methyl (1S,5R,6S)-4-methyl-5-(3-methylbut-2-enyl)-6-phenylcyclohex-3-ene-1-carboxylate

Details

• Internal ID: fb666696-0101-456d-bc38-5f1901bca663
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: methyl (1S,5R,6S)-4-methyl-5-(3-methylbut-2-enyl)-6-phenylcyclohex-3-ene-1-carboxylate
• SMILES (Canonical): CC1=CCC(C(C1CC=C(C)C)C2=CC=CC=C2)C(=O)OC
• SMILES (Isomeric): CC1=CC[C@@H]([C@H]([C@H]1CC=C(C)C)C2=CC=CC=C2)C(=O)OC
• InChI: InChI=1S/C20H26O2/c1-14(2)10-12-17-15(3)11-13-18(20(21)22-4)19(17)16-8-6-5-7-9-16/h5-11,17-19H,12-13H2,1-4H3/t17-,18-,19-/m0/s1
• InChI Key: JNDRXTWHKAHQRQ-FHWLQOOXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₂
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.193280068 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.88
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.9183	91.83%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8051	80.51%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9412	94.12%
OATP1B3 inhibitior	+	0.8367	83.67%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7680	76.80%
P-glycoprotein inhibitior	-	0.6046	60.46%
P-glycoprotein substrate	-	0.7819	78.19%
CYP3A4 substrate	+	0.5216	52.16%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8499	84.99%
CYP3A4 inhibition	-	0.9746	97.46%
CYP2C9 inhibition	-	0.7819	78.19%
CYP2C19 inhibition	-	0.6181	61.81%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.8173	81.73%
CYP2C8 inhibition	-	0.5842	58.42%
CYP inhibitory promiscuity	+	0.8377	83.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5398	53.98%
Carcinogenicity (trinary)	Non-required	0.6326	63.26%
Eye corrosion	-	0.9738	97.38%
Eye irritation	-	0.8867	88.67%
Skin irritation	-	0.7423	74.23%
Skin corrosion	-	0.9929	99.29%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8214	82.14%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	+	0.5143	51.43%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5521	55.21%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.6698	66.98%
Acute Oral Toxicity (c)	III	0.8048	80.48%
Estrogen receptor binding	+	0.5651	56.51%
Androgen receptor binding	+	0.6576	65.76%
Thyroid receptor binding	-	0.5243	52.43%
Glucocorticoid receptor binding	+	0.5648	56.48%
Aromatase binding	-	0.5352	53.52%
PPAR gamma	-	0.5060	50.60%
Honey bee toxicity	-	0.8591	85.91%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	97.02%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.72%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.50%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.18%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.10%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.96%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.51%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.93%	95.50%
CHEMBL5028	O14672	ADAM10	83.53%	97.50%
CHEMBL240	Q12809	HERG	82.18%	89.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.68%	99.17%

Plants that contains it

• Boesenbergia rotunda

Cross-Links

• PubChem: 163040699
• LOTUS: LTS0052507
• wikiData: Q105131844