[(2R)-2-hydroxy-2-[(1R)-4-methylcyclohex-3-en-1-yl]propyl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: b1bfb922-4373-4be1-b8f0-ddfe7be3acab
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: [(2R)-2-hydroxy-2-[(1R)-4-methylcyclohex-3-en-1-yl]propyl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC1=CCC(CC1)C(C)(COC(=O)C=CC2=CC=CC=C2)O
• SMILES (Isomeric): CC1=CC[C@@H](CC1)[C@](C)(COC(=O)/C=C/C2=CC=CC=C2)O
• InChI: InChI=1S/C19H24O3/c1-15-8-11-17(12-9-15)19(2,21)14-22-18(20)13-10-16-6-4-3-5-7-16/h3-8,10,13,17,21H,9,11-12,14H2,1-2H3/b13-10+/t17-,19-/m0/s1
• InChI Key: PAYHVYKEFSEKKA-VHCSCNJLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₃
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.74
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.6452	64.52%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.9003	90.03%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9241	92.41%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8463	84.63%
P-glycoprotein inhibitior	-	0.7859	78.59%
P-glycoprotein substrate	-	0.8765	87.65%
CYP3A4 substrate	+	0.5657	56.57%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8893	88.93%
CYP3A4 inhibition	-	0.7700	77.00%
CYP2C9 inhibition	-	0.5323	53.23%
CYP2C19 inhibition	-	0.6314	63.14%
CYP2D6 inhibition	-	0.8525	85.25%
CYP1A2 inhibition	-	0.7931	79.31%
CYP2C8 inhibition	+	0.7427	74.27%
CYP inhibitory promiscuity	-	0.6383	63.83%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.6345	63.45%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.7608	76.08%
Skin corrosion	-	0.9844	98.44%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6795	67.95%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5947	59.47%
skin sensitisation	+	0.4726	47.26%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5243	52.43%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7717	77.17%
Acute Oral Toxicity (c)	IV	0.5384	53.84%
Estrogen receptor binding	+	0.6832	68.32%
Androgen receptor binding	+	0.6765	67.65%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6236	62.36%
Aromatase binding	+	0.5898	58.98%
PPAR gamma	-	0.5663	56.63%
Honey bee toxicity	-	0.9201	92.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9943	99.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.64%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.18%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.38%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.63%	96.09%
CHEMBL5028	O14672	ADAM10	88.67%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	87.78%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.39%	94.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.19%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.51%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.23%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.40%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.34%	93.00%

Plants that contains it

• Haplopappus remyanus

Cross-Links

• PubChem: 26176653
• LOTUS: LTS0224395
• wikiData: Q105204956