[(3S,5S,6S)-6-[(3R,5S,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-phenylmethoxyoxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate

Details

• Internal ID: 2eeab5c8-a187-404f-bc8f-96ebf69fd38c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(3S,5S,6S)-6-[(3R,5S,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-phenylmethoxyoxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate
• InChI: InChI=1S/C26H32O13/c27-10-16-19(30)23(22(33)25(37-16)36-11-13-4-2-1-3-5-13)39-26-21(32)20(31)18(29)17(38-26)12-35-24(34)14-6-8-15(28)9-7-14/h1-9,16-23,25-33H,10-12H2/t16?,17?,18-,19-,20?,21+,22+,23?,25-,26+/m1/s1
• InChI Key: CHRSDYCVKRENEB-BIQSSIORSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₃
• Molecular Weight: 552.50 g/mol
• Exact Mass: 552.18429107 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.60
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8736	87.36%
Caco-2	-	0.8875	88.75%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6864	68.64%
OATP2B1 inhibitior	-	0.8491	84.91%
OATP1B1 inhibitior	+	0.8349	83.49%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5528	55.28%
P-glycoprotein inhibitior	-	0.6612	66.12%
P-glycoprotein substrate	-	0.8636	86.36%
CYP3A4 substrate	+	0.5755	57.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8551	85.51%
CYP3A4 inhibition	-	0.9355	93.55%
CYP2C9 inhibition	-	0.9285	92.85%
CYP2C19 inhibition	-	0.9399	93.99%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.9616	96.16%
CYP2C8 inhibition	+	0.7712	77.12%
CYP inhibitory promiscuity	-	0.8149	81.49%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6406	64.06%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.9249	92.49%
Skin irritation	-	0.8570	85.70%
Skin corrosion	-	0.9746	97.46%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3606	36.06%
Micronuclear	-	0.5467	54.67%
Hepatotoxicity	-	0.8716	87.16%
skin sensitisation	-	0.8948	89.48%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7340	73.40%
Acute Oral Toxicity (c)	III	0.5431	54.31%
Estrogen receptor binding	+	0.7765	77.65%
Androgen receptor binding	+	0.7045	70.45%
Thyroid receptor binding	+	0.5537	55.37%
Glucocorticoid receptor binding	+	0.5417	54.17%
Aromatase binding	+	0.6512	65.12%
PPAR gamma	+	0.7274	72.74%
Honey bee toxicity	-	0.8089	80.89%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.6561	65.61%

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	94.38%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.92%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.77%	99.17%
CHEMBL3891	P07384	Calpain 1	91.15%	93.04%
CHEMBL2581	P07339	Cathepsin D	90.34%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.65%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.92%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.78%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.98%	94.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.69%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.48%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.24%	83.00%

Plants that contains it

• Tabebuia aurea

Cross-Links

• PubChem: 162853797
• LOTUS: LTS0184136
• wikiData: Q104959178