Penicilliode A

Details

• Internal ID: 433805b4-8f25-44cb-8753-65f5290cfa87
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpropanes
• IUPAC Name: [(2R,3S)-3-(3,5-dihydroxy-2-methylphenyl)butan-2-yl] acetate
• InChI: InChI=1S/C13H18O4/c1-7(9(3)17-10(4)14)12-5-11(15)6-13(16)8(12)2/h5-7,9,15-16H,1-4H3/t7-,9-/m1/s1
• InChI Key: CSNYQJREWSYZSM-VXNVDRBHSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₄
• Molecular Weight: 238.28 g/mol
• Exact Mass: 238.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9613	96.13%
Caco-2	+	0.5610	56.10%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8816	88.16%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9363	93.63%
OATP1B3 inhibitior	+	0.9130	91.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9341	93.41%
P-glycoprotein inhibitior	-	0.9069	90.69%
P-glycoprotein substrate	-	0.9323	93.23%
CYP3A4 substrate	-	0.5712	57.12%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8429	84.29%
CYP3A4 inhibition	-	0.7761	77.61%
CYP2C9 inhibition	-	0.8125	81.25%
CYP2C19 inhibition	-	0.8447	84.47%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.8098	80.98%
CYP2C8 inhibition	-	0.8400	84.00%
CYP inhibitory promiscuity	-	0.7494	74.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7282	72.82%
Carcinogenicity (trinary)	Non-required	0.7805	78.05%
Eye corrosion	-	0.7790	77.90%
Eye irritation	-	0.5770	57.70%
Skin irritation	-	0.5358	53.58%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4675	46.75%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5380	53.80%
skin sensitisation	-	0.6920	69.20%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7059	70.59%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5468	54.68%
Estrogen receptor binding	+	0.5306	53.06%
Androgen receptor binding	-	0.4826	48.26%
Thyroid receptor binding	+	0.5371	53.71%
Glucocorticoid receptor binding	-	0.7051	70.51%
Aromatase binding	-	0.6525	65.25%
PPAR gamma	-	0.6385	63.85%
Honey bee toxicity	-	0.8595	85.95%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5905	59.05%
Fish aquatic toxicity	+	0.9619	96.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.54%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.67%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.57%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	87.15%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.00%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.66%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.74%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.92%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.87%	93.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.29%	85.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.84%	97.21%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	80.01%	97.53%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682835
• LOTUS: LTS0079458
• wikiData: Q105103193