[(2R,3R,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-[2-[[(1S)-1-hydroxy-6-oxocyclohex-2-ene-1-carbonyl]oxymethyl]phenoxy]oxan-4-yl] benzoate

Details

• Internal ID: 94a86ebe-c954-4c00-953a-1e9f19582028
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3R,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-[2-[[(1S)-1-hydroxy-6-oxocyclohex-2-ene-1-carbonyl]oxymethyl]phenoxy]oxan-4-yl] benzoate
• SMILES (Canonical): C1CC(=O)C(C=C1)(C(=O)OCC2=CC=CC=C2OC3C(C(C(C(O3)CO)O)OC(=O)C4=CC=CC=C4)O)O
• SMILES (Isomeric): C1CC(=O)[C@@](C=C1)(C(=O)OCC2=CC=CC=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)OC(=O)C4=CC=CC=C4)O)O
• InChI: InChI=1S/C27H28O11/c28-14-19-21(30)23(38-24(32)16-8-2-1-3-9-16)22(31)25(37-19)36-18-11-5-4-10-17(18)15-35-26(33)27(34)13-7-6-12-20(27)29/h1-5,7-11,13,19,21-23,25,28,30-31,34H,6,12,14-15H2/t19-,21-,22-,23+,25-,27+/m1/s1
• InChI Key: ZOFQISBBFAJCRS-MOCOGNFISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₈O₁₁
• Molecular Weight: 528.50 g/mol
• Exact Mass: 528.16316171 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5983	59.83%
Caco-2	-	0.8916	89.16%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7230	72.30%
OATP2B1 inhibitior	-	0.8453	84.53%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	+	0.9255	92.55%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6180	61.80%
P-glycoprotein inhibitior	+	0.7149	71.49%
P-glycoprotein substrate	-	0.7110	71.10%
CYP3A4 substrate	+	0.6618	66.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8671	86.71%
CYP3A4 inhibition	-	0.8481	84.81%
CYP2C9 inhibition	-	0.5188	51.88%
CYP2C19 inhibition	-	0.7374	73.74%
CYP2D6 inhibition	-	0.9213	92.13%
CYP1A2 inhibition	-	0.8873	88.73%
CYP2C8 inhibition	+	0.6259	62.59%
CYP inhibitory promiscuity	-	0.7184	71.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9428	94.28%
Carcinogenicity (trinary)	Non-required	0.6538	65.38%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.8400	84.00%
Skin corrosion	-	0.9503	95.03%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3639	36.39%
Micronuclear	-	0.6367	63.67%
Hepatotoxicity	-	0.5677	56.77%
skin sensitisation	-	0.8458	84.58%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5586	55.86%
Acute Oral Toxicity (c)	III	0.6578	65.78%
Estrogen receptor binding	+	0.7009	70.09%
Androgen receptor binding	+	0.6028	60.28%
Thyroid receptor binding	-	0.5297	52.97%
Glucocorticoid receptor binding	+	0.6138	61.38%
Aromatase binding	-	0.5542	55.42%
PPAR gamma	+	0.6485	64.85%
Honey bee toxicity	-	0.7655	76.55%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8494	84.94%

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	98.08%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.59%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.44%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.88%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.63%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.51%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.47%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.89%	83.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.85%	95.83%
CHEMBL1951	P21397	Monoamine oxidase A	88.45%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.91%	92.62%
CHEMBL3891	P07384	Calpain 1	85.77%	93.04%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.52%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.70%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.52%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.33%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.28%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.46%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	80.35%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162964618
• LOTUS: LTS0104101
• wikiData: Q105380443