[(E)-3-methyl-4-(3-methyl-5-oxo-6-propan-2-ylidenecyclohex-2-en-1-yl)but-2-enyl] acetate

Details

• Internal ID: d6c0a30e-b8b2-4e92-b650-b688b20a9e8f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(E)-3-methyl-4-(3-methyl-5-oxo-6-propan-2-ylidenecyclohex-2-en-1-yl)but-2-enyl] acetate
• SMILES (Canonical): CC1=CC(C(=C(C)C)C(=O)C1)CC(=CCOC(=O)C)C
• SMILES (Isomeric): CC1=CC(C(=C(C)C)C(=O)C1)C/C(=C/COC(=O)C)/C
• InChI: InChI=1S/C17H24O3/c1-11(2)17-15(9-13(4)10-16(17)19)8-12(3)6-7-20-14(5)18/h6,9,15H,7-8,10H2,1-5H3/b12-6+
• InChI Key: JPXNJYBMPJOHJT-WUXMJOGZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.7159	71.59%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.9232	92.32%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8900	89.00%
OATP1B3 inhibitior	+	0.9282	92.82%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6011	60.11%
P-glycoprotein inhibitior	-	0.8386	83.86%
P-glycoprotein substrate	-	0.9112	91.12%
CYP3A4 substrate	-	0.5078	50.78%
CYP2C9 substrate	-	0.7707	77.07%
CYP2D6 substrate	-	0.9060	90.60%
CYP3A4 inhibition	-	0.8209	82.09%
CYP2C9 inhibition	-	0.7943	79.43%
CYP2C19 inhibition	-	0.6856	68.56%
CYP2D6 inhibition	-	0.8668	86.68%
CYP1A2 inhibition	-	0.7332	73.32%
CYP2C8 inhibition	-	0.8628	86.28%
CYP inhibitory promiscuity	-	0.7664	76.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7280	72.80%
Carcinogenicity (trinary)	Non-required	0.5395	53.95%
Eye corrosion	-	0.9642	96.42%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7961	79.61%
Skin corrosion	-	0.9920	99.20%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6786	67.86%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5535	55.35%
skin sensitisation	+	0.5829	58.29%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	-	0.6386	63.86%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	+	0.4825	48.25%
Acute Oral Toxicity (c)	III	0.5332	53.32%
Estrogen receptor binding	-	0.7580	75.80%
Androgen receptor binding	-	0.8095	80.95%
Thyroid receptor binding	-	0.7796	77.96%
Glucocorticoid receptor binding	+	0.6023	60.23%
Aromatase binding	-	0.7001	70.01%
PPAR gamma	-	0.6702	67.02%
Honey bee toxicity	-	0.9193	91.93%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9975	99.75%

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	96.12%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.73%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.19%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.50%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.22%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.81%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.57%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.18%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.34%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.87%	94.62%
CHEMBL340	P08684	Cytochrome P450 3A4	80.98%	91.19%
CHEMBL4208	P20618	Proteasome component C5	80.93%	90.00%

Plants that contains it

• Cinnamomum camphora

Cross-Links

• PubChem: 5320327
• NPASS: NPC178375