beta-D-Ribofuranoside, (2S)-2-hydroxy-3-(sulfooxy)propyl5-deoxy-5-(dimethylarsinyl)-

Details

• Internal ID: c9463355-c348-4aaf-945c-6acd211f8e03
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2S)-3-[(2R,3R,4S,5S)-5-(dimethylarsorylmethyl)-3,4-dihydroxyoxolan-2-yl]oxy-2-hydroxypropyl] hydrogen sulfate
• SMILES (Canonical): C[As](=O)(C)CC1C(C(C(O1)OCC(COS(=O)(=O)O)O)O)O
• SMILES (Isomeric): C[As](=O)(C)C[C@@H]1[C@H]([C@H]([C@@H](O1)OC[C@@H](COS(=O)(=O)O)O)O)O
• InChI: InChI=1S/C10H21AsO10S/c1-11(2,15)3-7-8(13)9(14)10(21-7)19-4-6(12)5-20-22(16,17)18/h6-10,12-14H,3-5H2,1-2H3,(H,16,17,18)/t6-,7+,8+,9+,10+/m0/s1
• InChI Key: BBSLTVOTACJCSV-VAPHQMJDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₂₁AsO₁₀S
• Molecular Weight: 408.26 g/mol
• Exact Mass: 408.007138 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.73
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

• beta-D-Ribofuranoside, (2S)-2-hydroxy-3-(sulfooxy)propyl5-deoxy-5-(dimethylarsinyl)-
• DTXSID501008006
• 3-{[5-Deoxy-5-(dimethylarsoryl)pentofuranosyl]oxy}-2-hydroxypropyl hydrogen sulfate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6795	67.95%
Caco-2	-	0.8049	80.49%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4513	45.13%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9257	92.57%
P-glycoprotein inhibitior	-	0.7865	78.65%
P-glycoprotein substrate	-	0.8901	89.01%
CYP3A4 substrate	+	0.5103	51.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8537	85.37%
CYP3A4 inhibition	-	0.9501	95.01%
CYP2C9 inhibition	-	0.7584	75.84%
CYP2C19 inhibition	-	0.7222	72.22%
CYP2D6 inhibition	-	0.8796	87.96%
CYP1A2 inhibition	-	0.7173	71.73%
CYP2C8 inhibition	-	0.9425	94.25%
CYP inhibitory promiscuity	-	0.9568	95.68%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	+	0.5396	53.96%
Carcinogenicity (trinary)	Non-required	0.5872	58.72%
Eye corrosion	-	0.9577	95.77%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.7718	77.18%
Skin corrosion	-	0.8826	88.26%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5429	54.29%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8219	82.19%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8036	80.36%
Acute Oral Toxicity (c)	III	0.5634	56.34%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.7037	70.37%
Thyroid receptor binding	-	0.5560	55.60%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6171	61.71%
PPAR gamma	-	0.6721	67.21%
Honey bee toxicity	-	0.7943	79.43%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7950	79.50%
Fish aquatic toxicity	+	0.7082	70.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.27%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.44%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.64%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.94%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.79%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.79%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 159225
• LOTUS: LTS0239941
• wikiData: Q3623982