Beta-D-Fructofuranose

Details

• Internal ID: 780e2ddf-c960-4820-b86b-499aee3f48b4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: (2R,3S,4S,5R)-2,5-bis(hydroxymethyl)oxolane-2,3,4-triol
• SMILES (Canonical): C(C1C(C(C(O1)(CO)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@](O1)(CO)O)O)O)O
• InChI: InChI=1S/C6H12O6/c7-1-3-4(9)5(10)6(11,2-8)12-3/h3-5,7-11H,1-2H2/t3-,4-,5+,6-/m1/s1
• InChI Key: RFSUNEUAIZKAJO-ARQDHWQXSA-N
• Popularity: 9,454 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₂O₆
• Molecular Weight: 180.16 g/mol
• Exact Mass: 180.06338810 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -3.22
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

• beta-Levulose
• beta-D-Fructose
• 470-23-5
• beta-Fruit sugar
• (2R,3S,4S,5R)-2,5-bis(hydroxymethyl)oxolane-2,3,4-triol
• Fructooligosaccharides
• beta-D-Arabino-hexulose
• 53188-23-1
• b-D-Fructofuranose
• CHEBI:28645
• B986VTP17J
• .beta.-D-Fructofuranose
• delta-Fructose
• Sugar fruit fine
• -D-fructofuranose
• -D-Fructose
• Beta-delta-fructose
• Frutooligosaccharides
• delta-(-)-Fructose
• Dietade Dietary Foods
• 2x7x
• | cent-D-Fructofuranose
• Beta-delta-fructofuranose
• Beta-delta-arabino-hexulose
• SCHEMBL3966
• (2->1)-beta-D-fructan
• Fructofuranose, .beta.-D-
• (2,1-beta-D-Fructosyl)n
• Topiramate impurity, fructose-
• CHEMBL604608
• CHEBI:29084
• .BETA.-D.-FRUCTOFURANOSE
• DTXSID60859011
• RFSUNEUAIZKAJO-ARQDHWQXSA-N
• Pharmakon1600-01301021
• (2R,3S,4S,5R)-2,5-bis(hydroxymethyl)tetrahydrofuran-2,3,4-triol
• BDBM50249032
• NSC760385
• AKOS026676646
• NCGC00248823-01
• LS-69767
• beta-D-fructofuranose (closed ring structure)
• C02336
• J-500988
• Q27103808
• F8889-8688
• (2R,3S,4S,5R)-2,5-Bis(hydroxymethyl)-oxolane-2,3,4-triol
• TTV

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8697	86.97%
Caco-2	-	0.9655	96.55%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6090	60.90%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9297	92.97%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9706	97.06%
P-glycoprotein inhibitior	-	0.9793	97.93%
P-glycoprotein substrate	-	0.9768	97.68%
CYP3A4 substrate	-	0.6560	65.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.9846	98.46%
CYP2C9 inhibition	-	0.9507	95.07%
CYP2C19 inhibition	-	0.9252	92.52%
CYP2D6 inhibition	-	0.9575	95.75%
CYP1A2 inhibition	-	0.9365	93.65%
CYP2C8 inhibition	-	0.9643	96.43%
CYP inhibitory promiscuity	-	0.9767	97.67%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6622	66.22%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9488	94.88%
Skin irritation	-	0.8163	81.63%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6961	69.61%
Micronuclear	-	0.9326	93.26%
Hepatotoxicity	-	0.6574	65.74%
skin sensitisation	-	0.9436	94.36%
Respiratory toxicity	-	0.9333	93.33%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	+	0.4839	48.39%
Acute Oral Toxicity (c)	IV	0.6165	61.65%
Estrogen receptor binding	-	0.9109	91.09%
Androgen receptor binding	-	0.8651	86.51%
Thyroid receptor binding	-	0.7183	71.83%
Glucocorticoid receptor binding	-	0.7597	75.97%
Aromatase binding	-	0.8544	85.44%
PPAR gamma	-	0.8131	81.31%
Honey bee toxicity	-	0.8729	87.29%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.8830	88.30%

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	93.97%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	88.73%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.97%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.48%	96.61%

Plants that contains it

• Detarium microcarpum
• Ruellia patula

Cross-Links

• PubChem: 439709
• NPASS: NPC29721
• LOTUS: LTS0118551
• wikiData: Q27103808