Isoquadrone

Details

• Internal ID: 02eb6523-3a65-479e-9cf0-7c464dd22f73
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5,12,12-trimethyl-6-oxatetracyclo[6.5.0.01,5.02,11]tridecane-4,7-dione
• SMILES (Canonical): CC1(CC23C4CCC1C2CC(=O)C3(OC4=O)C)C
• SMILES (Isomeric): CC1(CC23C4CCC1C2CC(=O)C3(OC4=O)C)C
• InChI: InChI=1S/C15H20O3/c1-13(2)7-15-9-5-4-8(13)10(15)6-11(16)14(15,3)18-12(9)17/h8-10H,4-7H2,1-3H3
• InChI Key: SEETYEZEEVLMJA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• BRN 5280366
• 81130-69-0
• 2H-5,7b-Ethanoindeno(1,7-bc)furan-2,7(7ah)-dione, hexahydro-7a,9,9-trimethyl-, (2aR-(2a-alpha,5-alpha,5a-beta,7a-alpha,7b-alpha)-
• DTXSID901001802
• 7a,9,9-Trimethylhexahydro-2H-5,7b-ethanoindeno[1,7-bc]furan-2,7(7aH)-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.7416	74.16%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7162	71.62%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.9115	91.15%
OATP1B3 inhibitior	+	0.9785	97.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9398	93.98%
P-glycoprotein inhibitior	-	0.8994	89.94%
P-glycoprotein substrate	-	0.9096	90.96%
CYP3A4 substrate	+	0.5460	54.60%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.8325	83.25%
CYP3A4 inhibition	-	0.9187	91.87%
CYP2C9 inhibition	-	0.8861	88.61%
CYP2C19 inhibition	-	0.7155	71.55%
CYP2D6 inhibition	-	0.9575	95.75%
CYP1A2 inhibition	-	0.7655	76.55%
CYP2C8 inhibition	-	0.9210	92.10%
CYP inhibitory promiscuity	-	0.9760	97.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6646	66.46%
Eye corrosion	-	0.9708	97.08%
Eye irritation	-	0.6076	60.76%
Skin irritation	-	0.5509	55.09%
Skin corrosion	-	0.6766	67.66%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5139	51.39%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7466	74.66%
skin sensitisation	-	0.6551	65.51%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.8306	83.06%
Acute Oral Toxicity (c)	III	0.5785	57.85%
Estrogen receptor binding	+	0.5270	52.70%
Androgen receptor binding	+	0.7449	74.49%
Thyroid receptor binding	-	0.6269	62.69%
Glucocorticoid receptor binding	-	0.7042	70.42%
Aromatase binding	-	0.7529	75.29%
PPAR gamma	-	0.7663	76.63%
Honey bee toxicity	-	0.8843	88.43%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.8600	86.00%
Fish aquatic toxicity	+	0.9738	97.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.95%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.41%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.67%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.62%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.59%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.50%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.58%	92.94%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.80%	85.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.43%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.05%	93.04%

Plants that contains it

• Garcinia multiflora

Cross-Links

• PubChem: 3067290
• LOTUS: LTS0124896
• wikiData: Q105350365