5,9,17,17-Tetramethyl-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-2-ene-8,16,19-trione

Details

• Internal ID: f11fc36f-db58-455c-a9e5-ba440b581c82
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-2-ene-8,16,19-trione
• SMILES (Canonical): CC1(C(=O)CCC2C13C=CC4C2(CCC5(C4(CCC5=O)C)C)C(=O)O3)C
• SMILES (Isomeric): CC1(C(=O)CCC2C13C=CC4C2(CCC5(C4(CCC5=O)C)C)C(=O)O3)C
• InChI: InChI=1S/C22H28O4/c1-18(2)15(23)6-5-14-21-12-11-20(4)16(24)8-9-19(20,3)13(21)7-10-22(14,18)26-17(21)25/h7,10,13-14H,5-6,8-9,11-12H2,1-4H3
• InChI Key: ZZCFOYQURYOXSX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₄
• Molecular Weight: 356.50 g/mol
• Exact Mass: 356.19875937 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.7053	70.53%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6450	64.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9097	90.97%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6486	64.86%
P-glycoprotein inhibitior	-	0.5072	50.72%
P-glycoprotein substrate	-	0.8225	82.25%
CYP3A4 substrate	+	0.6174	61.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.8151	81.51%
CYP2C9 inhibition	-	0.8764	87.64%
CYP2C19 inhibition	-	0.7983	79.83%
CYP2D6 inhibition	-	0.9686	96.86%
CYP1A2 inhibition	-	0.7755	77.55%
CYP2C8 inhibition	-	0.5718	57.18%
CYP inhibitory promiscuity	-	0.9544	95.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6246	62.46%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9441	94.41%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.7860	78.60%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6485	64.85%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5770	57.70%
skin sensitisation	-	0.7592	75.92%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7449	74.49%
Acute Oral Toxicity (c)	III	0.5341	53.41%
Estrogen receptor binding	+	0.7767	77.67%
Androgen receptor binding	+	0.6903	69.03%
Thyroid receptor binding	+	0.7887	78.87%
Glucocorticoid receptor binding	+	0.7588	75.88%
Aromatase binding	+	0.7000	70.00%
PPAR gamma	+	0.5292	52.92%
Honey bee toxicity	-	0.8530	85.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	92.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.54%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.70%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.00%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.69%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.52%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.42%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.48%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.44%	96.09%
CHEMBL1944	P08473	Neprilysin	83.02%	92.63%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.13%	94.00%
CHEMBL230	P35354	Cyclooxygenase-2	81.73%	89.63%

Plants that contains it

• Momordica charantia

Cross-Links

• PubChem: 74413060
• LOTUS: LTS0005755
• wikiData: Q105386671