[(1R,4R,5R)-4-acetyloxy-6-methylidene-5-prop-1-en-2-ylcyclohex-2-en-1-yl] 2-methylpropanoate

Details

• Internal ID: 22c98816-16f3-4646-a0ef-a410bd038554
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: [(1R,4R,5R)-4-acetyloxy-6-methylidene-5-prop-1-en-2-ylcyclohex-2-en-1-yl] 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OC1C=CC(C(C1=C)C(=C)C)OC(=O)C
• SMILES (Isomeric): CC(C)C(=O)O[C@@H]1C=C[C@H]([C@@H](C1=C)C(=C)C)OC(=O)C
• InChI: InChI=1S/C16H22O4/c1-9(2)15-11(5)13(20-16(18)10(3)4)7-8-14(15)19-12(6)17/h7-8,10,13-15H,1,5H2,2-4,6H3/t13-,14-,15-/m1/s1
• InChI Key: KGUMESDMUMWGCF-RBSFLKMASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 4
• 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	+	0.9892	98.92%
Caco-2	-	0.5275	52.75%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8597	85.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9178	91.78%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8491	84.91%
P-glycoprotein inhibitior	-	0.7625	76.25%
P-glycoprotein substrate	-	0.8820	88.20%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8874	88.74%
CYP3A4 inhibition	-	0.7668	76.68%
CYP2C9 inhibition	-	0.8572	85.72%
CYP2C19 inhibition	-	0.6653	66.53%
CYP2D6 inhibition	-	0.9047	90.47%
CYP1A2 inhibition	-	0.8505	85.05%
CYP2C8 inhibition	-	0.8181	81.81%
CYP inhibitory promiscuity	-	0.7606	76.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6146	61.46%
Carcinogenicity (trinary)	Non-required	0.6559	65.59%
Eye corrosion	-	0.8248	82.48%
Eye irritation	-	0.7126	71.26%
Skin irritation	-	0.6944	69.44%
Skin corrosion	-	0.9826	98.26%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6328	63.28%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.6508	65.08%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.6300	63.00%
Acute Oral Toxicity (c)	III	0.4580	45.80%
Estrogen receptor binding	+	0.5347	53.47%
Androgen receptor binding	-	0.6376	63.76%
Thyroid receptor binding	-	0.6791	67.91%
Glucocorticoid receptor binding	-	0.6101	61.01%
Aromatase binding	-	0.5762	57.62%
PPAR gamma	-	0.6118	61.18%
Honey bee toxicity	-	0.6841	68.41%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7255	72.55%
Fish aquatic toxicity	+	0.9933	99.33%

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	96.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.42%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.21%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.95%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	87.79%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.35%	94.80%

Plants that contains it

• Piqueria trinervia

Cross-Links

• PubChem: 162901013
• LOTUS: LTS0255590
• wikiData: Q105140980