Penicillone B

Details

• Internal ID: dbd560d3-d88c-4e7a-bc18-be0b905981a6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Acyloins
• IUPAC Name: (1R,3S,4R,7R,8S,9S,11R)-4,9-dihydroxy-1,9,11-trimethyltricyclo[5.3.1.03,8]undecane-2,10-dione
• InChI: InChI=1S/C14H20O4/c1-6-7-4-5-8(15)9-10(7)14(3,18)12(17)13(6,2)11(9)16/h6-10,15,18H,4-5H2,1-3H3/t6-,7-,8-,9-,10+,13-,14+/m1/s1
• InChI Key: LMSMABQXBYDSIJ-YRIVFPBASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31 g/mol
• Exact Mass: 252.13615911 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.55
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9750	97.50%
Caco-2	-	0.7503	75.03%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7307	73.07%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.9538	95.38%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	-	0.9786	97.86%
P-glycoprotein inhibitior	-	0.9193	91.93%
P-glycoprotein substrate	-	0.7617	76.17%
CYP3A4 substrate	+	0.5607	56.07%
CYP2C9 substrate	+	0.5020	50.20%
CYP2D6 substrate	-	0.7961	79.61%
CYP3A4 inhibition	-	0.8095	80.95%
CYP2C9 inhibition	-	0.9305	93.05%
CYP2C19 inhibition	-	0.9169	91.69%
CYP2D6 inhibition	-	0.9557	95.57%
CYP1A2 inhibition	-	0.7507	75.07%
CYP2C8 inhibition	-	0.9813	98.13%
CYP inhibitory promiscuity	-	0.9800	98.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6128	61.28%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9419	94.19%
Skin irritation	+	0.5628	56.28%
Skin corrosion	-	0.7728	77.28%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6821	68.21%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7799	77.99%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6147	61.47%
Acute Oral Toxicity (c)	III	0.6359	63.59%
Estrogen receptor binding	+	0.6850	68.50%
Androgen receptor binding	+	0.6109	61.09%
Thyroid receptor binding	-	0.5360	53.60%
Glucocorticoid receptor binding	-	0.5413	54.13%
Aromatase binding	-	0.7385	73.85%
PPAR gamma	-	0.7994	79.94%
Honey bee toxicity	-	0.8379	83.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.7320	73.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.16%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	90.42%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.19%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.64%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.39%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.26%	85.14%
CHEMBL2581	P07339	Cathepsin D	85.33%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.66%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.94%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.91%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.54%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.53%	86.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11402503
• LOTUS: LTS0236680
• wikiData: Q77499060