3-(2',3'-dihydroxy-3'-hydroxymethylbutyl)-4-methoxy-N-methylquinolin-2-one

Details

• Internal ID: bdb96080-cdd4-48bd-b62b-96feb76f9616
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 4-methoxy-1-methyl-3-(2,3,4-trihydroxy-3-methylbutyl)quinolin-2-one
• SMILES (Canonical): CC(CO)(C(CC1=C(C2=CC=CC=C2N(C1=O)C)OC)O)O
• SMILES (Isomeric): CC(CO)(C(CC1=C(C2=CC=CC=C2N(C1=O)C)OC)O)O
• InChI: InChI=1S/C16H21NO5/c1-16(21,9-18)13(19)8-11-14(22-3)10-6-4-5-7-12(10)17(2)15(11)20/h4-7,13,18-19,21H,8-9H2,1-3H3
• InChI Key: STXAJLINYWLCPE-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₁NO₅
• Molecular Weight: 307.34 g/mol
• Exact Mass: 307.14197277 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.19
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7012	70.12%
Caco-2	+	0.6856	68.56%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Lysosomes	0.3454	34.54%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9069	90.69%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7040	70.40%
P-glycoprotein inhibitior	-	0.9094	90.94%
P-glycoprotein substrate	-	0.7361	73.61%
CYP3A4 substrate	+	0.6064	60.64%
CYP2C9 substrate	-	0.6099	60.99%
CYP2D6 substrate	-	0.8230	82.30%
CYP3A4 inhibition	-	0.8820	88.20%
CYP2C9 inhibition	-	0.8594	85.94%
CYP2C19 inhibition	-	0.8621	86.21%
CYP2D6 inhibition	-	0.8961	89.61%
CYP1A2 inhibition	+	0.5822	58.22%
CYP2C8 inhibition	-	0.8080	80.80%
CYP inhibitory promiscuity	-	0.8226	82.26%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9473	94.73%
Skin irritation	-	0.8007	80.07%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7721	77.21%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5035	50.35%
skin sensitisation	-	0.8790	87.90%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8658	86.58%
Acute Oral Toxicity (c)	III	0.5752	57.52%
Estrogen receptor binding	+	0.8639	86.39%
Androgen receptor binding	+	0.5414	54.14%
Thyroid receptor binding	+	0.5988	59.88%
Glucocorticoid receptor binding	+	0.6143	61.43%
Aromatase binding	-	0.4950	49.50%
PPAR gamma	+	0.6818	68.18%
Honey bee toxicity	-	0.8897	88.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.6908	69.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.33%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.99%	95.56%
CHEMBL2581	P07339	Cathepsin D	97.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.33%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.69%	97.25%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.44%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.46%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.27%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	85.64%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.36%	94.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.14%	80.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.22%	86.92%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.83%	94.23%
CHEMBL3401	O75469	Pregnane X receptor	82.95%	94.73%

Plants that contains it

• Haplophyllum acutifolium

Cross-Links

• PubChem: 129819729
• LOTUS: LTS0103229
• wikiData: Q105260653