2-[2-(2,5-Dihydroxycyclopentyl)furan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 3271923d-f11b-4070-aeaa-76b89828d0f1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-[2-(2,5-dihydroxycyclopentyl)furan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1CC(C(C1O)C2=C(C=CO2)OC3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): C1CC(C(C1O)C2=C(C=CO2)OC3C(C(C(C(O3)CO)O)O)O)O
• InChI: InChI=1S/C15H22O9/c16-5-9-11(19)12(20)13(21)15(24-9)23-8-3-4-22-14(8)10-6(17)1-2-7(10)18/h3-4,6-7,9-13,15-21H,1-2,5H2
• InChI Key: UTDFQMAXCUGNJR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₉
• Molecular Weight: 346.33 g/mol
• Exact Mass: 346.12638228 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.94
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6598	65.98%
Caco-2	-	0.8982	89.82%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7548	75.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9446	94.46%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9749	97.49%
P-glycoprotein inhibitior	-	0.8692	86.92%
P-glycoprotein substrate	-	0.9360	93.60%
CYP3A4 substrate	-	0.5404	54.04%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8036	80.36%
CYP3A4 inhibition	-	0.9337	93.37%
CYP2C9 inhibition	-	0.8516	85.16%
CYP2C19 inhibition	-	0.9163	91.63%
CYP2D6 inhibition	-	0.9002	90.02%
CYP1A2 inhibition	-	0.8621	86.21%
CYP2C8 inhibition	-	0.7534	75.34%
CYP inhibitory promiscuity	-	0.8122	81.22%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6388	63.88%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9199	91.99%
Skin irritation	-	0.7754	77.54%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.7386	73.86%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	-	0.7802	78.02%
skin sensitisation	-	0.8161	81.61%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5957	59.57%
Acute Oral Toxicity (c)	III	0.7565	75.65%
Estrogen receptor binding	-	0.5862	58.62%
Androgen receptor binding	+	0.5349	53.49%
Thyroid receptor binding	-	0.5743	57.43%
Glucocorticoid receptor binding	-	0.6240	62.40%
Aromatase binding	+	0.5324	53.24%
PPAR gamma	+	0.6044	60.44%
Honey bee toxicity	-	0.8635	86.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5799	57.99%
Fish aquatic toxicity	-	0.7424	74.24%

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	97.72%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.95%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.85%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.53%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.46%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.29%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.87%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	81.66%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.54%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.27%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.87%	89.00%

Plants that contains it

• Eucommia ulmoides

Cross-Links

• PubChem: 162960585
• LOTUS: LTS0017556
• wikiData: Q105278695