6-[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexane-1,2,3,4,5-pentol

Details

• Internal ID: b984b17a-7dba-4d8a-80d7-d10570ecb23a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexane-1,2,3,4,5-pentol
• SMILES (Canonical): C(C1C(C(C(C(O1)OC2C(C(C(C(C2O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C(C1C(C(C(C(O1)OC2C(C(C(C(C2O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-2-3(14)4(15)10(21)12(22-2)23-11-8(19)6(17)5(16)7(18)9(11)20/h2-21H,1H2
• InChI Key: VCWMRQDBPZKXKG-UHFFFAOYSA-N
• Popularity: 0 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): 201.00 Ų
• XlogP: -5.30
• Atomic LogP (AlogP): -6.01
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 3

Synonyms

• 6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexane-1,2,3,4,5-pentol
• SCHEMBL19334969
• SCHEMBL20243559
• CHEBI:182028
• 3-O-a-D-Galactopyranosyl-D-chiro-inositol
• A4480852-AB7E-442D-B55F-0CD3DA682135
• 6691-44-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9346	93.46%
Caco-2	-	0.9329	93.29%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7163	71.63%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9481	94.81%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9801	98.01%
P-glycoprotein inhibitior	-	0.9176	91.76%
P-glycoprotein substrate	-	0.9930	99.30%
CYP3A4 substrate	-	0.6179	61.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8378	83.78%
CYP3A4 inhibition	-	0.9316	93.16%
CYP2C9 inhibition	-	0.9191	91.91%
CYP2C19 inhibition	-	0.9108	91.08%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.9582	95.82%
CYP2C8 inhibition	-	0.9636	96.36%
CYP inhibitory promiscuity	-	0.8518	85.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7010	70.10%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9609	96.09%
Skin irritation	-	0.8898	88.98%
Skin corrosion	-	0.9730	97.30%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5343	53.43%
Micronuclear	-	0.7341	73.41%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.9331	93.31%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	-	0.5724	57.24%
Acute Oral Toxicity (c)	IV	0.5490	54.90%
Estrogen receptor binding	-	0.8766	87.66%
Androgen receptor binding	-	0.7577	75.77%
Thyroid receptor binding	+	0.6153	61.53%
Glucocorticoid receptor binding	-	0.8340	83.40%
Aromatase binding	+	0.6385	63.85%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.6636	66.36%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.8333	83.33%

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	92.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.17%	96.09%
CHEMBL3589	P55263	Adenosine kinase	86.68%	98.05%
CHEMBL226	P30542	Adenosine A1 receptor	86.60%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.62%	86.92%

Plants that contains it

• Beta vulgaris
• Pogostemon cablin

Cross-Links

• PubChem: 107148
• NPASS: NPC70376
• LOTUS: LTS0222296
• wikiData: Q105284002