(9-Acetyloxy-5,7,7,11-tetramethyl-4-oxo-6-tricyclo[6.3.0.01,5]undec-2-enyl) 2-methylpropanoate

Details

• Internal ID: d457b67b-2335-4635-8358-c9f571897658
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Angular triquinanes
• IUPAC Name: (9-acetyloxy-5,7,7,11-tetramethyl-4-oxo-6-tricyclo[6.3.0.01,5]undec-2-enyl) 2-methylpropanoate
• SMILES (Canonical): CC1CC(C2C13C=CC(=O)C3(C(C2(C)C)OC(=O)C(C)C)C)OC(=O)C
• SMILES (Isomeric): CC1CC(C2C13C=CC(=O)C3(C(C2(C)C)OC(=O)C(C)C)C)OC(=O)C
• InChI: InChI=1S/C21H30O5/c1-11(2)17(24)26-18-19(5,6)16-14(25-13(4)22)10-12(3)21(16)9-8-15(23)20(18,21)7/h8-9,11-12,14,16,18H,10H2,1-7H3
• InChI Key: WQEBPFGWNREUJX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.20932405 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	-	0.5451	54.51%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6325	63.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8950	89.50%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7680	76.80%
P-glycoprotein inhibitior	-	0.5864	58.64%
P-glycoprotein substrate	-	0.6812	68.12%
CYP3A4 substrate	+	0.6443	64.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8967	89.67%
CYP3A4 inhibition	-	0.6839	68.39%
CYP2C9 inhibition	-	0.8606	86.06%
CYP2C19 inhibition	-	0.8869	88.69%
CYP2D6 inhibition	-	0.9643	96.43%
CYP1A2 inhibition	-	0.8611	86.11%
CYP2C8 inhibition	-	0.8150	81.50%
CYP inhibitory promiscuity	-	0.9495	94.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8243	82.43%
Carcinogenicity (trinary)	Non-required	0.4612	46.12%
Eye corrosion	-	0.9157	91.57%
Eye irritation	-	0.9491	94.91%
Skin irritation	-	0.6978	69.78%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3705	37.05%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5343	53.43%
skin sensitisation	+	0.5467	54.67%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6370	63.70%
Acute Oral Toxicity (c)	III	0.5414	54.14%
Estrogen receptor binding	+	0.8814	88.14%
Androgen receptor binding	+	0.6924	69.24%
Thyroid receptor binding	-	0.4919	49.19%
Glucocorticoid receptor binding	-	0.5279	52.79%
Aromatase binding	+	0.5576	55.76%
PPAR gamma	+	0.7080	70.80%
Honey bee toxicity	-	0.7302	73.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9598	95.98%

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	95.89%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.78%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.92%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.10%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.74%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	89.19%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.51%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	88.40%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.08%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.83%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.88%	82.69%

Plants that contains it

• Bethencourtia palmensis
• Cineraria geifolia

Cross-Links

• PubChem: 162899958
• LOTUS: LTS0165256
• wikiData: Q105310471