[(1R,3E,5E)-7-amino-1-[(1S,2S,3R)-2-hydroxy-1,3-dimethyl-pentyl]-7-oxo-hepta-3,5-dienyl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: f22ea395-acd9-4fd7-9dbc-393fe9570776
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: [(3R,4S,5S,6R,8E,10E)-12-amino-4-hydroxy-3,5-dimethyl-12-oxododeca-8,10-dien-6-yl] (E)-3-phenylprop-2-enoate
• InChI: InChI=1S/C23H31NO4/c1-4-17(2)23(27)18(3)20(13-9-6-10-14-21(24)25)28-22(26)16-15-19-11-7-5-8-12-19/h5-12,14-18,20,23,27H,4,13H2,1-3H3,(H2,24,25)/b9-6+,14-10+,16-15+/t17-,18-,20-,23+/m1/s1
• InChI Key: HCZNVGHFFHRIFM-XXVMQOJQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₁NO₄
• Molecular Weight: 385.50 g/mol
• Exact Mass: 385.22530847 g/mol
• Topological Polar Surface Area (TPSA): 89.60 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9692	96.92%
Caco-2	+	0.5497	54.97%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5361	53.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8966	89.66%
OATP1B3 inhibitior	+	0.9337	93.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7863	78.63%
P-glycoprotein inhibitior	+	0.6820	68.20%
P-glycoprotein substrate	-	0.6881	68.81%
CYP3A4 substrate	+	0.5091	50.91%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8818	88.18%
CYP3A4 inhibition	+	0.5442	54.42%
CYP2C9 inhibition	-	0.5702	57.02%
CYP2C19 inhibition	-	0.6132	61.32%
CYP2D6 inhibition	-	0.8154	81.54%
CYP1A2 inhibition	-	0.7687	76.87%
CYP2C8 inhibition	+	0.5610	56.10%
CYP inhibitory promiscuity	-	0.6786	67.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7276	72.76%
Carcinogenicity (trinary)	Non-required	0.5705	57.05%
Eye corrosion	-	0.9947	99.47%
Eye irritation	-	0.9686	96.86%
Skin irritation	-	0.8634	86.34%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7601	76.01%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9093	90.93%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7511	75.11%
Acute Oral Toxicity (c)	III	0.7020	70.20%
Estrogen receptor binding	+	0.7239	72.39%
Androgen receptor binding	+	0.6479	64.79%
Thyroid receptor binding	+	0.5928	59.28%
Glucocorticoid receptor binding	+	0.6454	64.54%
Aromatase binding	+	0.6081	60.81%
PPAR gamma	-	0.6149	61.49%
Honey bee toxicity	-	0.8586	85.86%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9523	95.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.68%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.49%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.17%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.10%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.53%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	92.95%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	88.90%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.02%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	87.30%	83.82%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.79%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.16%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.63%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.35%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.12%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15956207
• LOTUS: LTS0089788
• wikiData: Q105109421