2-(6,10,14-Trimethyl-15-oxabicyclo[12.1.0]pentadeca-6,10-dien-3-yl)prop-2-enal

Details

• Internal ID: 30723420-1119-4846-afb4-0defa59b687e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-(6,10,14-trimethyl-15-oxabicyclo[12.1.0]pentadeca-6,10-dien-3-yl)prop-2-enal
• SMILES (Canonical): CC1=CCCC2(C(O2)CC(CCC(=CCC1)C)C(=C)C=O)C
• SMILES (Isomeric): CC1=CCCC2(C(O2)CC(CCC(=CCC1)C)C(=C)C=O)C
• InChI: InChI=1S/C20H30O2/c1-15-7-5-8-16(2)10-11-18(17(3)14-21)13-19-20(4,22-19)12-6-9-15/h8-9,14,18-19H,3,5-7,10-13H2,1-2,4H3
• InChI Key: CECHGFZFJNLAFP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 29.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 5.15
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.7189	71.89%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.3431	34.31%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9249	92.49%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.6436	64.36%
P-glycoprotein inhibitior	-	0.6722	67.22%
P-glycoprotein substrate	-	0.8931	89.31%
CYP3A4 substrate	+	0.6301	63.01%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.7836	78.36%
CYP3A4 inhibition	-	0.6915	69.15%
CYP2C9 inhibition	+	0.6112	61.12%
CYP2C19 inhibition	+	0.7104	71.04%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	+	0.8518	85.18%
CYP2C8 inhibition	+	0.5378	53.78%
CYP inhibitory promiscuity	-	0.8848	88.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.5811	58.11%
Eye corrosion	-	0.9091	90.91%
Eye irritation	-	0.7670	76.70%
Skin irritation	+	0.5388	53.88%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8549	85.49%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5232	52.32%
skin sensitisation	+	0.7415	74.15%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6101	61.01%
Acute Oral Toxicity (c)	III	0.8115	81.15%
Estrogen receptor binding	+	0.6894	68.94%
Androgen receptor binding	-	0.5548	55.48%
Thyroid receptor binding	-	0.5251	52.51%
Glucocorticoid receptor binding	+	0.7181	71.81%
Aromatase binding	-	0.5352	53.52%
PPAR gamma	+	0.7209	72.09%
Honey bee toxicity	-	0.8619	86.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9376	93.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	96.32%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.21%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.42%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.78%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.11%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.34%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.02%	86.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.08%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.64%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.44%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	84.32%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	83.81%	94.73%
CHEMBL4208	P20618	Proteasome component C5	81.94%	90.00%
CHEMBL5028	O14672	ADAM10	80.24%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85214974
• LOTUS: LTS0204256
• wikiData: Q104955432