[(E)-[(2R,5R)-2-[(E)-1-acetyloxyprop-1-en-2-yl]-5-methylcyclopentylidene]methyl] acetate

Details

• Internal ID: 6b624c7d-83c3-4684-917e-96eb747b3ded
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: [(E)-[(2R,5R)-2-[(E)-1-acetyloxyprop-1-en-2-yl]-5-methylcyclopentylidene]methyl] acetate
• SMILES (Canonical): CC1CCC(C1=COC(=O)C)C(=COC(=O)C)C
• SMILES (Isomeric): C[C@@H]\1CC[C@@H](/C1=C/OC(=O)C)/C(=C/OC(=O)C)/C
• InChI: InChI=1S/C14H20O4/c1-9-5-6-13(10(2)7-17-11(3)15)14(9)8-18-12(4)16/h7-9,13H,5-6H2,1-4H3/b10-7+,14-8+/t9-,13-/m1/s1
• InChI Key: XWSAKQNRGFHFHM-AZIBETGASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31 g/mol
• Exact Mass: 252.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	+	0.6450	64.50%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5938	59.38%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9339	93.39%
OATP1B3 inhibitior	+	0.9224	92.24%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8381	83.81%
P-glycoprotein inhibitior	-	0.9387	93.87%
P-glycoprotein substrate	-	0.9260	92.60%
CYP3A4 substrate	-	0.5152	51.52%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	-	0.9495	94.95%
CYP2C9 inhibition	-	0.8635	86.35%
CYP2C19 inhibition	-	0.8632	86.32%
CYP2D6 inhibition	-	0.9254	92.54%
CYP1A2 inhibition	-	0.7535	75.35%
CYP2C8 inhibition	-	0.9051	90.51%
CYP inhibitory promiscuity	-	0.8185	81.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6750	67.50%
Carcinogenicity (trinary)	Non-required	0.6079	60.79%
Eye corrosion	-	0.8837	88.37%
Eye irritation	-	0.7986	79.86%
Skin irritation	+	0.5247	52.47%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6336	63.36%
skin sensitisation	+	0.5568	55.68%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.6182	61.82%
Acute Oral Toxicity (c)	III	0.8035	80.35%
Estrogen receptor binding	-	0.8178	81.78%
Androgen receptor binding	-	0.7579	75.79%
Thyroid receptor binding	-	0.6724	67.24%
Glucocorticoid receptor binding	-	0.6217	62.17%
Aromatase binding	-	0.8320	83.20%
PPAR gamma	-	0.7992	79.92%
Honey bee toxicity	-	0.8976	89.76%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9932	99.32%

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	93.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	85.77%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.73%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.51%	91.19%

Plants that contains it

• Nepeta ciliaris

Cross-Links

• PubChem: 163186101
• LOTUS: LTS0180241
• wikiData: Q105343748