5-[3-(4-hydroxy-4-methylpent-2-enyl)-3-methyloxiran-2-yl]-3-methyl-1-(1H-pyrrol-2-yl)penta-2,4-dien-1-one

Details

• Internal ID: 2c40e125-c119-4c6c-94c5-aab323e25b56
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-[3-(4-hydroxy-4-methylpent-2-enyl)-3-methyloxiran-2-yl]-3-methyl-1-(1H-pyrrol-2-yl)penta-2,4-dien-1-one
• InChI: InChI=1S/C19H25NO3/c1-14(13-16(21)15-7-5-12-20-15)8-9-17-19(4,23-17)11-6-10-18(2,3)22/h5-10,12-13,17,20,22H,11H2,1-4H3
• InChI Key: CDWBYXSZRBSCKW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₅NO₃
• Molecular Weight: 315.40 g/mol
• Exact Mass: 315.18344366 g/mol
• Topological Polar Surface Area (TPSA): 65.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9760	97.60%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4673	46.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8652	86.52%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9408	94.08%
P-glycoprotein inhibitior	-	0.7268	72.68%
P-glycoprotein substrate	-	0.6020	60.20%
CYP3A4 substrate	+	0.6294	62.94%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	-	0.7357	73.57%
CYP2C9 inhibition	-	0.5528	55.28%
CYP2C19 inhibition	-	0.5511	55.11%
CYP2D6 inhibition	-	0.8664	86.64%
CYP1A2 inhibition	-	0.5665	56.65%
CYP2C8 inhibition	+	0.4683	46.83%
CYP inhibitory promiscuity	+	0.8000	80.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8128	81.28%
Carcinogenicity (trinary)	Non-required	0.4855	48.55%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9619	96.19%
Skin irritation	-	0.7125	71.25%
Skin corrosion	-	0.8809	88.09%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7405	74.05%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.5177	51.77%
skin sensitisation	-	0.6530	65.30%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6184	61.84%
Acute Oral Toxicity (c)	III	0.5423	54.23%
Estrogen receptor binding	+	0.8843	88.43%
Androgen receptor binding	-	0.6036	60.36%
Thyroid receptor binding	+	0.7555	75.55%
Glucocorticoid receptor binding	+	0.5662	56.62%
Aromatase binding	+	0.7983	79.83%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8490	84.90%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.4127	41.27%

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	98.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.00%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.22%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.06%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.29%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.75%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.34%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.68%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.70%	94.45%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.07%	97.28%
CHEMBL2996	Q05655	Protein kinase C delta	80.76%	97.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163061612
• LOTUS: LTS0003672
• wikiData: Q103817638