3-methoxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2H-furan-5-one

Details

• Internal ID: 76bd493a-04d1-4872-a1ea-be3bfdb5b2c0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 3-methoxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2H-furan-5-one
• InChI: InChI=1S/C11H16O9/c1-17-4-2-6(13)19-10(4)20-11-9(16)8(15)7(14)5(3-12)18-11/h2,5,7-12,14-16H,3H2,1H3
• InChI Key: DCEBSLVJYRBMQI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₉
• Molecular Weight: 292.24 g/mol
• Exact Mass: 292.07943208 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.78
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7371	73.71%
Caco-2	-	0.8899	88.99%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7833	78.33%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9681	96.81%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7727	77.27%
P-glycoprotein inhibitior	-	0.9075	90.75%
P-glycoprotein substrate	-	0.9460	94.60%
CYP3A4 substrate	-	0.5344	53.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9675	96.75%
CYP2C9 inhibition	-	0.9254	92.54%
CYP2C19 inhibition	-	0.9031	90.31%
CYP2D6 inhibition	-	0.9321	93.21%
CYP1A2 inhibition	-	0.9112	91.12%
CYP2C8 inhibition	-	0.9378	93.78%
CYP inhibitory promiscuity	-	0.7908	79.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7137	71.37%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9344	93.44%
Skin irritation	-	0.8275	82.75%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6603	66.03%
Micronuclear	-	0.7641	76.41%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9020	90.20%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.5699	56.99%
Acute Oral Toxicity (c)	III	0.5523	55.23%
Estrogen receptor binding	-	0.6833	68.33%
Androgen receptor binding	-	0.5366	53.66%
Thyroid receptor binding	-	0.6053	60.53%
Glucocorticoid receptor binding	+	0.5455	54.55%
Aromatase binding	-	0.6348	63.48%
PPAR gamma	+	0.5877	58.77%
Honey bee toxicity	-	0.8683	86.83%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.7644	76.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.69%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.96%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.41%	86.92%
CHEMBL2581	P07339	Cathepsin D	90.58%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.99%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.07%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.72%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.98%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.41%	94.73%

Plants that contains it

• Narthecium asiaticum
• Narthecium ossifragum

Cross-Links

• PubChem: 12313144
• LOTUS: LTS0146340
• wikiData: Q104975220