Pinguisone

Details

• Internal ID: f762146f-6a74-4c4b-8967-e595751573f7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4R,4aS,7R,7aS)-4,4a,7,7a-tetramethyl-4,6,7,8-tetrahydrocyclopenta[f][1]benzofuran-5-one
• SMILES (Canonical): CC1CC(=O)C2(C1(CC3=C(C2C)C=CO3)C)C
• SMILES (Isomeric): C[C@@H]1CC(=O)[C@@]2([C@]1(CC3=C([C@H]2C)C=CO3)C)C
• InChI: InChI=1S/C15H20O2/c1-9-7-13(16)15(4)10(2)11-5-6-17-12(11)8-14(9,15)3/h5-6,9-10H,7-8H2,1-4H3/t9-,10-,14+,15-/m1/s1
• InChI Key: LJFIDWTVIFBAAF-ZMRCNFHJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.56
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 22489-40-3
• C09710
• (4R,4aS,7R,7aS)-4,4a,7,7a-tetramethyl-4,6,7,8-tetrahydrocyclopenta[f][1]benzofuran-5-one
• AC1L9CQ5
• CHEBI:8216
• DTXSID50331816
• Q27107976

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6993	69.93%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5480	54.80%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9047	90.47%
OATP1B3 inhibitior	+	0.9711	97.11%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9041	90.41%
P-glycoprotein inhibitior	-	0.9373	93.73%
P-glycoprotein substrate	-	0.8749	87.49%
CYP3A4 substrate	+	0.5278	52.78%
CYP2C9 substrate	-	0.5652	56.52%
CYP2D6 substrate	-	0.7276	72.76%
CYP3A4 inhibition	-	0.8407	84.07%
CYP2C9 inhibition	-	0.8845	88.45%
CYP2C19 inhibition	-	0.7070	70.70%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	-	0.5197	51.97%
CYP2C8 inhibition	-	0.8075	80.75%
CYP inhibitory promiscuity	-	0.8767	87.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5443	54.43%
Eye corrosion	-	0.9602	96.02%
Eye irritation	-	0.8481	84.81%
Skin irritation	-	0.5167	51.67%
Skin corrosion	-	0.9232	92.32%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4439	44.39%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5352	53.52%
skin sensitisation	+	0.5751	57.51%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6574	65.74%
Acute Oral Toxicity (c)	III	0.5900	59.00%
Estrogen receptor binding	-	0.8502	85.02%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.7566	75.66%
Glucocorticoid receptor binding	-	0.8937	89.37%
Aromatase binding	-	0.6020	60.20%
PPAR gamma	-	0.6277	62.77%
Honey bee toxicity	-	0.9104	91.04%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9685	96.85%

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	92.00%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.04%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.52%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.81%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.43%	97.09%
CHEMBL2039	P27338	Monoamine oxidase B	82.73%	92.51%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.48%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.94%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.84%	85.14%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.08%	85.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.46%	89.00%

Plants that contains it

• Agrimonia pilosa
• Aneura pinguis
• Trichocoleopsis sacculata

Cross-Links

• PubChem: 442388
• NPASS: NPC73577
• LOTUS: LTS0153751
• wikiData: Q27107976