4-Methyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2-dihydropyrrol-5-one

Details

• Internal ID: 4e062e51-3b3d-49e7-a178-8cf0100720e8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 4-methyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2-dihydropyrrol-5-one
• SMILES (Canonical): CC1=CC(NC1=O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC1=CC(NC1=O)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C11H17NO7/c1-4-2-6(12-10(4)17)19-11-9(16)8(15)7(14)5(3-13)18-11/h2,5-9,11,13-16H,3H2,1H3,(H,12,17)
• InChI Key: DIGVBHULAMIYSO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₇NO₇
• Molecular Weight: 275.25 g/mol
• Exact Mass: 275.10050188 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.79
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6010	60.10%
Caco-2	-	0.8601	86.01%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7212	72.12%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8674	86.74%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9129	91.29%
P-glycoprotein inhibitior	-	0.9402	94.02%
P-glycoprotein substrate	-	0.9407	94.07%
CYP3A4 substrate	-	0.5132	51.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8876	88.76%
CYP3A4 inhibition	-	0.9881	98.81%
CYP2C9 inhibition	-	0.9039	90.39%
CYP2C19 inhibition	-	0.8989	89.89%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	-	0.8374	83.74%
CYP2C8 inhibition	-	0.9363	93.63%
CYP inhibitory promiscuity	-	0.8388	83.88%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6626	66.26%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9618	96.18%
Skin irritation	-	0.8044	80.44%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6260	62.60%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.7823	78.23%
skin sensitisation	-	0.8491	84.91%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5531	55.31%
Acute Oral Toxicity (c)	III	0.5157	51.57%
Estrogen receptor binding	-	0.7687	76.87%
Androgen receptor binding	-	0.5315	53.15%
Thyroid receptor binding	-	0.5138	51.38%
Glucocorticoid receptor binding	-	0.6523	65.23%
Aromatase binding	-	0.6612	66.12%
PPAR gamma	-	0.6030	60.30%
Honey bee toxicity	-	0.8986	89.86%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7050	70.50%
Fish aquatic toxicity	-	0.8613	86.13%

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	92.97%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.55%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.35%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.57%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.31%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.37%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.63%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.49%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	82.10%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.89%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.82%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.64%	99.23%

Plants that contains it

• Lilium candidum
• Lilium hansonii
• Lilium martagon
• Lilium medeoloides

Cross-Links

• PubChem: 14284484
• LOTUS: LTS0127138
• wikiData: Q104981328