2-[(1R,3E,6S,7E)-6-acetyloxy-4,8-dimethylcyclodeca-3,7-dien-1-yl]prop-2-enoic acid

Details

• Internal ID: 7200c53f-7c0f-4c9a-aa96-174d47b14e7e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: 2-[(1R,3E,6S,7E)-6-acetyloxy-4,8-dimethylcyclodeca-3,7-dien-1-yl]prop-2-enoic acid
• SMILES (Canonical): CC1=CC(CC(=CCC(CC1)C(=C)C(=O)O)C)OC(=O)C
• SMILES (Isomeric): C/C/1=C\[C@H](C/C(=C/C[C@@H](CC1)C(=C)C(=O)O)/C)OC(=O)C
• InChI: InChI=1S/C17H24O4/c1-11-5-7-15(13(3)17(19)20)8-6-12(2)10-16(9-11)21-14(4)18/h5,10,15-16H,3,6-9H2,1-2,4H3,(H,19,20)/b11-5+,12-10+/t15-,16-/m0/s1
• InChI Key: CMJHWCARRCOTJH-YHXAKDQTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9753	97.53%
Caco-2	+	0.7705	77.05%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8097	80.97%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9353	93.53%
OATP1B3 inhibitior	+	0.9059	90.59%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4912	49.12%
P-glycoprotein inhibitior	-	0.8249	82.49%
P-glycoprotein substrate	-	0.8604	86.04%
CYP3A4 substrate	+	0.5412	54.12%
CYP2C9 substrate	+	0.6165	61.65%
CYP2D6 substrate	-	0.9062	90.62%
CYP3A4 inhibition	-	0.6064	60.64%
CYP2C9 inhibition	-	0.8584	85.84%
CYP2C19 inhibition	-	0.8231	82.31%
CYP2D6 inhibition	-	0.8957	89.57%
CYP1A2 inhibition	-	0.5547	55.47%
CYP2C8 inhibition	-	0.7094	70.94%
CYP inhibitory promiscuity	-	0.9597	95.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8471	84.71%
Carcinogenicity (trinary)	Non-required	0.7206	72.06%
Eye corrosion	-	0.9438	94.38%
Eye irritation	-	0.5809	58.09%
Skin irritation	-	0.5676	56.76%
Skin corrosion	-	0.9786	97.86%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6231	62.31%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6284	62.84%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.7603	76.03%
Acute Oral Toxicity (c)	III	0.6729	67.29%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5913	59.13%
Thyroid receptor binding	-	0.6295	62.95%
Glucocorticoid receptor binding	+	0.6639	66.39%
Aromatase binding	-	0.6098	60.98%
PPAR gamma	-	0.5071	50.71%
Honey bee toxicity	-	0.8610	86.10%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	0.9928	99.28%

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	93.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.24%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.34%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.21%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.93%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.57%	96.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.92%	94.62%
CHEMBL340	P08684	Cytochrome P450 3A4	82.08%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.68%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.38%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.36%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.99%	86.33%

Plants that contains it

• Cratystylis conocephala

Cross-Links

• PubChem: 162993278
• LOTUS: LTS0266216
• wikiData: Q104964683