Penicyclone A

Details

• Internal ID: 01f355ce-5886-49ad-bc42-c83d7ad055da
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (3R,6S,7R,8R)-7,8-dihydroxy-3,9-dimethyl-1-oxaspiro[5.5]undec-9-ene-2,11-dione
• InChI: InChI=1S/C12H16O5/c1-6-3-4-12(17-11(6)16)8(13)5-7(2)9(14)10(12)15/h5-6,9-10,14-15H,3-4H2,1-2H3/t6-,9-,10-,12-/m1/s1
• InChI Key: MMVVQWHXKIAXOJ-XYHAGOFUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.09977361 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.05
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL3741689

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8207	82.07%
Caco-2	-	0.7725	77.25%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8008	80.08%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9354	93.54%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6591	65.91%
BSEP inhibitior	-	0.9472	94.72%
P-glycoprotein inhibitior	-	0.9675	96.75%
P-glycoprotein substrate	-	0.8607	86.07%
CYP3A4 substrate	+	0.5450	54.50%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8863	88.63%
CYP3A4 inhibition	-	0.8480	84.80%
CYP2C9 inhibition	-	0.8934	89.34%
CYP2C19 inhibition	-	0.8903	89.03%
CYP2D6 inhibition	-	0.9055	90.55%
CYP1A2 inhibition	-	0.8364	83.64%
CYP2C8 inhibition	-	0.9606	96.06%
CYP inhibitory promiscuity	-	0.9717	97.17%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6036	60.36%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9704	97.04%
Skin irritation	-	0.5168	51.68%
Skin corrosion	-	0.8354	83.54%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5696	56.96%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5399	53.99%
skin sensitisation	-	0.7665	76.65%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6140	61.40%
Acute Oral Toxicity (c)	III	0.4295	42.95%
Estrogen receptor binding	-	0.4945	49.45%
Androgen receptor binding	+	0.5848	58.48%
Thyroid receptor binding	-	0.6809	68.09%
Glucocorticoid receptor binding	-	0.4837	48.37%
Aromatase binding	-	0.8010	80.10%
PPAR gamma	-	0.8019	80.19%
Honey bee toxicity	-	0.8828	88.28%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9253	92.53%

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	91.44%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	91.41%	86.00%
CHEMBL2581	P07339	Cathepsin D	89.08%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.80%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.70%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.33%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.71%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.54%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.84%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.59%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.61%	93.04%
CHEMBL1871	P10275	Androgen Receptor	80.44%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 127041680
• LOTUS: LTS0116427
• wikiData: Q77491312