4,8,12-Trimethylbicyclo[12.2.2]octadeca-1(16),3,7,11-tetraene-15,17-dione

Details

• Internal ID: 06d43c1d-629c-4656-96b8-8332e8fde0c7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4,8,12-trimethylbicyclo[12.2.2]octadeca-1(16),3,7,11-tetraene-15,17-dione
• SMILES (Canonical): CC1=CCCC(=CCC2=CC(=O)C(CC(=CCC1)C)CC2=O)C
• SMILES (Isomeric): CC1=CCCC(=CCC2=CC(=O)C(CC(=CCC1)C)CC2=O)C
• InChI: InChI=1S/C21H28O2/c1-15-6-4-8-16(2)10-11-18-13-21(23)19(14-20(18)22)12-17(3)9-5-7-15/h6,9-10,13,19H,4-5,7-8,11-12,14H2,1-3H3
• InChI Key: AQTXQYBXCGBTNS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₂
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.208930132 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 5.26
• H-Bond Acceptor: 2
• 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	+	0.9967	99.67%
Caco-2	+	0.8652	86.52%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6444	64.44%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9503	95.03%
OATP1B3 inhibitior	+	0.9705	97.05%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9204	92.04%
P-glycoprotein inhibitior	-	0.5382	53.82%
P-glycoprotein substrate	-	0.9136	91.36%
CYP3A4 substrate	+	0.5214	52.14%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.8694	86.94%
CYP2C9 inhibition	-	0.8660	86.60%
CYP2C19 inhibition	-	0.7919	79.19%
CYP2D6 inhibition	-	0.9206	92.06%
CYP1A2 inhibition	-	0.7693	76.93%
CYP2C8 inhibition	-	0.8771	87.71%
CYP inhibitory promiscuity	-	0.9422	94.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5612	56.12%
Eye corrosion	-	0.8802	88.02%
Eye irritation	-	0.8543	85.43%
Skin irritation	+	0.6348	63.48%
Skin corrosion	-	0.9748	97.48%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7135	71.35%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.7199	71.99%
skin sensitisation	+	0.7325	73.25%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.6051	60.51%
Acute Oral Toxicity (c)	III	0.6679	66.79%
Estrogen receptor binding	-	0.7499	74.99%
Androgen receptor binding	+	0.5352	53.52%
Thyroid receptor binding	-	0.6233	62.33%
Glucocorticoid receptor binding	-	0.4881	48.81%
Aromatase binding	-	0.7119	71.19%
PPAR gamma	+	0.6636	66.36%
Honey bee toxicity	-	0.8332	83.32%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9630	96.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.83%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.42%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.63%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.39%	86.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.53%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.31%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.73%	93.40%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73836689
• LOTUS: LTS0130269
• wikiData: Q105350892