1-O-beta-D-Fructo-furanosyl-D-fructose

Details

• Internal ID: 1468d67b-2ab6-4ff1-ae5b-c52e99221fef
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: (3S,4S,5R)-2-[[(2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-5-(hydroxymethyl)oxolane-2,3,4-triol
• SMILES (Canonical): C(C1C(C(C(O1)(CO)OCC2(C(C(C(O2)CO)O)O)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@](O1)(CO)OCC2([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-5-7(16)9(18)11(20,22-5)4-21-12(3-15)10(19)8(17)6(2-14)23-12/h5-10,13-20H,1-4H2/t5-,6-,7-,8-,9+,10+,11?,12-/m1/s1
• InChI Key: WOHYVFWWTVNXTP-QPEGTHMASA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₂O₁₁
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.11621151 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: -4.10
• Atomic LogP (AlogP): -5.39
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

• 1-O-beta-D-Fructo-furanosyl-D-fructose
• D-fructosyl-2,1-alpha-D-fructose
• 1-O-beta-D-fructofuranosyl-D-fructose
• beta-D-fructofuranosyl-(2->1)-D-fructose
• 470-58-6
• CHEBI:16751
• C01711
• A903766
• Q27102057

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9101	91.01%
Caco-2	-	0.8904	89.04%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6869	68.69%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8987	89.87%
P-glycoprotein inhibitior	-	0.9137	91.37%
P-glycoprotein substrate	-	0.9160	91.60%
CYP3A4 substrate	-	0.5378	53.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8414	84.14%
CYP3A4 inhibition	-	0.9753	97.53%
CYP2C9 inhibition	-	0.9340	93.40%
CYP2C19 inhibition	-	0.8889	88.89%
CYP2D6 inhibition	-	0.9390	93.90%
CYP1A2 inhibition	-	0.9171	91.71%
CYP2C8 inhibition	-	0.8488	84.88%
CYP inhibitory promiscuity	-	0.9677	96.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6367	63.67%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9706	97.06%
Skin irritation	-	0.8475	84.75%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9326	93.26%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9382	93.82%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	-	0.5600	56.00%
Acute Oral Toxicity (c)	IV	0.5641	56.41%
Estrogen receptor binding	-	0.6347	63.47%
Androgen receptor binding	-	0.5597	55.97%
Thyroid receptor binding	+	0.6157	61.57%
Glucocorticoid receptor binding	-	0.6358	63.58%
Aromatase binding	+	0.7036	70.36%
PPAR gamma	-	0.5207	52.07%
Honey bee toxicity	-	0.7721	77.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7250	72.50%
Fish aquatic toxicity	-	0.7631	76.31%

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	94.83%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	90.73%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.78%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.64%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.13%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46173716
• LOTUS: LTS0115377
• wikiData: Q27102057