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

Details

• Internal ID: 5ab7545a-6803-48af-8b0d-521af5204bb5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-[[(1S)-1-hydroxy-6-oxocyclohex-2-ene-1-carbonyl]oxymethyl]phenoxy]oxan-3-yl] benzoate
• SMILES (Canonical): C1CC(=O)C(C=C1)(C(=O)OCC2=CC=CC=C2OC3C(C(C(C(O3)CO)O)O)OC(=O)C4=CC=CC=C4)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)O)OC(=O)C4=CC=CC=C4)O
• InChI: InChI=1S/C27H28O11/c28-14-19-21(30)22(31)23(38-24(32)16-8-2-1-3-9-16)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: RCKCYCDBDYUIGM-OBZVFWKUSA-N
• Popularity: 0 references 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	-	0.7521	75.21%
Caco-2	-	0.9023	90.23%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7364	73.64%
OATP2B1 inhibitior	-	0.8452	84.52%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8868	88.68%
P-glycoprotein inhibitior	+	0.7226	72.26%
P-glycoprotein substrate	-	0.7309	73.09%
CYP3A4 substrate	+	0.6534	65.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8684	86.84%
CYP3A4 inhibition	-	0.8466	84.66%
CYP2C9 inhibition	-	0.6066	60.66%
CYP2C19 inhibition	-	0.7786	77.86%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	-	0.8878	88.78%
CYP2C8 inhibition	+	0.6107	61.07%
CYP inhibitory promiscuity	-	0.8510	85.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6660	66.60%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9050	90.50%
Skin irritation	-	0.8406	84.06%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7058	70.58%
Micronuclear	-	0.6267	62.67%
Hepatotoxicity	-	0.5552	55.52%
skin sensitisation	-	0.8305	83.05%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6394	63.94%
Acute Oral Toxicity (c)	III	0.6525	65.25%
Estrogen receptor binding	+	0.7257	72.57%
Androgen receptor binding	+	0.6126	61.26%
Thyroid receptor binding	-	0.5177	51.77%
Glucocorticoid receptor binding	+	0.6057	60.57%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5923	59.23%
Honey bee toxicity	-	0.7732	77.32%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8688	86.88%

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	97.68%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.86%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.59%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.10%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.55%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.85%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.65%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.52%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	89.43%	90.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.42%	95.83%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.96%	83.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.93%	94.00%
CHEMBL3891	P07384	Calpain 1	84.79%	93.04%
CHEMBL226	P30542	Adenosine A1 receptor	84.77%	95.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.02%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.30%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.29%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.89%	89.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.31%	94.23%
CHEMBL4208	P20618	Proteasome component C5	81.53%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.31%	95.50%

Plants that contains it

• Ajania fruticulosa
• Annona glabra
• Astragalus curvicarpus
• Dovyalis hebecarpa
• Eucalyptus radiata
• Ilex taubertiana
• Itoa orientalis
• Populus tremuloides
• Sonchus oleraceus

Cross-Links

• PubChem: 92212918
• NPASS: NPC286619
• LOTUS: LTS0125549
• wikiData: Q105233731