penicillenol C2

Details

• Internal ID: 44e0036f-a8cb-4a9d-96ca-0e0381d6976a
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > N-alkylpyrrolidines
• IUPAC Name: (3Z,5R)-5-(1-hydroxyethyl)-3-[(E)-1-hydroxy-2-methyloct-6-enylidene]-1-methylpyrrolidine-2,4-dione
• SMILES (Canonical): CC=CCCCC(C)C(=C1C(=O)C(N(C1=O)C)C(C)O)O
• SMILES (Isomeric): C/C=C/CCCC(C)/C(=C/1\C(=O)[C@H](N(C1=O)C)C(C)O)/O
• InChI: InChI=1S/C16H25NO4/c1-5-6-7-8-9-10(2)14(19)12-15(20)13(11(3)18)17(4)16(12)21/h5-6,10-11,13,18-19H,7-9H2,1-4H3/b6-5+,14-12-/t10?,11?,13-/m1/s1
• InChI Key: DRDBTDHUTFJYHV-WSUZUZABSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅NO₄
• Molecular Weight: 295.37 g/mol
• Exact Mass: 295.17835828 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7520	75.20%
Caco-2	+	0.7072	70.72%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6211	62.11%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.8642	86.42%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8615	86.15%
BSEP inhibitior	-	0.7914	79.14%
P-glycoprotein inhibitior	-	0.8917	89.17%
P-glycoprotein substrate	-	0.7624	76.24%
CYP3A4 substrate	-	0.5073	50.73%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8913	89.13%
CYP3A4 inhibition	-	0.8557	85.57%
CYP2C9 inhibition	-	0.8253	82.53%
CYP2C19 inhibition	-	0.8172	81.72%
CYP2D6 inhibition	-	0.8822	88.22%
CYP1A2 inhibition	-	0.7775	77.75%
CYP2C8 inhibition	-	0.9678	96.78%
CYP inhibitory promiscuity	-	0.9204	92.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5453	54.53%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.9735	97.35%
Skin irritation	-	0.7560	75.60%
Skin corrosion	-	0.9099	90.99%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5243	52.43%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8733	87.33%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8437	84.37%
Acute Oral Toxicity (c)	III	0.5621	56.21%
Estrogen receptor binding	-	0.5140	51.40%
Androgen receptor binding	-	0.6511	65.11%
Thyroid receptor binding	+	0.5338	53.38%
Glucocorticoid receptor binding	+	0.5799	57.99%
Aromatase binding	-	0.7430	74.30%
PPAR gamma	+	0.5646	56.46%
Honey bee toxicity	-	0.9473	94.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.3823	38.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.06%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.58%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.87%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.41%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	86.25%	83.82%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.79%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.90%	93.56%
CHEMBL1937	Q92769	Histone deacetylase 2	80.28%	94.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.24%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135550826
• LOTUS: LTS0097641
• wikiData: Q77519928