6-Methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-one

Details

• Internal ID: c8027f50-df9e-43ac-a6f6-d885cb806b26
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-one
• SMILES (Canonical): CC1CC(CC(=O)O1)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC1CC(CC(=O)O1)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C12H20O8/c1-5-2-6(3-8(14)18-5)19-12-11(17)10(16)9(15)7(4-13)20-12/h5-7,9-13,15-17H,2-4H2,1H3
• InChI Key: MGRDPWLWGQMMGX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₈
• Molecular Weight: 292.28 g/mol
• Exact Mass: 292.11581759 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.10
• 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	-	0.8861	88.61%
Caco-2	-	0.8805	88.05%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8123	81.23%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8773	87.73%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9278	92.78%
P-glycoprotein inhibitior	-	0.9344	93.44%
P-glycoprotein substrate	-	0.9397	93.97%
CYP3A4 substrate	-	0.5102	51.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8943	89.43%
CYP3A4 inhibition	-	0.9408	94.08%
CYP2C9 inhibition	-	0.9174	91.74%
CYP2C19 inhibition	-	0.9363	93.63%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.9280	92.80%
CYP2C8 inhibition	-	0.9403	94.03%
CYP inhibitory promiscuity	-	0.9192	91.92%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7417	74.17%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9102	91.02%
Skin irritation	-	0.8739	87.39%
Skin corrosion	-	0.9726	97.26%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7521	75.21%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7571	75.71%
skin sensitisation	-	0.9255	92.55%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5525	55.25%
Acute Oral Toxicity (c)	III	0.5678	56.78%
Estrogen receptor binding	-	0.6322	63.22%
Androgen receptor binding	-	0.6408	64.08%
Thyroid receptor binding	-	0.5178	51.78%
Glucocorticoid receptor binding	+	0.6353	63.53%
Aromatase binding	+	0.5779	57.79%
PPAR gamma	-	0.5501	55.01%
Honey bee toxicity	-	0.8185	81.85%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.4543	45.43%

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	95.32%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.92%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.31%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.80%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.69%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.65%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.95%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	86.04%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.77%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.45%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.14%	89.00%

Plants that contains it

• Adenocaulon himalaicum
• Vaccinium dunalianum

Cross-Links

• PubChem: 14774596
• LOTUS: LTS0126974
• wikiData: Q105163531