Turanose

Details

• Internal ID: d39a9f76-a3e5-4e30-9c8a-25e248deb2bb
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (3S,4R,5R)-1,4,5,6-tetrahydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexan-2-one
• SMILES (Canonical): C(C1C(C(C(C(O1)OC(C(C(CO)O)O)C(=O)CO)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]([C@@H]([C@@H](CO)O)O)C(=O)CO)O)O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12/h4,6-16,18-21H,1-3H2/t4-,6-,7-,8-,9+,10-,11-,12-/m1/s1
• InChI Key: RULSWEULPANCDV-PIXUTMIVSA-N
• Popularity: 122 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): 197.00 Ų
• XlogP: -4.80
• Atomic LogP (AlogP): -5.55
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

• 3-O-alpha-D-glucopyranosyl-D-fructose
• Turanose (van)
• D-(+)-Turanose (VAN)
• 6D600ARY3R
• UNII-6D600ARY3R
• NSC 1222
• EINECS 208-918-5
• D-Fructose, 3-O-.alpha.-D-glucopyranosyl-
• beta-turanose
• NSC-1222
• 3-O-a-D-glucopyranosyl-D-Fructose
• TURANOSE [MI]
• TURANOSE, D-
• SCHEMBL37172
• 3-O-hexopyranosylhex-2-ulose
• CHEBI:32528
• alpha-D-Glcp-(1->3)-D-Fru
• DTXSID90876998
• s9448
• D-Fructose, 3-O-alpha-D-glucopyranosyl-
• alpha-D-glucopyranosyl-(1->3)-D-fructose
• HY-113334
• 3-(.ALPHA.-D-GLUCOSIDO)-D-FRUCTOSE
• CS-0059630
• alpha-D-glucopyranose-(1->3)-beta-D-fructose
• C19636
• 6DC826C6-9BDF-4B8B-AB8B-1E54ECA76A55
• 3-O-alpha-D-glucosyl-D-fructose; 3-O-D-glucosyl-D-fructose; 3-O-glucosyl-D-fructose
• (3S,4R,5R)-1,4,5,6-Tetrahydroxy-3-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)hexan-2-one
• (3S,4R,5R)-1,4,5,6-tetrahydroxy-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexan-2-one
• OTU

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9186	91.86%
Caco-2	-	0.9209	92.09%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7319	73.19%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9257	92.57%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9812	98.12%
P-glycoprotein inhibitior	-	0.8900	89.00%
P-glycoprotein substrate	-	0.9464	94.64%
CYP3A4 substrate	+	0.5279	52.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	-	0.9727	97.27%
CYP2C9 inhibition	-	0.9753	97.53%
CYP2C19 inhibition	-	0.9666	96.66%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.9707	97.07%
CYP2C8 inhibition	-	0.9382	93.82%
CYP inhibitory promiscuity	-	0.9768	97.68%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7437	74.37%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9632	96.32%
Skin irritation	-	0.8577	85.77%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5161	51.61%
Micronuclear	-	0.8141	81.41%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9299	92.99%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5952	59.52%
Acute Oral Toxicity (c)	IV	0.6240	62.40%
Estrogen receptor binding	-	0.5368	53.68%
Androgen receptor binding	-	0.6478	64.78%
Thyroid receptor binding	+	0.5465	54.65%
Glucocorticoid receptor binding	-	0.7691	76.91%
Aromatase binding	-	0.5255	52.55%
PPAR gamma	-	0.5621	56.21%
Honey bee toxicity	-	0.7623	76.23%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.9100	91.00%
Fish aquatic toxicity	-	0.9267	92.67%

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	95.19%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.86%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.27%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.79%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.31%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.72%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.94%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.84%	85.14%
CHEMBL5255	O00206	Toll-like receptor 4	82.15%	92.50%
CHEMBL2581	P07339	Cathepsin D	81.39%	98.95%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.05%	98.05%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.22%	91.24%

Plants that contains it

• Pogostemon cablin

Cross-Links

• PubChem: 5460935
• NPASS: NPC273594
• LOTUS: LTS0165874
• wikiData: Q2733419