[(1R,4S,7R,8R)-3,3,7,9-tetramethyl-11-oxo-4-tricyclo[5.4.0.02,8]undec-9-enyl] acetate

Details

• Internal ID: debc9413-502a-40f0-8828-52cfc4a3a7ed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [(1R,4S,7R,8R)-3,3,7,9-tetramethyl-11-oxo-4-tricyclo[5.4.0.02,8]undec-9-enyl] acetate
• SMILES (Canonical): CC1=CC(=O)C2C3C1C2(CCC(C3(C)C)OC(=O)C)C
• SMILES (Isomeric): CC1=CC(=O)[C@@H]2C3[C@H]1[C@]2(CC[C@@H](C3(C)C)OC(=O)C)C
• InChI: InChI=1S/C17H24O3/c1-9-8-11(19)14-15-13(9)17(14,5)7-6-12(16(15,3)4)20-10(2)18/h8,12-15H,6-7H2,1-5H3/t12-,13-,14+,15?,17+/m0/s1
• InChI Key: JSEBWGTWIOLTFP-YPIDSRPYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.6769	67.69%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7658	76.58%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8581	85.81%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	+	0.7800	78.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9739	97.39%
P-glycoprotein inhibitior	-	0.7148	71.48%
P-glycoprotein substrate	-	0.9094	90.94%
CYP3A4 substrate	+	0.6568	65.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9075	90.75%
CYP3A4 inhibition	-	0.6554	65.54%
CYP2C9 inhibition	-	0.7248	72.48%
CYP2C19 inhibition	-	0.5967	59.67%
CYP2D6 inhibition	-	0.9019	90.19%
CYP1A2 inhibition	-	0.7739	77.39%
CYP2C8 inhibition	-	0.8197	81.97%
CYP inhibitory promiscuity	-	0.8207	82.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.4594	45.94%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8494	84.94%
Skin irritation	-	0.5198	51.98%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.7923	79.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.4356	43.56%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5067	50.67%
skin sensitisation	+	0.5938	59.38%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6492	64.92%
Acute Oral Toxicity (c)	III	0.7906	79.06%
Estrogen receptor binding	+	0.7391	73.91%
Androgen receptor binding	+	0.5781	57.81%
Thyroid receptor binding	+	0.5340	53.40%
Glucocorticoid receptor binding	-	0.7381	73.81%
Aromatase binding	-	0.7127	71.27%
PPAR gamma	-	0.5296	52.96%
Honey bee toxicity	-	0.8019	80.19%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9922	99.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.30%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.81%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.91%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.44%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.87%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.31%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.01%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.14%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.92%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.25%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	80.99%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	80.96%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.69%	97.09%
CHEMBL5028	O14672	ADAM10	80.33%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.30%	86.33%

Plants that contains it

• Artemisia argyi

Cross-Links

• PubChem: 10588505
• NPASS: NPC139387