2-[4,8-Dimethyl-10-(2-methylbut-2-enoyloxy)cyclodeca-3,7-dien-1-yl]prop-2-enoic acid

Details

• Internal ID: 676128b8-9b18-419d-ad1f-e25ca497f698
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: 2-[4,8-dimethyl-10-(2-methylbut-2-enoyloxy)cyclodeca-3,7-dien-1-yl]prop-2-enoic acid
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=CCCC(=CCC1C(=C)C(=O)O)C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(=CCCC(=CCC1C(=C)C(=O)O)C)C
• InChI: InChI=1S/C20H28O4/c1-6-15(4)20(23)24-18-12-14(3)9-7-8-13(2)10-11-17(18)16(5)19(21)22/h6,9-10,17-18H,5,7-8,11-12H2,1-4H3,(H,21,22)
• InChI Key: PZZAABXPYNOUPT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.59
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9731	97.31%
Caco-2	+	0.8194	81.94%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8325	83.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9374	93.74%
OATP1B3 inhibitior	+	0.8909	89.09%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6907	69.07%
P-glycoprotein inhibitior	-	0.6230	62.30%
P-glycoprotein substrate	-	0.8214	82.14%
CYP3A4 substrate	+	0.5612	56.12%
CYP2C9 substrate	+	0.8217	82.17%
CYP2D6 substrate	-	0.9228	92.28%
CYP3A4 inhibition	-	0.6327	63.27%
CYP2C9 inhibition	-	0.8828	88.28%
CYP2C19 inhibition	-	0.8334	83.34%
CYP2D6 inhibition	-	0.8902	89.02%
CYP1A2 inhibition	-	0.5298	52.98%
CYP2C8 inhibition	-	0.6466	64.66%
CYP inhibitory promiscuity	-	0.9552	95.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8471	84.71%
Carcinogenicity (trinary)	Non-required	0.7204	72.04%
Eye corrosion	-	0.9685	96.85%
Eye irritation	-	0.8808	88.08%
Skin irritation	-	0.5251	52.51%
Skin corrosion	-	0.9760	97.60%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6945	69.45%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6199	61.99%
skin sensitisation	-	0.6540	65.40%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.5497	54.97%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.8075	80.75%
Acute Oral Toxicity (c)	III	0.6366	63.66%
Estrogen receptor binding	-	0.7143	71.43%
Androgen receptor binding	-	0.5385	53.85%
Thyroid receptor binding	-	0.5645	56.45%
Glucocorticoid receptor binding	-	0.5657	56.57%
Aromatase binding	-	0.6634	66.34%
PPAR gamma	-	0.5053	50.53%
Honey bee toxicity	-	0.7364	73.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7055	70.55%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.53%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.23%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.97%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.38%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	81.83%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.98%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.85%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.53%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.51%	93.56%

Plants that contains it

• Pegolettia senegalensis

Cross-Links

• PubChem: 162904156
• LOTUS: LTS0033501
• wikiData: Q105217196