(8,8-Dimethyl-5-methylidenecycloundeca-1,6-dien-1-yl)methyl 2-methylbut-2-enoate

Details

• Internal ID: ba7f6800-64be-45b9-b5b2-70e408c3da8a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (8,8-dimethyl-5-methylidenecycloundeca-1,6-dien-1-yl)methyl 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC1=CCCC(=C)C=CC(CCC1)(C)C
• SMILES (Isomeric): CC=C(C)C(=O)OCC1=CCCC(=C)C=CC(CCC1)(C)C
• InChI: InChI=1S/C20H30O2/c1-6-17(3)19(21)22-15-18-10-7-9-16(2)12-14-20(4,5)13-8-11-18/h6,10,12,14H,2,7-9,11,13,15H2,1,3-5H3
• InChI Key: AWUVOFBNYLNJQK-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): 26.30 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.52
• H-Bond Acceptor: 2
• 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	+	0.9953	99.53%
Caco-2	+	0.9101	91.01%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5607	56.07%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	-	0.2143	21.43%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6516	65.16%
P-glycoprotein inhibitior	-	0.6068	60.68%
P-glycoprotein substrate	-	0.8829	88.29%
CYP3A4 substrate	+	0.6037	60.37%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.8582	85.82%
CYP2C9 inhibition	-	0.7249	72.49%
CYP2C19 inhibition	-	0.6438	64.38%
CYP2D6 inhibition	-	0.9103	91.03%
CYP1A2 inhibition	-	0.7129	71.29%
CYP2C8 inhibition	-	0.6280	62.80%
CYP inhibitory promiscuity	-	0.7319	73.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6928	69.28%
Carcinogenicity (trinary)	Warning	0.4925	49.25%
Eye corrosion	-	0.7284	72.84%
Eye irritation	-	0.6451	64.51%
Skin irritation	+	0.6218	62.18%
Skin corrosion	-	0.9905	99.05%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8564	85.64%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	+	0.6729	67.29%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.7667	76.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.5992	59.92%
Acute Oral Toxicity (c)	III	0.6918	69.18%
Estrogen receptor binding	-	0.5995	59.95%
Androgen receptor binding	-	0.6800	68.00%
Thyroid receptor binding	+	0.5936	59.36%
Glucocorticoid receptor binding	-	0.6428	64.28%
Aromatase binding	+	0.5249	52.49%
PPAR gamma	-	0.5169	51.69%
Honey bee toxicity	-	0.7939	79.39%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	+	0.9973	99.73%

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	97.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.03%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.44%	90.17%
CHEMBL4208	P20618	Proteasome component C5	88.38%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.15%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.25%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.29%	85.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.92%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.78%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.59%	95.50%

Plants that contains it

• Acritopappus prunifolius

Cross-Links

• PubChem: 162924295
• LOTUS: LTS0066842
• wikiData: Q104920291