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

Details

• Internal ID: 1a7aa184-0524-4019-8b49-09c443698f7f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-5-benzoyloxy-3,4-dihydroxy-6-[4-hydroxy-2-[[(1R)-1-hydroxy-6-oxocyclohex-2-ene-1-carbonyl]oxymethyl]phenoxy]oxan-2-yl]methyl benzoate
• SMILES (Canonical): C1CC(=O)C(C=C1)(C(=O)OCC2=C(C=CC(=C2)O)OC3C(C(C(C(O3)COC(=O)C4=CC=CC=C4)O)O)OC(=O)C5=CC=CC=C5)O
• SMILES (Isomeric): C1CC(=O)[C@](C=C1)(C(=O)OCC2=C(C=CC(=C2)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C4=CC=CC=C4)O)O)OC(=O)C5=CC=CC=C5)O
• InChI: InChI=1S/C34H32O13/c35-23-14-15-24(22(17-23)18-44-33(41)34(42)16-8-7-13-26(34)36)45-32-29(47-31(40)21-11-5-2-6-12-21)28(38)27(37)25(46-32)19-43-30(39)20-9-3-1-4-10-20/h1-6,8-12,14-17,25,27-29,32,35,37-38,42H,7,13,18-19H2/t25-,27-,28+,29-,32-,34-/m1/s1
• InChI Key: QGZFGXHSODHGAW-MAMZCMHHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₂O₁₃
• Molecular Weight: 648.60 g/mol
• Exact Mass: 648.18429107 g/mol
• Topological Polar Surface Area (TPSA): 195.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5245	52.45%
Caco-2	-	0.8999	89.99%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8717	87.17%
OATP2B1 inhibitior	-	0.7088	70.88%
OATP1B1 inhibitior	+	0.8278	82.78%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8967	89.67%
P-glycoprotein inhibitior	+	0.7800	78.00%
P-glycoprotein substrate	-	0.6048	60.48%
CYP3A4 substrate	+	0.6710	67.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8658	86.58%
CYP3A4 inhibition	-	0.9075	90.75%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.6001	60.01%
CYP2D6 inhibition	-	0.9178	91.78%
CYP1A2 inhibition	-	0.8016	80.16%
CYP2C8 inhibition	+	0.7579	75.79%
CYP inhibitory promiscuity	-	0.8710	87.10%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5853	58.53%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.8491	84.91%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3919	39.19%
Micronuclear	-	0.6067	60.67%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8298	82.98%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8847	88.47%
Acute Oral Toxicity (c)	III	0.6642	66.42%
Estrogen receptor binding	+	0.8101	81.01%
Androgen receptor binding	+	0.6922	69.22%
Thyroid receptor binding	+	0.5262	52.62%
Glucocorticoid receptor binding	+	0.6473	64.73%
Aromatase binding	-	0.4861	48.61%
PPAR gamma	+	0.6907	69.07%
Honey bee toxicity	-	0.7911	79.11%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6549	65.49%
Fish aquatic toxicity	+	0.9401	94.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.15%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.64%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.85%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.40%	96.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.79%	83.00%
CHEMBL2581	P07339	Cathepsin D	92.19%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.61%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.96%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.79%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.48%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	89.43%	95.93%
CHEMBL4208	P20618	Proteasome component C5	87.62%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.24%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.06%	94.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.57%	94.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.87%	91.07%
CHEMBL3891	P07384	Calpain 1	83.73%	93.04%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.33%	95.83%
CHEMBL2535	P11166	Glucose transporter	81.73%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.81%	92.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.19%	95.17%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.04%	97.33%

Plants that contains it

• Itoa orientalis

Cross-Links

• PubChem: 162977788
• LOTUS: LTS0071964
• wikiData: Q105220791