3-[(1S,2R,4S,6R)-2-ethenyl-4,6-dimethylcyclohexyl]-1,2-dihydroxypyridin-4-one

Details

• Internal ID: 24f83bd3-268f-4ce3-bad0-769a2d414bbd
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydroxypyridines
• IUPAC Name: 3-[(1S,2R,4S,6R)-2-ethenyl-4,6-dimethylcyclohexyl]-1,2-dihydroxypyridin-4-one
• SMILES (Canonical): CC1CC(C(C(C1)C=C)C2=C(N(C=CC2=O)O)O)C
• SMILES (Isomeric): C[C@H]1C[C@H]([C@@H]([C@H](C1)C=C)C2=C(N(C=CC2=O)O)O)C
• InChI: InChI=1S/C15H21NO3/c1-4-11-8-9(2)7-10(3)13(11)14-12(17)5-6-16(19)15(14)18/h4-6,9-11,13,18-19H,1,7-8H2,2-3H3/t9-,10+,11-,13-/m0/s1
• InChI Key: IYINVMYXDLIGAM-NOHGZBONSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁NO₃
• Molecular Weight: 263.33 g/mol
• Exact Mass: 263.15214353 g/mol
• Topological Polar Surface Area (TPSA): 60.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9502	95.02%
Caco-2	+	0.7183	71.83%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6631	66.31%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9339	93.39%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9654	96.54%
P-glycoprotein inhibitior	-	0.9554	95.54%
P-glycoprotein substrate	-	0.8062	80.62%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	-	0.8669	86.69%
CYP3A4 inhibition	-	0.7033	70.33%
CYP2C9 inhibition	-	0.6450	64.50%
CYP2C19 inhibition	-	0.6155	61.55%
CYP2D6 inhibition	-	0.8578	85.78%
CYP1A2 inhibition	-	0.5700	57.00%
CYP2C8 inhibition	-	0.8880	88.80%
CYP inhibitory promiscuity	-	0.6008	60.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7411	74.11%
Carcinogenicity (trinary)	Non-required	0.5012	50.12%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9288	92.88%
Skin irritation	-	0.8001	80.01%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6571	65.71%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5801	58.01%
skin sensitisation	-	0.7946	79.46%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6928	69.28%
Nephrotoxicity	+	0.6588	65.88%
Acute Oral Toxicity (c)	III	0.6233	62.33%
Estrogen receptor binding	-	0.7271	72.71%
Androgen receptor binding	+	0.6244	62.44%
Thyroid receptor binding	+	0.5515	55.15%
Glucocorticoid receptor binding	-	0.4723	47.23%
Aromatase binding	-	0.5527	55.27%
PPAR gamma	-	0.6575	65.75%
Honey bee toxicity	-	0.8064	80.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9551	95.51%

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	96.11%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.61%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.32%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.82%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.46%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.33%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.56%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.21%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.34%	89.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 131888
• LOTUS: LTS0020556
• wikiData: Q105122768