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

Details

• Internal ID: 0275270f-f4a0-46e2-8bc0-6c3bd938dcdc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-(hydroxymethyl)-6-[[5-(hydroxymethyl)-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-4-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): C1COC2C1C(C(=C2)CO)COC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C1COC2C1C(C(=C2)CO)COC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C15H24O8/c16-4-7-3-10-8(1-2-21-10)9(7)6-22-15-14(20)13(19)12(18)11(5-17)23-15/h3,8-20H,1-2,4-6H2
• InChI Key: VZHPMRPUEAULJB-UHFFFAOYSA-N
• Popularity: 0 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	-	0.8867	88.67%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7757	77.57%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8935	89.35%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9394	93.94%
P-glycoprotein inhibitior	-	0.9260	92.60%
P-glycoprotein substrate	-	0.9040	90.40%
CYP3A4 substrate	+	0.5780	57.80%
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	-	0.6947	69.47%
CYP inhibitory promiscuity	-	0.8676	86.76%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.9440	94.40%
Skin irritation	-	0.8089	80.89%
Skin corrosion	-	0.9588	95.88%
Ames mutagenesis	-	0.5678	56.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5965	59.65%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8878	88.78%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8075	80.75%
Acute Oral Toxicity (c)	III	0.4305	43.05%
Estrogen receptor binding	-	0.7196	71.96%
Androgen receptor binding	+	0.5310	53.10%
Thyroid receptor binding	+	0.5441	54.41%
Glucocorticoid receptor binding	-	0.6786	67.86%
Aromatase binding	+	0.6854	68.54%
PPAR gamma	+	0.5688	56.88%
Honey bee toxicity	-	0.7705	77.05%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6850	68.50%
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	96.89%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.10%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.49%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.43%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.62%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.66%	95.83%
CHEMBL3589	P55263	Adenosine kinase	81.51%	98.05%

Plants that contains it

• Scrophularia ningpoensis

Cross-Links

• PubChem: 162973850
• LOTUS: LTS0164378
• wikiData: Q105299775