2-(5-Acetyloxy-4,8-dimethylcyclodeca-3,7-dien-1-yl)prop-2-enoic acid

Details

• Internal ID: c79c8030-f395-406e-8751-91d66cd44672
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: 2-(5-acetyloxy-4,8-dimethylcyclodeca-3,7-dien-1-yl)prop-2-enoic acid
• SMILES (Canonical): CC1=CCC(C(=CCC(CC1)C(=C)C(=O)O)C)OC(=O)C
• SMILES (Isomeric): CC1=CCC(C(=CCC(CC1)C(=C)C(=O)O)C)OC(=O)C
• InChI: InChI=1S/C17H24O4/c1-11-5-8-15(13(3)17(19)20)9-7-12(2)16(10-6-11)21-14(4)18/h6-7,15-16H,3,5,8-10H2,1-2,4H3,(H,19,20)
• InChI Key: AIIVXSLVFBXNTM-UHFFFAOYSA-N
• Popularity: 0 references 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	+	0.9731	97.31%
Caco-2	+	0.6057	60.57%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8325	83.25%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.8909	89.09%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5866	58.66%
P-glycoprotein inhibitior	-	0.8070	80.70%
P-glycoprotein substrate	-	0.8314	83.14%
CYP3A4 substrate	+	0.5163	51.63%
CYP2C9 substrate	+	0.6165	61.65%
CYP2D6 substrate	-	0.9062	90.62%
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	-	0.6829	68.29%
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	-	0.7087	70.87%
Skin irritation	-	0.5251	52.51%
Skin corrosion	-	0.9760	97.60%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7191	71.91%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6540	65.40%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.5497	54.97%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5578	55.78%
Acute Oral Toxicity (c)	III	0.6366	63.66%
Estrogen receptor binding	-	0.5154	51.54%
Androgen receptor binding	-	0.6112	61.12%
Thyroid receptor binding	-	0.7053	70.53%
Glucocorticoid receptor binding	+	0.6258	62.58%
Aromatase binding	-	0.5918	59.18%
PPAR gamma	+	0.6875	68.75%
Honey bee toxicity	-	0.8657	86.57%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
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	93.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.55%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.32%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.77%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.37%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.29%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.18%	94.62%

Plants that contains it

• Haeckeria punctulata

Cross-Links

• PubChem: 162983671
• LOTUS: LTS0233220
• wikiData: Q104912810