1-Kestose

Details

• Internal ID: c6b644e6-3097-4eca-afe3-afcb0a48d127
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2S,3S,4S,5R)-2-[[(2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C18H32O16/c19-1-6-9(23)12(26)13(27)16(31-6)34-18(15(29)11(25)8(3-21)33-18)5-30-17(4-22)14(28)10(24)7(2-20)32-17/h6-16,19-29H,1-5H2/t6-,7-,8-,9-,10-,11-,12+,13-,14+,15+,16-,17-,18+/m1/s1
• InChI Key: VAWYEUIPHLMNNF-OESPXIITSA-N
• Popularity: 607 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₂O₁₆
• Molecular Weight: 504.40 g/mol
• Exact Mass: 504.16903493 g/mol
• Topological Polar Surface Area (TPSA): 269.00 Ų
• XlogP: -5.50
• Atomic LogP (AlogP): -7.57
• H-Bond Acceptor: 16
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

• 470-69-9
• 1F-beta-D-Fructosylsucrose
• 1-KESTOTRIOSE
• 02LN7O412C
• J196.187J
• CHEBI:16885
• beta-D-fructofuranosyl-(2->1)-beta-D-fructofuranosyl alpha-D-glucopyranoside
• O-beta-D-fructofuranosyl-(2->1)-O-beta-D-fructofuranosyl-(2->1)-alpha-D-glucopyranoside
• (2R,3R,4S,5S,6R)-2-[(2S,3S,4S,5R)-2-[[(2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• (2R,3R,4S,5S,6R)-2-{[(2S,3S,4S,5R)-2-({[(2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)oxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• (2R,3R,4S,5S,6R)-2-((2S,3S,4S,5R)-2-(((2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl)oxymethyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• RefChem:907650
• GlyTouCan:G11260CN
• G11260CN
• glucopyranoside, O-beta-D-fructofuranosyl-(2->1)-beta-D-fructofuranosyl, alpha-D-
• 207-429-4
• MFCD16660341
• (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
• beta-D-Fruf-(2->1)-beta-D-Fruf-(2->1)-alpha-D-Glup
• Kestose, 1-
• 12505-31-6
• Frub2-1Frua2-1Glc
• 2aez
• 1-Kestose?
• O-D-Fructosylsucrose
• 1-Kestose (Standard)
• 1-FRUCTOSYLSUCROSE
• Sucrose, O-D-fructosyl-
• UNII-02LN7O412C
• 1(F)-beta-D-fructosylsucrose
• 1-Kestose, analytical standard
• GF-2
• orb1301543
• SCHEMBL21351379
• HY-N2579R
• MSK3233
• VAWYEUIPHLMNNF-OESPXIITSA-N
• 1F-(beta-D-fructofuranosyl)sucrose
• HY-N2579
• EINECS 207-429-4
• s9109
• 1F-.BETA.-D-FRUCTOSYLSUCROSE
• AKOS037515274
• ALPHA-D-FRUCTOFURANOSYL-ALPHA-D-FRUCTOFURANOSYL-ALPHA-D-GLUCOPYRANOSIDE
• CCG-269723
• OK07034
• [beta-D-Fru-(2->1)]2-alpha-D-Glup
• AC-35097
• AS-56121
• DA-49177
• PD087928
• SY075766
• CS-0022917
• K0032
• NS00073956
• C03661
• Q27102129
• beta-D-Fru-(2->1)-beta-D-Fru-(2->1)-alpha-D-Glup
• alpha-D-Glucopyranoside, beta-D-fructofuranosyl, mono-D-fructofuranoside
• O-beta-D-Fructofuranosyl-(2.1)-beta-D-fructofuranosyl-alpha-D-glucopyranoside
• (2R,3R,4S,5S,6R)-2-[(2S,3S,4S,5R)-2-[[(2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl]oxymethyl]-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
• .ALPHA.-D-GLUCOPYRANOSIDE, O-.BETA.-D-FRUCTOFURANOSYL-(2->1)-.BETA.-D-FRUCTOFURANOSYL
• GF2
• GLUCOPYRANOSIDE, O-.BETA.-D-FRUCTOFURANOSYL-(2->1)-.BETA.-D-FRUCTOFURANOSYL, .ALPHA.-D-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9657	96.57%
Caco-2	-	0.8898	88.98%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8039	80.39%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.8984	89.84%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7348	73.48%
P-glycoprotein inhibitior	-	0.7665	76.65%
P-glycoprotein substrate	-	0.9315	93.15%
CYP3A4 substrate	+	0.5179	51.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8378	83.78%
CYP3A4 inhibition	-	0.9694	96.94%
CYP2C9 inhibition	-	0.9282	92.82%
CYP2C19 inhibition	-	0.8641	86.41%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.9375	93.75%
CYP2C8 inhibition	-	0.7860	78.60%
CYP inhibitory promiscuity	-	0.9306	93.06%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6409	64.09%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9318	93.18%
Skin irritation	-	0.8812	88.12%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7187	71.87%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9398	93.98%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.5716	57.16%
Acute Oral Toxicity (c)	IV	0.5550	55.50%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5393	53.93%
Thyroid receptor binding	+	0.6336	63.36%
Glucocorticoid receptor binding	-	0.5843	58.43%
Aromatase binding	+	0.8394	83.94%
PPAR gamma	+	0.6044	60.44%
Honey bee toxicity	-	0.6860	68.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7250	72.50%
Fish aquatic toxicity	-	0.7012	70.12%

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	95.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.11%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	87.25%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.08%	86.92%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.51%	96.61%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.67%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.28%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	80.20%	94.73%

Plants that contains it

• Allium victorialis
• Campanula rapunculus
• Cousinia umbrosa
• Helianthus tuberosus
• Marsdenia tomentosa
• Saussurea costus
• Solanum lycopersicum
• Taraxacum officinale

Cross-Links

• PubChem: 440080
• NPASS: NPC251886
• LOTUS: LTS0126727
• wikiData: Q27102129