(2E)-11-(4'-aminophenyl)-5,9-O-cyclo-4,6,8-trimethyl-11-oxo-undec-2-enoic acid

Details

• Internal ID: 08b22c5c-4e62-45ff-b28b-3fff422b2254
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (E)-4-[(2S,3R,5R,6S)-6-[2-(4-aminophenyl)-2-oxoethyl]-3,5-dimethyloxan-2-yl]pent-2-enoic acid
• InChI: InChI=1S/C20H27NO4/c1-12(4-9-19(23)24)20-14(3)10-13(2)18(25-20)11-17(22)15-5-7-16(21)8-6-15/h4-9,12-14,18,20H,10-11,21H2,1-3H3,(H,23,24)/b9-4+/t12?,13-,14-,18+,20-/m1/s1
• InChI Key: RHBKNRVHUONUJZ-GCVWEONUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₇NO₄
• Molecular Weight: 345.40 g/mol
• Exact Mass: 345.19400834 g/mol
• Topological Polar Surface Area (TPSA): 89.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• (E)-4-[(2S,3R,5R,6S)-6-[2-(4-aminophenyl)-2-oxo-ethyl]-3,5-dimethyl-tetrahydropyran-2-yl]pent-2-enoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8690	86.90%
Caco-2	+	0.6756	67.56%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Plasma membrane	0.4362	43.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9164	91.64%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7071	70.71%
P-glycoprotein inhibitior	-	0.5208	52.08%
P-glycoprotein substrate	-	0.6333	63.33%
CYP3A4 substrate	-	0.5339	53.39%
CYP2C9 substrate	-	0.5833	58.33%
CYP2D6 substrate	-	0.8628	86.28%
CYP3A4 inhibition	+	0.6771	67.71%
CYP2C9 inhibition	-	0.7862	78.62%
CYP2C19 inhibition	-	0.7238	72.38%
CYP2D6 inhibition	-	0.8551	85.51%
CYP1A2 inhibition	-	0.8086	80.86%
CYP2C8 inhibition	-	0.8126	81.26%
CYP inhibitory promiscuity	-	0.7853	78.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7428	74.28%
Carcinogenicity (trinary)	Non-required	0.4415	44.15%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9661	96.61%
Skin irritation	-	0.8072	80.72%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	-	0.6774	67.74%
Human Ether-a-go-go-Related Gene inhibition	+	0.6742	67.42%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8840	88.40%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7211	72.11%
Acute Oral Toxicity (c)	III	0.6506	65.06%
Estrogen receptor binding	+	0.6839	68.39%
Androgen receptor binding	+	0.6652	66.52%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6714	67.14%
Aromatase binding	+	0.5677	56.77%
PPAR gamma	-	0.7339	73.39%
Honey bee toxicity	-	0.8886	88.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9754	97.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.39%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.37%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.93%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.82%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.89%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.87%	97.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.44%	90.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.56%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.51%	94.73%
CHEMBL4208	P20618	Proteasome component C5	82.13%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.81%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.12%	89.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 49777787
• LOTUS: LTS0217644
• wikiData: Q105236248