[6-benzoyloxy-3-(cyanomethylidene)-2-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexyl] 1H-pyrrole-2-carboxylate

Details

• Internal ID: 4fd356ac-7264-46ff-8d83-80613dc62914
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [6-benzoyloxy-3-(cyanomethylidene)-2-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexyl] 1H-pyrrole-2-carboxylate
• SMILES (Canonical): C1C(C(C(C(=CC#N)C1OC2C(C(C(C(O2)CO)O)O)O)O)OC(=O)C3=CC=CN3)OC(=O)C4=CC=CC=C4
• SMILES (Isomeric): C1C(C(C(C(=CC#N)C1OC2C(C(C(C(O2)CO)O)O)O)O)OC(=O)C3=CC=CN3)OC(=O)C4=CC=CC=C4
• InChI: InChI=1S/C26H28N2O11/c27-9-8-14-16(37-26-22(33)21(32)20(31)18(12-29)38-26)11-17(36-24(34)13-5-2-1-3-6-13)23(19(14)30)39-25(35)15-7-4-10-28-15/h1-8,10,16-23,26,28-33H,11-12H2
• InChI Key: CPYMRMLEZYENLQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈N₂O₁₁
• Molecular Weight: 544.50 g/mol
• Exact Mass: 544.16930971 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.83
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6415	64.15%
Caco-2	-	0.8991	89.91%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5101	51.01%
OATP2B1 inhibitior	-	0.8470	84.70%
OATP1B1 inhibitior	+	0.8454	84.54%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7274	72.74%
P-glycoprotein inhibitior	-	0.4405	44.05%
P-glycoprotein substrate	-	0.6192	61.92%
CYP3A4 substrate	+	0.6633	66.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8483	84.83%
CYP3A4 inhibition	-	0.8663	86.63%
CYP2C9 inhibition	-	0.7046	70.46%
CYP2C19 inhibition	-	0.7583	75.83%
CYP2D6 inhibition	-	0.8703	87.03%
CYP1A2 inhibition	-	0.6542	65.42%
CYP2C8 inhibition	+	0.6659	66.59%
CYP inhibitory promiscuity	-	0.6126	61.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6770	67.70%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9273	92.73%
Skin irritation	-	0.8138	81.38%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5675	56.75%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.6466	64.66%
skin sensitisation	-	0.8547	85.47%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8037	80.37%
Acute Oral Toxicity (c)	III	0.5437	54.37%
Estrogen receptor binding	+	0.7637	76.37%
Androgen receptor binding	-	0.5795	57.95%
Thyroid receptor binding	+	0.5230	52.30%
Glucocorticoid receptor binding	-	0.5144	51.44%
Aromatase binding	+	0.5303	53.03%
PPAR gamma	+	0.6713	67.13%
Honey bee toxicity	-	0.6721	67.21%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	-	0.3747	37.47%

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	96.05%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.10%	90.17%
CHEMBL2581	P07339	Cathepsin D	94.71%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.48%	96.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	93.29%	95.83%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	91.26%	94.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.04%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.24%	99.17%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	87.33%	97.53%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.30%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.86%	89.67%
CHEMBL226	P30542	Adenosine A1 receptor	83.82%	95.93%
CHEMBL5028	O14672	ADAM10	83.80%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.76%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.53%	86.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.53%	83.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.12%	94.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.74%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.70%	96.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.56%	95.64%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.48%	94.97%

Plants that contains it

• Campylospermum glaucum

Cross-Links

• PubChem: 74423511
• LOTUS: LTS0226269
• wikiData: Q104967855