[4-[(1R,2S)-1,2-dimethyl-3-methylidenecyclopentyl]cyclohexa-1,4-dien-1-yl]methyl acetate

Details

• Internal ID: 743fc09c-5d1b-456a-b724-43f8aa291ae9
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid esters
• IUPAC Name: [4-[(1R,2S)-1,2-dimethyl-3-methylidenecyclopentyl]cyclohexa-1,4-dien-1-yl]methyl acetate
• SMILES (Canonical): CC1C(=C)CCC1(C)C2=CCC(=CC2)COC(=O)C
• SMILES (Isomeric): C[C@H]1C(=C)CC[C@@]1(C)C2=CCC(=CC2)COC(=O)C
• InChI: InChI=1S/C17H24O2/c1-12-9-10-17(4,13(12)2)16-7-5-15(6-8-16)11-19-14(3)18/h5,8,13H,1,6-7,9-11H2,2-4H3/t13-,17+/m0/s1
• InChI Key: NMLGVADSUHJQMO-SUMWQHHRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₂
• Molecular Weight: 260.40 g/mol
• Exact Mass: 260.177630004 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 2
• 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	+	0.9963	99.63%
Caco-2	+	0.7697	76.97%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6701	67.01%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8804	88.04%
OATP1B3 inhibitior	-	0.2728	27.28%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5406	54.06%
P-glycoprotein inhibitior	-	0.9163	91.63%
P-glycoprotein substrate	-	0.8802	88.02%
CYP3A4 substrate	+	0.6414	64.14%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	-	0.8814	88.14%
CYP3A4 inhibition	-	0.8909	89.09%
CYP2C9 inhibition	-	0.8384	83.84%
CYP2C19 inhibition	-	0.7369	73.69%
CYP2D6 inhibition	-	0.9139	91.39%
CYP1A2 inhibition	-	0.7197	71.97%
CYP2C8 inhibition	-	0.5737	57.37%
CYP inhibitory promiscuity	-	0.5174	51.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7728	77.28%
Carcinogenicity (trinary)	Warning	0.4753	47.53%
Eye corrosion	-	0.9405	94.05%
Eye irritation	-	0.7757	77.57%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9927	99.27%
Ames mutagenesis	-	0.7237	72.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7490	74.90%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5424	54.24%
skin sensitisation	-	0.5544	55.44%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7780	77.80%
Estrogen receptor binding	-	0.7187	71.87%
Androgen receptor binding	-	0.5689	56.89%
Thyroid receptor binding	-	0.5637	56.37%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5886	58.86%
PPAR gamma	-	0.6467	64.67%
Honey bee toxicity	-	0.8647	86.47%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.03%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.04%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.84%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.56%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.46%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.93%	91.19%
CHEMBL2581	P07339	Cathepsin D	85.04%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.18%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.61%	95.89%

Plants that contains it

• Eleutherococcus giraldii
• Lespedeza davidii
• Solanum aethiopicum
• Tectona grandis

Cross-Links

• PubChem: 23426954
• NPASS: NPC164935
• LOTUS: LTS0028575
• wikiData: Q105181844