2-[1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-2H-furan-5-one

Details

• Internal ID: 36ff6be4-eaf1-4d9d-8927-640bbd470ace
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-[1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-2H-furan-5-one
• SMILES (Canonical): CC(C1C=CC(=O)O1)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC(C1C=CC(=O)O1)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C12H18O8/c1-5(6-2-3-8(14)19-6)18-12-11(17)10(16)9(15)7(4-13)20-12/h2-3,5-7,9-13,15-17H,4H2,1H3
• InChI Key: DKSSVIPYOCVZLG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₈
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.10016753 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.33
• H-Bond Acceptor: 8
• 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	-	0.7973	79.73%
Caco-2	-	0.8742	87.42%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8119	81.19%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8940	89.40%
OATP1B3 inhibitior	+	0.9672	96.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8839	88.39%
P-glycoprotein inhibitior	-	0.9322	93.22%
P-glycoprotein substrate	-	0.9384	93.84%
CYP3A4 substrate	-	0.5194	51.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8939	89.39%
CYP3A4 inhibition	-	0.9571	95.71%
CYP2C9 inhibition	-	0.9489	94.89%
CYP2C19 inhibition	-	0.9390	93.90%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.9359	93.59%
CYP2C8 inhibition	-	0.9530	95.30%
CYP inhibitory promiscuity	-	0.8122	81.22%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7155	71.55%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9832	98.32%
Skin irritation	-	0.8432	84.32%
Skin corrosion	-	0.9496	94.96%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5765	57.65%
Micronuclear	-	0.7841	78.41%
Hepatotoxicity	-	0.6622	66.22%
skin sensitisation	-	0.9094	90.94%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6582	65.82%
Acute Oral Toxicity (c)	III	0.5463	54.63%
Estrogen receptor binding	-	0.7670	76.70%
Androgen receptor binding	-	0.7784	77.84%
Thyroid receptor binding	-	0.5934	59.34%
Glucocorticoid receptor binding	-	0.6285	62.85%
Aromatase binding	-	0.5527	55.27%
PPAR gamma	-	0.6105	61.05%
Honey bee toxicity	-	0.8253	82.53%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.6896	68.96%

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	94.18%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.18%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.98%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.22%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.02%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.79%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.06%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.49%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.23%	85.14%

Plants that contains it

• Halocarpus biformis

Cross-Links

• PubChem: 85178333
• LOTUS: LTS0096713
• wikiData: Q104983686