2,6,6,14-Tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),13,15-triene-5,11-dione

Details

• Internal ID: a0f24b30-5a2d-488d-aa2b-d02879acbbd4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: 2,6,6,14-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),13,15-triene-5,11-dione
• SMILES (Canonical): CC1=C2CC(=O)OC3C2=C(C=C1)C4(CCC(=O)C(C4C3)(C)C)C
• SMILES (Isomeric): CC1=C2CC(=O)OC3C2=C(C=C1)C4(CCC(=O)C(C4C3)(C)C)C
• InChI: InChI=1S/C20H24O3/c1-11-5-6-13-18-12(11)9-17(22)23-14(18)10-15-19(2,3)16(21)7-8-20(13,15)4/h5-6,14-15H,7-10H2,1-4H3
• InChI Key: OAUYWWVMZLOVNK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 3
• 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	+	0.9914	99.14%
Caco-2	+	0.7631	76.31%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8090	80.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9035	90.35%
OATP1B3 inhibitior	+	0.9826	98.26%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6623	66.23%
P-glycoprotein inhibitior	-	0.6500	65.00%
P-glycoprotein substrate	-	0.8778	87.78%
CYP3A4 substrate	+	0.6195	61.95%
CYP2C9 substrate	-	0.5552	55.52%
CYP2D6 substrate	-	0.8077	80.77%
CYP3A4 inhibition	-	0.7835	78.35%
CYP2C9 inhibition	-	0.7813	78.13%
CYP2C19 inhibition	-	0.7066	70.66%
CYP2D6 inhibition	-	0.9289	92.89%
CYP1A2 inhibition	-	0.7532	75.32%
CYP2C8 inhibition	-	0.5688	56.88%
CYP inhibitory promiscuity	-	0.9629	96.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7250	72.50%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9126	91.26%
Skin irritation	-	0.6292	62.92%
Skin corrosion	-	0.9038	90.38%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6913	69.13%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.7905	79.05%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7083	70.83%
Acute Oral Toxicity (c)	III	0.5829	58.29%
Estrogen receptor binding	+	0.6738	67.38%
Androgen receptor binding	+	0.5473	54.73%
Thyroid receptor binding	+	0.5250	52.50%
Glucocorticoid receptor binding	+	0.7233	72.33%
Aromatase binding	-	0.6590	65.90%
PPAR gamma	+	0.8421	84.21%
Honey bee toxicity	-	0.7954	79.54%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9921	99.21%

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	91.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.89%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	90.72%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.09%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.80%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.15%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.06%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.10%	94.00%
CHEMBL230	P35354	Cyclooxygenase-2	83.06%	89.63%

Plants that contains it

• Vellozia compacta

Cross-Links

• PubChem: 163036461
• LOTUS: LTS0034447
• wikiData: Q104193189