D-sorbose

Details

• Internal ID: 61c1b2d5-2e69-45ca-8c3b-9095f38e1666
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides
• IUPAC Name: (3R,4S,5R)-1,3,4,5,6-pentahydroxyhexan-2-one
• SMILES (Canonical): C(C(C(C(C(=O)CO)O)O)O)O
• SMILES (Isomeric): C([C@H]([C@@H]([C@H](C(=O)CO)O)O)O)O
• InChI: InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5+,6+/m1/s1
• InChI Key: BJHIKXHVCXFQLS-PYWDMBMJSA-N
• Popularity: 668 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): 118.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -3.38
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• 3615-56-3
• D-(+)-Sorbose
• (3R,4S,5R)-1,3,4,5,6-pentahydroxyhexan-2-one
• Sorbose, D-
• keto-D-sorbose
• JJ09461NJS
• 3615-39-2
• Sorbinose
• xylo-Hexulose
• UNII-JJ09461NJS
• d(+)-sorbose
• D-Sor
• EINECS 222-796-0
• Sorbose (VAN)
• MFCD00151095
• D-xylo-hex-2-ulose
• SCHEMBL762
• D-XYLO-2-HEXULOSE
• CHEBI:13022
• D-(+)-Sorbose, >=99%
• BJHIKXHVCXFQLS-PYWDMBMJSA-N
• DTXSID101018679
• GEO-04667
• AKOS015915453
• HY-W145497
• CS-0214431
• C01452
• A874416
• Q27108962
• 2074739-93-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5802	58.02%
Caco-2	-	0.9705	97.05%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6713	67.13%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9652	96.52%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9791	97.91%
P-glycoprotein inhibitior	-	0.9808	98.08%
P-glycoprotein substrate	-	0.9567	95.67%
CYP3A4 substrate	-	0.6990	69.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7957	79.57%
CYP3A4 inhibition	-	0.9195	91.95%
CYP2C9 inhibition	-	0.9441	94.41%
CYP2C19 inhibition	-	0.9346	93.46%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	-	0.8273	82.73%
CYP2C8 inhibition	-	0.9927	99.27%
CYP inhibitory promiscuity	-	0.9652	96.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.7453	74.53%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8180	81.80%
Skin irritation	-	0.7548	75.48%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7493	74.93%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9233	92.33%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.9222	92.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5498	54.98%
Acute Oral Toxicity (c)	IV	0.5013	50.13%
Estrogen receptor binding	-	0.9116	91.16%
Androgen receptor binding	-	0.7772	77.72%
Thyroid receptor binding	-	0.7413	74.13%
Glucocorticoid receptor binding	-	0.5890	58.90%
Aromatase binding	-	0.8780	87.80%
PPAR gamma	-	0.8003	80.03%
Honey bee toxicity	-	0.9351	93.51%
Biodegradation	+	0.8250	82.50%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	-	0.9629	96.29%

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	92.31%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.29%	97.29%
CHEMBL2581	P07339	Cathepsin D	83.77%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.75%	96.95%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.46%	98.05%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.66%	98.75%

Plants that contains it

• Sparganium eurycarpum

Cross-Links

• PubChem: 107428
• LOTUS: LTS0243865
• wikiData: Q27108962