Penicillenol A1

Details

• Internal ID: c2ddf04f-8566-4763-9cfb-a828206fcbac
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > N-alkylpyrrolidines
• IUPAC Name: (3Z,5S)-5-(1-hydroxyethyl)-3-(1-hydroxy-2-methyloctylidene)-1-methylpyrrolidine-2,4-dione
• InChI: InChI=1S/C16H27NO4/c1-5-6-7-8-9-10(2)14(19)12-15(20)13(11(3)18)17(4)16(12)21/h10-11,13,18-19H,5-9H2,1-4H3/b14-12-/t10?,11?,13-/m0/s1
• InChI Key: KWUIFAHSOVLDLQ-QZDCTXLUSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₇NO₄
• Molecular Weight: 297.39 g/mol
• Exact Mass: 297.19400834 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 4
• 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	+	0.8804	88.04%
Caco-2	+	0.7032	70.32%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6544	65.44%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.9306	93.06%
OATP1B3 inhibitior	+	0.9241	92.41%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7822	78.22%
BSEP inhibitior	-	0.8438	84.38%
P-glycoprotein inhibitior	-	0.8888	88.88%
P-glycoprotein substrate	-	0.7371	73.71%
CYP3A4 substrate	-	0.5351	53.51%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.7311	73.11%
CYP2C9 inhibition	-	0.7955	79.55%
CYP2C19 inhibition	-	0.7907	79.07%
CYP2D6 inhibition	-	0.8565	85.65%
CYP1A2 inhibition	-	0.6980	69.80%
CYP2C8 inhibition	-	0.9622	96.22%
CYP inhibitory promiscuity	-	0.8780	87.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5598	55.98%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.8669	86.69%
Skin irritation	-	0.7577	75.77%
Skin corrosion	-	0.9174	91.74%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7329	73.29%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5084	50.84%
skin sensitisation	-	0.8720	87.20%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7394	73.94%
Acute Oral Toxicity (c)	III	0.5952	59.52%
Estrogen receptor binding	-	0.5124	51.24%
Androgen receptor binding	-	0.6166	61.66%
Thyroid receptor binding	+	0.5552	55.52%
Glucocorticoid receptor binding	-	0.5688	56.88%
Aromatase binding	-	0.7639	76.39%
PPAR gamma	+	0.5234	52.34%
Honey bee toxicity	-	0.9806	98.06%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5490	54.90%
Fish aquatic toxicity	+	0.9203	92.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.13%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	98.75%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.04%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.33%	97.29%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.13%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.58%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.51%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.19%	92.86%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.93%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.48%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.82%	90.71%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	86.17%	85.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.78%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.40%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.10%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54720258
• LOTUS: LTS0193877
• wikiData: Q77494681