(2R,3R,4S,5S,6R)-2-[[(3aR,4S,6aR)-4-(hydroxymethyl)-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-5-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 1570d15a-783e-48e5-a5ec-78ae5afb21e6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3aR,4S,6aR)-4-(hydroxymethyl)-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-5-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C15H24O8/c16-4-9-7(3-10-8(9)1-2-21-10)6-22-15-14(20)13(19)12(18)11(5-17)23-15/h3,8-20H,1-2,4-6H2/t8-,9-,10+,11-,12-,13+,14-,15-/m1/s1
• InChI Key: PGPSZRNSJNVGAL-REECGULKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₈
• Molecular Weight: 332.35 g/mol
• Exact Mass: 332.14711772 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -2.24
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5749	57.49%
Caco-2	-	0.9143	91.43%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7757	77.57%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9151	91.51%
P-glycoprotein inhibitior	-	0.9119	91.19%
P-glycoprotein substrate	-	0.9092	90.92%
CYP3A4 substrate	+	0.5696	56.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8130	81.30%
CYP3A4 inhibition	-	0.9756	97.56%
CYP2C9 inhibition	-	0.9241	92.41%
CYP2C19 inhibition	-	0.8514	85.14%
CYP2D6 inhibition	-	0.8755	87.55%
CYP1A2 inhibition	-	0.7961	79.61%
CYP2C8 inhibition	-	0.6019	60.19%
CYP inhibitory promiscuity	-	0.8676	86.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.9737	97.37%
Skin irritation	-	0.8089	80.89%
Skin corrosion	-	0.9588	95.88%
Ames mutagenesis	-	0.6178	61.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4880	48.80%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7448	74.48%
skin sensitisation	-	0.8878	88.78%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6229	62.29%
Acute Oral Toxicity (c)	III	0.4305	43.05%
Estrogen receptor binding	-	0.6339	63.39%
Androgen receptor binding	+	0.6080	60.80%
Thyroid receptor binding	+	0.5550	55.50%
Glucocorticoid receptor binding	-	0.7355	73.55%
Aromatase binding	+	0.6619	66.19%
PPAR gamma	+	0.5882	58.82%
Honey bee toxicity	-	0.7200	72.00%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	-	0.4368	43.68%

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	96.03%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.28%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.07%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.76%	95.93%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.48%	89.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.32%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.47%	96.61%
CHEMBL3589	P55263	Adenosine kinase	80.69%	98.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.61%	100.00%

Plants that contains it

• Crescentia cujete
• Scrophularia ningpoensis

Cross-Links

• PubChem: 10496778
• LOTUS: LTS0021263
• wikiData: Q105208575