Pyroside

Details

• Internal ID: 0d096893-bf96-4b6a-92b9-e9c3d59e0d11
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=CC=C(C=C2)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC=C(C=C2)O)O)O)O
• InChI: InChI=1S/C14H18O8/c1-7(15)20-6-10-11(17)12(18)13(19)14(22-10)21-9-4-2-8(16)3-5-9/h2-5,10-14,16-19H,6H2,1H3/t10-,11-,12+,13-,14-/m1/s1
• InChI Key: XABUTYXAHYMCDK-RKQHYHRCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₈
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.10016753 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.86
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• 10338-88-2
• DTXSID901242452
• beta-D-Glucopyranoside, 4-hydroxyphenyl, 6-acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5765	57.65%
Caco-2	-	0.6713	67.13%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7925	79.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9129	91.29%
OATP1B3 inhibitior	+	0.9146	91.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8748	87.48%
P-glycoprotein inhibitior	-	0.8564	85.64%
P-glycoprotein substrate	-	0.9670	96.70%
CYP3A4 substrate	+	0.5360	53.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.9176	91.76%
CYP2C9 inhibition	-	0.8879	88.79%
CYP2C19 inhibition	-	0.9360	93.60%
CYP2D6 inhibition	-	0.9331	93.31%
CYP1A2 inhibition	-	0.8597	85.97%
CYP2C8 inhibition	-	0.6887	68.87%
CYP inhibitory promiscuity	-	0.7092	70.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7015	70.15%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8889	88.89%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6146	61.46%
Micronuclear	-	0.5634	56.34%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8829	88.29%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.4534	45.34%
Acute Oral Toxicity (c)	III	0.7740	77.40%
Estrogen receptor binding	+	0.5334	53.34%
Androgen receptor binding	-	0.6088	60.88%
Thyroid receptor binding	-	0.5853	58.53%
Glucocorticoid receptor binding	-	0.6132	61.32%
Aromatase binding	-	0.7291	72.91%
PPAR gamma	-	0.5339	53.39%
Honey bee toxicity	-	0.9033	90.33%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8150	81.50%
Fish aquatic toxicity	+	0.8352	83.52%

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	96.97%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.54%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.58%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.38%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.78%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.17%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.04%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.60%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.40%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.38%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	83.01%	95.93%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.52%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.06%	89.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.08%	85.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.02%	95.89%

Plants that contains it

• Aizoon africanum
• Alangium premnifolium
• Angelica tarokoensis
• Bombax ceiba
• Diospyros ferrea
• Epimedium davidii
• Erysimum odoratum
• Frullania tamarisci
• Globba variabilis
• Halocarpus biformis
• Heterotheca inuloides
• Ilex amara
• Isodon japonicus
• Knightia excelsa
• Lasiosiphon lampranthus
• Leonurus glaucescens
• Lepidium draba
• Micromeria pineolens
• Pyrus communis
• Quercus petraea subsp. petraea
• Salacia madagascariensis
• Saussurea lyrata
• Solanum acaule
• Swertia delavayi
• Vaccinium dunalianum
• Vaccinium vitis-idaea
• Vepris hiernii
• Vismia jefensis

Cross-Links

• PubChem: 5315513
• NPASS: NPC192229
• LOTUS: LTS0234308
• wikiData: Q105323806