1-(beta-D-Glucopyranosyl)-3-ethyl-4-methyl-1H-pyrrole-2,5-dione

Details

• Internal ID: d883c6ba-a05d-45ed-8390-e0bde121f82f
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides
• IUPAC Name: 3-ethyl-4-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pyrrole-2,5-dione
• SMILES (Canonical): CCC1=C(C(=O)N(C1=O)C2C(C(C(C(O2)CO)O)O)O)C
• SMILES (Isomeric): CCC1=C(C(=O)N(C1=O)[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C
• InChI: InChI=1S/C13H19NO7/c1-3-6-5(2)11(19)14(12(6)20)13-10(18)9(17)8(16)7(4-15)21-13/h7-10,13,15-18H,3-4H2,1-2H3/t7-,8-,9+,10-,13-/m1/s1
• InChI Key: IPUNBNMYMPOIEC-OAZVDXGHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₉NO₇
• Molecular Weight: 301.29 g/mol
• Exact Mass: 301.11615195 g/mol
• Topological Polar Surface Area (TPSA): 128.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.12
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• 2-Ethyl-3-methylmaleimide N-??-D-glucopyranoside
• 1-(beta-D-Glucopyranosyl)-3-ethyl-4-methyl-1H-pyrrole-2,5-dione
• 182228-46-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5293	52.93%
Caco-2	-	0.7520	75.20%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5700	57.00%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9310	93.10%
P-glycoprotein inhibitior	-	0.8971	89.71%
P-glycoprotein substrate	-	0.9644	96.44%
CYP3A4 substrate	-	0.5281	52.81%
CYP2C9 substrate	-	0.6052	60.52%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.9844	98.44%
CYP2C9 inhibition	-	0.8119	81.19%
CYP2C19 inhibition	-	0.8375	83.75%
CYP2D6 inhibition	-	0.9301	93.01%
CYP1A2 inhibition	-	0.8147	81.47%
CYP2C8 inhibition	-	0.9719	97.19%
CYP inhibitory promiscuity	-	0.9593	95.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6059	60.59%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9786	97.86%
Skin irritation	-	0.7616	76.16%
Skin corrosion	-	0.9254	92.54%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7346	73.46%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8448	84.48%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4876	48.76%
Acute Oral Toxicity (c)	III	0.5110	51.10%
Estrogen receptor binding	-	0.6857	68.57%
Androgen receptor binding	-	0.6170	61.70%
Thyroid receptor binding	+	0.5701	57.01%
Glucocorticoid receptor binding	-	0.6332	63.32%
Aromatase binding	-	0.8097	80.97%
PPAR gamma	-	0.6424	64.24%
Honey bee toxicity	-	0.9318	93.18%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.5575	55.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.08%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.60%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.64%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	83.58%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.47%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.40%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.90%	93.65%

Plants that contains it

• Aster bellidiastrum
• Caragana halodendron
• Davallia divaricata
• Dolomiaea souliei
• Eucalyptus camaldulensis
• Garcinia mangostana
• Ligularia vellerea
• Lonicera hypoleuca
• Nicotiana sylvestris
• Serpocaulon triseriale
• Staphylea bumalda

Cross-Links

• PubChem: 100933901
• NPASS: NPC38739
• LOTUS: LTS0252312
• wikiData: Q105117517