[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-phenylmethoxyoxan-2-yl]methyl hydrogen sulfate

Details

• Internal ID: b2dd8ac9-77f1-4ac1-97f3-0db2ef1b2a70
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-phenylmethoxyoxan-2-yl]methyl hydrogen sulfate
• SMILES (Canonical): C1=CC=C(C=C1)COC2C(C(C(C(O2)COS(=O)(=O)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COS(=O)(=O)O)O)O)O
• InChI: InChI=1S/C13H18O9S/c14-10-9(7-21-23(17,18)19)22-13(12(16)11(10)15)20-6-8-4-2-1-3-5-8/h1-5,9-16H,6-7H2,(H,17,18,19)/t9-,10-,11+,12-,13-/m1/s1
• InChI Key: HOTBDGGBINCUOA-UJPOAAIJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₉S
• Molecular Weight: 350.34 g/mol
• Exact Mass: 350.06715332 g/mol
• Topological Polar Surface Area (TPSA): 151.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.17
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8751	87.51%
Caco-2	-	0.8469	84.69%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5540	55.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9363	93.63%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9076	90.76%
P-glycoprotein inhibitior	-	0.8780	87.80%
P-glycoprotein substrate	-	0.9637	96.37%
CYP3A4 substrate	-	0.5543	55.43%
CYP2C9 substrate	-	0.8093	80.93%
CYP2D6 substrate	-	0.8358	83.58%
CYP3A4 inhibition	-	0.9725	97.25%
CYP2C9 inhibition	-	0.8205	82.05%
CYP2C19 inhibition	-	0.8126	81.26%
CYP2D6 inhibition	-	0.8935	89.35%
CYP1A2 inhibition	-	0.8004	80.04%
CYP2C8 inhibition	-	0.6806	68.06%
CYP inhibitory promiscuity	-	0.9101	91.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5812	58.12%
Carcinogenicity (trinary)	Non-required	0.5893	58.93%
Eye corrosion	-	0.9523	95.23%
Eye irritation	-	0.9384	93.84%
Skin irritation	-	0.7965	79.65%
Skin corrosion	-	0.8544	85.44%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5080	50.80%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	-	0.6601	66.01%
skin sensitisation	-	0.7942	79.42%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7585	75.85%
Acute Oral Toxicity (c)	III	0.5887	58.87%
Estrogen receptor binding	-	0.5061	50.61%
Androgen receptor binding	-	0.6019	60.19%
Thyroid receptor binding	-	0.6208	62.08%
Glucocorticoid receptor binding	-	0.6300	63.00%
Aromatase binding	-	0.6937	69.37%
PPAR gamma	-	0.5882	58.82%
Honey bee toxicity	-	0.8205	82.05%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.8723	87.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.83%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.44%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.70%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.60%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.39%	85.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.87%	91.11%
CHEMBL3891	P07384	Calpain 1	80.92%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.19%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.18%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	80.13%	95.93%

Plants that contains it

• Dillenia philippinensis

Cross-Links

• PubChem: 14581504
• LOTUS: LTS0055823
• wikiData: Q105031519