Norpinguisone Acetate

Details

• Internal ID: 857be908-ecca-40c8-8089-5828a93d4272
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: [(4aR,7R,7aR)-4a,7-dimethyl-4-oxo-5,6,7,8-tetrahydrocyclopenta[f][1]benzofuran-7a-yl]methyl acetate
• SMILES (Canonical): CC1CCC2(C1(CC3=C(C2=O)C=CO3)COC(=O)C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@]1(CC3=C(C2=O)C=CO3)COC(=O)C)C
• InChI: InChI=1S/C16H20O4/c1-10-4-6-15(3)14(18)12-5-7-19-13(12)8-16(10,15)9-20-11(2)17/h5,7,10H,4,6,8-9H2,1-3H3/t10-,15+,16-/m1/s1
• InChI Key: IUFYKFUROQQFKO-HPEXNQPKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.33 g/mol
• Exact Mass: 276.13615911 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEBI:67834
• CHEMBL1774431
• Q27136310

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.8097	80.97%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7826	78.26%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.8789	87.89%
OATP1B3 inhibitior	+	0.9582	95.82%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6618	66.18%
P-glycoprotein inhibitior	-	0.8675	86.75%
P-glycoprotein substrate	-	0.8191	81.91%
CYP3A4 substrate	+	0.6265	62.65%
CYP2C9 substrate	+	0.8111	81.11%
CYP2D6 substrate	-	0.8729	87.29%
CYP3A4 inhibition	-	0.7856	78.56%
CYP2C9 inhibition	-	0.6743	67.43%
CYP2C19 inhibition	-	0.6922	69.22%
CYP2D6 inhibition	-	0.9595	95.95%
CYP1A2 inhibition	-	0.7290	72.90%
CYP2C8 inhibition	-	0.6490	64.90%
CYP inhibitory promiscuity	-	0.8443	84.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6510	65.10%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.6307	63.07%
Skin irritation	-	0.7716	77.16%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4305	43.05%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5733	57.33%
skin sensitisation	-	0.8763	87.63%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5614	56.14%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4730	47.30%
Acute Oral Toxicity (c)	III	0.5513	55.13%
Estrogen receptor binding	-	0.5300	53.00%
Androgen receptor binding	+	0.5764	57.64%
Thyroid receptor binding	-	0.5940	59.40%
Glucocorticoid receptor binding	-	0.7517	75.17%
Aromatase binding	-	0.6005	60.05%
PPAR gamma	-	0.6250	62.50%
Honey bee toxicity	-	0.8492	84.92%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9929	99.29%

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	97.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.92%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.54%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.86%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.21%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.42%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.73%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.23%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.55%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.82%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.21%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.16%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.80%	100.00%

Plants that contains it

• Porella chilensis

Cross-Links

• PubChem: 52951745
• LOTUS: LTS0017641
• wikiData: Q27136310