-D-fructofuranose

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8540	85.40%
Caco-2	-	0.8851	88.51%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6753	67.53%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9178	91.78%
OATP1B3 inhibitior	+	0.9579	95.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9630	96.30%
P-glycoprotein inhibitior	-	0.9712	97.12%
P-glycoprotein substrate	-	0.9534	95.34%
CYP3A4 substrate	-	0.5706	57.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8378	83.78%
CYP3A4 inhibition	-	0.9842	98.42%
CYP2C9 inhibition	-	0.8981	89.81%
CYP2C19 inhibition	-	0.8990	89.90%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8876	88.76%
CYP2C8 inhibition	-	0.9229	92.29%
CYP inhibitory promiscuity	-	0.9398	93.98%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6824	68.24%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9360	93.60%
Skin irritation	-	0.8393	83.93%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6880	68.80%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6322	63.22%
skin sensitisation	-	0.9250	92.50%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.5760	57.60%
Acute Oral Toxicity (c)	IV	0.4998	49.98%
Estrogen receptor binding	-	0.8125	81.25%
Androgen receptor binding	-	0.7829	78.29%
Thyroid receptor binding	-	0.6994	69.94%
Glucocorticoid receptor binding	-	0.7528	75.28%
Aromatase binding	-	0.8150	81.50%
PPAR gamma	-	0.8012	80.12%
Honey bee toxicity	-	0.7950	79.50%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.7988	79.88%

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	95.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.15%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.31%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	85.79%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.33%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.13%	94.00%

Plants that contains it

• Afrocarpus gracilior
• Agave xylonacantha
• Anthemis cretica
• Antiphiona pinnatisecta
• Brachystemma calycinum
• Calophyllum inophyllum
• Eurya tigang
• Lycopodium japonicum
• Maackia tashiroi
• Monoon cupulare
• Morinda citrifolia
• Thelypteris esquirolii
• Turnera diffusa
• Vaccinium myrtillus

Cross-Links

• PubChem: 6325664
• NPASS: NPC252918
• LOTUS: LTS0259879
• wikiData: Q105132754