5-hydroxy-4-[(2E,4E,6E,8E)-4-methyldeca-2,4,6,8-tetraenoyl]-1,2-dihydropyrrol-3-one

Details

• Internal ID: 887a058b-22b9-4979-a66f-4b7225ac339d
• Taxonomy: Organoheterocyclic compounds > Pyrrolines
• IUPAC Name: 5-hydroxy-4-[(2E,4E,6E,8E)-4-methyldeca-2,4,6,8-tetraenoyl]-1,2-dihydropyrrol-3-one
• SMILES (Canonical): CC=CC=CC=C(C)C=CC(=O)C1=C(NCC1=O)O
• SMILES (Isomeric): C/C=C/C=C/C=C(\C)/C=C/C(=O)C1=C(NCC1=O)O
• InChI: InChI=1S/C15H17NO3/c1-3-4-5-6-7-11(2)8-9-12(17)14-13(18)10-16-15(14)19/h3-9,16,19H,10H2,1-2H3/b4-3+,6-5+,9-8+,11-7+
• InChI Key: GDNBHRYGRPBFNY-GUVLQXAASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₇NO₃
• Molecular Weight: 259.30 g/mol
• Exact Mass: 259.12084340 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9715	97.15%
Caco-2	+	0.6465	64.65%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8283	82.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8994	89.94%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7086	70.86%
P-glycoprotein inhibitior	-	0.9208	92.08%
P-glycoprotein substrate	-	0.7464	74.64%
CYP3A4 substrate	-	0.5097	50.97%
CYP2C9 substrate	-	0.8041	80.41%
CYP2D6 substrate	-	0.8874	88.74%
CYP3A4 inhibition	-	0.9931	99.31%
CYP2C9 inhibition	-	0.8485	84.85%
CYP2C19 inhibition	-	0.8428	84.28%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.7956	79.56%
CYP2C8 inhibition	-	0.9004	90.04%
CYP inhibitory promiscuity	-	0.9453	94.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.5812	58.12%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.9170	91.70%
Skin irritation	-	0.7776	77.76%
Skin corrosion	-	0.9197	91.97%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5508	55.08%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6255	62.55%
skin sensitisation	-	0.8623	86.23%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4556	45.56%
Acute Oral Toxicity (c)	III	0.5349	53.49%
Estrogen receptor binding	+	0.6429	64.29%
Androgen receptor binding	-	0.6146	61.46%
Thyroid receptor binding	+	0.5155	51.55%
Glucocorticoid receptor binding	-	0.5935	59.35%
Aromatase binding	+	0.5694	56.94%
PPAR gamma	+	0.6924	69.24%
Honey bee toxicity	-	0.9289	92.89%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.8614	86.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.41%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.85%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.93%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.81%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.08%	94.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.72%	89.34%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.38%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.13%	99.23%
CHEMBL255	P29275	Adenosine A2b receptor	83.12%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.08%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.47%	91.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 637438
• LOTUS: LTS0056923
• wikiData: Q105106354