Penicilactone B

Details

• Internal ID: 8dad1e12-951d-48e5-803b-3065c9fd29f0
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: (3-hydroxy-5-methylphenyl) 2-[(2S)-4-hydroxy-2-methyl-5-oxofuran-2-yl]acetate
• SMILES (Canonical): CC1=CC(=CC(=C1)OC(=O)CC2(C=C(C(=O)O2)O)C)O
• SMILES (Isomeric): CC1=CC(=CC(=C1)OC(=O)C[C@]2(C=C(C(=O)O2)O)C)O
• InChI: InChI=1S/C14H14O6/c1-8-3-9(15)5-10(4-8)19-12(17)7-14(2)6-11(16)13(18)20-14/h3-6,15-16H,7H2,1-2H3/t14-/m1/s1
• InChI Key: PDFXYZAJMMZIAG-CQSZACIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₆
• Molecular Weight: 278.26 g/mol
• Exact Mass: 278.07903816 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 6
• 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	+	0.9188	91.88%
Caco-2	+	0.5383	53.83%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8076	80.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8526	85.26%
OATP1B3 inhibitior	+	0.9022	90.22%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8777	87.77%
P-glycoprotein inhibitior	-	0.9065	90.65%
P-glycoprotein substrate	-	0.9040	90.40%
CYP3A4 substrate	+	0.5875	58.75%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.7786	77.86%
CYP2C9 inhibition	-	0.7748	77.48%
CYP2C19 inhibition	-	0.7141	71.41%
CYP2D6 inhibition	-	0.9027	90.27%
CYP1A2 inhibition	-	0.7837	78.37%
CYP2C8 inhibition	-	0.6108	61.08%
CYP inhibitory promiscuity	-	0.5135	51.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8482	84.82%
Carcinogenicity (trinary)	Non-required	0.4164	41.64%
Eye corrosion	-	0.9778	97.78%
Eye irritation	+	0.7255	72.55%
Skin irritation	-	0.7052	70.52%
Skin corrosion	-	0.9019	90.19%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6110	61.10%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5462	54.62%
skin sensitisation	-	0.6418	64.18%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6707	67.07%
Acute Oral Toxicity (c)	III	0.4716	47.16%
Estrogen receptor binding	+	0.6987	69.87%
Androgen receptor binding	-	0.6404	64.04%
Thyroid receptor binding	-	0.5788	57.88%
Glucocorticoid receptor binding	+	0.6460	64.60%
Aromatase binding	+	0.6810	68.10%
PPAR gamma	-	0.6556	65.56%
Honey bee toxicity	-	0.7700	77.00%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9782	97.82%

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	98.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.14%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.94%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.63%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.43%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.39%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.93%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.52%	96.09%
CHEMBL4208	P20618	Proteasome component C5	86.18%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.49%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.42%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.72%	91.07%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.31%	91.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.43%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.10%	94.80%

Plants that contains it

• Ginkgo biloba
• Knema laurina
• Spondias mombin

Cross-Links

• PubChem: 146683120
• LOTUS: LTS0066441
• wikiData: Q76309054