Benzyl beta-D-ribofuranoside

Details

• Internal ID: 18503ab8-a63a-4f4e-b84e-72e7e57d8a87
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3S,4R,5R)-2-(hydroxymethyl)-5-phenylmethoxyoxolane-3,4-diol
• SMILES (Canonical): C1=CC=C(C=C1)COC2C(C(C(O2)CO)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)CO[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
• InChI: InChI=1S/C12H16O5/c13-6-9-10(14)11(15)12(17-9)16-7-8-4-2-1-3-5-8/h1-5,9-15H,6-7H2/t9-,10-,11-,12-/m1/s1
• InChI Key: MBBBSHXQRFAIPA-DDHJBXDOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.09977361 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.36
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 54946-48-4
• SCHEMBL6859149
• 1-O-benzyl-beta-D-ribofuranose
• CHEMBL3236514
• MBBBSHXQRFAIPA-DDHJBXDOSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7979	79.79%
Caco-2	-	0.5776	57.76%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7124	71.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9331	93.31%
P-glycoprotein inhibitior	-	0.9630	96.30%
P-glycoprotein substrate	-	0.9884	98.84%
CYP3A4 substrate	-	0.6382	63.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8134	81.34%
CYP3A4 inhibition	-	0.9611	96.11%
CYP2C9 inhibition	-	0.9008	90.08%
CYP2C19 inhibition	-	0.8524	85.24%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.8404	84.04%
CYP2C8 inhibition	-	0.6886	68.86%
CYP inhibitory promiscuity	-	0.7365	73.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5530	55.30%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8538	85.38%
Skin irritation	-	0.8194	81.94%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6043	60.43%
Micronuclear	-	0.7641	76.41%
Hepatotoxicity	-	0.7342	73.42%
skin sensitisation	-	0.8803	88.03%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5941	59.41%
Acute Oral Toxicity (c)	III	0.5143	51.43%
Estrogen receptor binding	-	0.8311	83.11%
Androgen receptor binding	-	0.5554	55.54%
Thyroid receptor binding	-	0.7186	71.86%
Glucocorticoid receptor binding	-	0.7191	71.91%
Aromatase binding	-	0.8470	84.70%
PPAR gamma	-	0.6072	60.72%
Honey bee toxicity	-	0.8626	86.26%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.6272	62.72%

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	94.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.90%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.78%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.22%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.51%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.85%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.23%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.76%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.75%	95.56%
CHEMBL3891	P07384	Calpain 1	82.56%	93.04%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.12%	95.50%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	80.95%	88.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.46%	90.17%

Plants that contains it

• Euphorbia humifusa

Cross-Links

• PubChem: 11149145
• NPASS: NPC148060
• ChEMBL: CHEMBL3236514