4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-one

Details

• Internal ID: da4addac-d04b-4efc-ae46-a1a4ce46d813
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-one
• SMILES (Canonical): C1C(COC1=O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1C(COC1=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C10H16O8/c11-2-5-7(13)8(14)9(15)10(18-5)17-4-1-6(12)16-3-4/h4-5,7-11,13-15H,1-3H2/t4?,5-,7-,8+,9-,10-/m1/s1
• InChI Key: MQEPWBMWFIVRPS-WQPQPNDESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₈
• Molecular Weight: 264.23 g/mol
• Exact Mass: 264.08451746 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.88
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9090	90.90%
Caco-2	-	0.8940	89.40%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8098	80.98%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9298	92.98%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8858	88.58%
P-glycoprotein inhibitior	-	0.9539	95.39%
P-glycoprotein substrate	-	0.9544	95.44%
CYP3A4 substrate	-	0.5530	55.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8814	88.14%
CYP3A4 inhibition	-	0.9553	95.53%
CYP2C9 inhibition	-	0.9393	93.93%
CYP2C19 inhibition	-	0.9034	90.34%
CYP2D6 inhibition	-	0.9319	93.19%
CYP1A2 inhibition	-	0.9322	93.22%
CYP2C8 inhibition	-	0.9508	95.08%
CYP inhibitory promiscuity	-	0.9039	90.39%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6772	67.72%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.7122	71.22%
Skin irritation	-	0.8746	87.46%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7103	71.03%
Micronuclear	-	0.8741	87.41%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9396	93.96%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5252	52.52%
Acute Oral Toxicity (c)	IV	0.4844	48.44%
Estrogen receptor binding	-	0.7063	70.63%
Androgen receptor binding	-	0.7238	72.38%
Thyroid receptor binding	-	0.5980	59.80%
Glucocorticoid receptor binding	+	0.5892	58.92%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5278	52.78%
Honey bee toxicity	-	0.7792	77.92%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7050	70.50%
Fish aquatic toxicity	-	0.7482	74.82%

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	95.85%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.18%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	88.55%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.46%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.99%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.80%	86.92%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.65%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.92%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.71%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.26%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.14%	94.45%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 146636843
• LOTUS: LTS0129615
• wikiData: Q105169946