[3-hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl hydrogen sulfate

Details

• Internal ID: ff2cdf9b-3ab7-46c9-a362-993fa13a3fd1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [3-hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl hydrogen sulfate
• SMILES (Canonical): C1=CC(=C(C(=C1)O)OC2C(C(C(C(O2)CO)O)O)O)COS(=O)(=O)O
• SMILES (Isomeric): C1=CC(=C(C(=C1)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)COS(=O)(=O)O
• InChI: InChI=1S/C13H18O11S/c14-4-8-9(16)10(17)11(18)13(23-8)24-12-6(2-1-3-7(12)15)5-22-25(19,20)21/h1-3,8-11,13-18H,4-5H2,(H,19,20,21)/t8-,9-,10+,11-,13+/m1/s1
• InChI Key: VVFRWVFQDDWNCV-HMUNZLOLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₁₁S
• Molecular Weight: 382.34 g/mol
• Exact Mass: 382.05698256 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.11
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7743	77.43%
Caco-2	-	0.9144	91.44%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5070	50.70%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9288	92.88%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8596	85.96%
P-glycoprotein inhibitior	-	0.8900	89.00%
P-glycoprotein substrate	-	0.9054	90.54%
CYP3A4 substrate	+	0.5496	54.96%
CYP2C9 substrate	-	0.8104	81.04%
CYP2D6 substrate	-	0.8389	83.89%
CYP3A4 inhibition	-	0.9508	95.08%
CYP2C9 inhibition	-	0.7829	78.29%
CYP2C19 inhibition	-	0.7957	79.57%
CYP2D6 inhibition	-	0.8900	89.00%
CYP1A2 inhibition	-	0.7483	74.83%
CYP2C8 inhibition	-	0.6770	67.70%
CYP inhibitory promiscuity	-	0.8805	88.05%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.5727	57.27%
Carcinogenicity (trinary)	Non-required	0.6167	61.67%
Eye corrosion	-	0.9643	96.43%
Eye irritation	-	0.8533	85.33%
Skin irritation	-	0.7915	79.15%
Skin corrosion	-	0.8586	85.86%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5318	53.18%
Micronuclear	+	0.7518	75.18%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.7965	79.65%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.4628	46.28%
Acute Oral Toxicity (c)	III	0.5808	58.08%
Estrogen receptor binding	-	0.7916	79.16%
Androgen receptor binding	-	0.5558	55.58%
Thyroid receptor binding	-	0.6771	67.71%
Glucocorticoid receptor binding	-	0.6783	67.83%
Aromatase binding	-	0.6662	66.62%
PPAR gamma	-	0.6304	63.04%
Honey bee toxicity	-	0.7577	75.77%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8837	88.37%

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	96.93%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.24%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.87%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.12%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.84%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	90.00%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	89.73%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.48%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.74%	94.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.21%	95.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.88%	96.00%

Plants that contains it

• Idesia polycarpa

Cross-Links

• PubChem: 21591973
• LOTUS: LTS0074320
• wikiData: Q105297639