methyl (E)-2-methyl-5-[(4R)-4-propan-2-ylcyclohexa-1,5-dien-1-yl]pent-2-enoate

Details

• Internal ID: 93f5630d-cd48-43d4-b32e-b8c1e78daf58
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: methyl (E)-2-methyl-5-[(4R)-4-propan-2-ylcyclohexa-1,5-dien-1-yl]pent-2-enoate
• SMILES (Canonical): CC(C)C1CC=C(C=C1)CCC=C(C)C(=O)OC
• SMILES (Isomeric): CC(C)[C@H]1CC=C(C=C1)CC/C=C(\C)/C(=O)OC
• InChI: InChI=1S/C16H24O2/c1-12(2)15-10-8-14(9-11-15)7-5-6-13(3)16(17)18-4/h6,8-10,12,15H,5,7,11H2,1-4H3/b13-6+/t15-/m1/s1
• InChI Key: CBNQQLLPVQBVAM-MRHLJLSQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₂
• Molecular Weight: 248.36 g/mol
• Exact Mass: 248.177630004 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.04
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.6862	68.62%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6220	62.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9241	92.41%
OATP1B3 inhibitior	+	0.8446	84.46%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5813	58.13%
P-glycoprotein inhibitior	-	0.8926	89.26%
P-glycoprotein substrate	+	0.5158	51.58%
CYP3A4 substrate	+	0.5103	51.03%
CYP2C9 substrate	-	0.5844	58.44%
CYP2D6 substrate	-	0.8864	88.64%
CYP3A4 inhibition	-	0.9688	96.88%
CYP2C9 inhibition	-	0.8788	87.88%
CYP2C19 inhibition	-	0.8606	86.06%
CYP2D6 inhibition	-	0.9484	94.84%
CYP1A2 inhibition	-	0.8642	86.42%
CYP2C8 inhibition	-	0.8766	87.66%
CYP inhibitory promiscuity	-	0.6845	68.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6448	64.48%
Carcinogenicity (trinary)	Non-required	0.6683	66.83%
Eye corrosion	-	0.7185	71.85%
Eye irritation	-	0.7074	70.74%
Skin irritation	+	0.5388	53.88%
Skin corrosion	-	0.9973	99.73%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6722	67.22%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6411	64.11%
skin sensitisation	+	0.6948	69.48%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	-	0.7792	77.92%
Acute Oral Toxicity (c)	III	0.8651	86.51%
Estrogen receptor binding	-	0.7328	73.28%
Androgen receptor binding	-	0.8182	81.82%
Thyroid receptor binding	-	0.6379	63.79%
Glucocorticoid receptor binding	-	0.5539	55.39%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6551	65.51%
Honey bee toxicity	-	0.7624	76.24%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9869	98.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.43%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.02%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.87%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.43%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.16%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.51%	94.33%
CHEMBL4208	P20618	Proteasome component C5	84.44%	90.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.31%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.56%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.46%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.96%	97.21%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.90%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.24%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.84%	95.89%

Plants that contains it

• Nidorella auriculata

Cross-Links

• PubChem: 163016360
• LOTUS: LTS0017901
• wikiData: Q104952547