(2R,3R,4S,5R)-4-methoxyoxane-2,3,5-triol

Details

• Internal ID: dcf9f743-a977-4650-95cb-ba073c4ad0eb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Pentoses
• IUPAC Name: (2R,3R,4S,5R)-4-methoxyoxane-2,3,5-triol
• SMILES (Canonical): COC1C(COC(C1O)O)O
• SMILES (Isomeric): CO[C@H]1[C@@H](CO[C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C6H12O5/c1-10-5-3(7)2-11-6(9)4(5)8/h3-9H,2H2,1H3/t3-,4-,5+,6-/m1/s1
• InChI Key: CLSVEGLVXYAUSX-ARQDHWQXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₂O₅
• Molecular Weight: 164.16 g/mol
• Exact Mass: 164.06847348 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -1.93
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8830	88.30%
Caco-2	-	0.8606	86.06%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6563	65.63%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9561	95.61%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9662	96.62%
P-glycoprotein inhibitior	-	0.9748	97.48%
P-glycoprotein substrate	-	0.9399	93.99%
CYP3A4 substrate	-	0.5582	55.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8209	82.09%
CYP3A4 inhibition	-	0.9803	98.03%
CYP2C9 inhibition	-	0.9591	95.91%
CYP2C19 inhibition	-	0.9623	96.23%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.9447	94.47%
CYP2C8 inhibition	-	0.9750	97.50%
CYP inhibitory promiscuity	-	0.9747	97.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6664	66.64%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9221	92.21%
Skin irritation	-	0.8119	81.19%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6641	66.41%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9196	91.96%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6688	66.88%
Acute Oral Toxicity (c)	III	0.5991	59.91%
Estrogen receptor binding	-	0.7900	79.00%
Androgen receptor binding	-	0.8928	89.28%
Thyroid receptor binding	-	0.6685	66.85%
Glucocorticoid receptor binding	-	0.7936	79.36%
Aromatase binding	-	0.8813	88.13%
PPAR gamma	-	0.8728	87.28%
Honey bee toxicity	-	0.8186	81.86%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.9391	93.91%

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	93.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.43%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.41%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.37%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	80.24%	95.93%

Plants that contains it

• Brassica napus

Cross-Links

• PubChem: 101219428
• LOTUS: LTS0159699
• wikiData: Q104963922