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

Details

• Internal ID: e0a0c922-b429-4b10-8b38-645e63e3e747
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzyloxycarbonyls
• IUPAC Name: [4-[(1R,2S)-1,2-dimethyl-3-methylidenecyclopentyl]phenyl]methyl acetate
• SMILES (Canonical): CC1C(=C)CCC1(C)C2=CC=C(C=C2)COC(=O)C
• SMILES (Isomeric): C[C@H]1C(=C)CC[C@@]1(C)C2=CC=C(C=C2)COC(=O)C
• InChI: InChI=1S/C17H22O2/c1-12-9-10-17(4,13(12)2)16-7-5-15(6-8-16)11-19-14(3)18/h5-8,13H,1,9-11H2,2-4H3/t13-,17+/m0/s1
• InChI Key: BLWLBVOWKLVDOD-SUMWQHHRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₂
• Molecular Weight: 258.35 g/mol
• Exact Mass: 258.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.99
• 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	+	0.9970	99.70%
Caco-2	+	0.7608	76.08%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6554	65.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8952	89.52%
OATP1B3 inhibitior	-	0.2446	24.46%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5992	59.92%
P-glycoprotein inhibitior	-	0.8718	87.18%
P-glycoprotein substrate	-	0.9084	90.84%
CYP3A4 substrate	+	0.5743	57.43%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	-	0.8580	85.80%
CYP3A4 inhibition	-	0.8298	82.98%
CYP2C9 inhibition	-	0.7980	79.80%
CYP2C19 inhibition	-	0.5588	55.88%
CYP2D6 inhibition	-	0.8867	88.67%
CYP1A2 inhibition	-	0.5433	54.33%
CYP2C8 inhibition	-	0.6482	64.82%
CYP inhibitory promiscuity	+	0.6327	63.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7028	70.28%
Carcinogenicity (trinary)	Non-required	0.4679	46.79%
Eye corrosion	-	0.9600	96.00%
Eye irritation	-	0.8136	81.36%
Skin irritation	+	0.5375	53.75%
Skin corrosion	-	0.9788	97.88%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7100	71.00%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6174	61.74%
skin sensitisation	+	0.6002	60.02%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5861	58.61%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.7976	79.76%
Acute Oral Toxicity (c)	III	0.7610	76.10%
Estrogen receptor binding	+	0.5727	57.27%
Androgen receptor binding	+	0.7099	70.99%
Thyroid receptor binding	-	0.5194	51.94%
Glucocorticoid receptor binding	-	0.5631	56.31%
Aromatase binding	+	0.6662	66.62%
PPAR gamma	-	0.5988	59.88%
Honey bee toxicity	-	0.8376	83.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
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	98.07%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.13%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.70%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.48%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.89%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	84.25%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.01%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.18%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.70%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.72%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	81.58%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.18%	95.89%
CHEMBL233	P35372	Mu opioid receptor	81.15%	97.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.68%	95.56%

Plants that contains it

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

Cross-Links

• PubChem: 23426956
• NPASS: NPC97965
• LOTUS: LTS0103030
• wikiData: Q104938214