(E)-1-[(3S,4S)-3,4-dihydroxypyrrolidin-1-yl]-3-phenylprop-2-en-1-one

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	69d9a5bc-6e5d-4aa8-b602-053c7f400319
Taxonomy	Phenylpropanoids and polyketides > Cinnamic acids and derivatives
IUPAC Name	(E)-1-[(3S,4S)-3,4-dihydroxypyrrolidin-1-yl]-3-phenylprop-2-en-1-one
SMILES (Canonical)	C1C(C(CN1C(=O)C=CC2=CC=CC=C2)O)O
SMILES (Isomeric)	C1[C@@H]([C@H](CN1C(=O)/C=C/C2=CC=CC=C2)O)O
InChI	InChI=1S/C13H15NO3/c15-11-8-14(9-12(11)16)13(17)7-6-10-4-2-1-3-5-10/h1-7,11-12,15-16H,8-9H2/b7-6+/t11-,12-/m0/s1
InChI Key	XSJGDQTVPSRYCA-KZQRZKTQSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₃H₁₅NO₃
Molecular Weight	233.26 g/mol
Exact Mass	233.10519334 g/mol
Topological Polar Surface Area (TPSA)	60.80 Å²
XlogP	0.30
Atomic LogP (AlogP)	0.26
H-Bond Acceptor	3
H-Bond Donor	2
Rotatable Bonds	2

Synonyms

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CHEMBL4069763

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9146	91.46%
Caco-2	+	0.8820	88.20%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7855	78.55%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9675	96.75%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8067	80.67%
BSEP inhibitior	-	0.8164	81.64%
P-glycoprotein inhibitior	-	0.9762	97.62%
P-glycoprotein substrate	-	0.9403	94.03%
CYP3A4 substrate	-	0.6388	63.88%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	-	0.8425	84.25%
CYP3A4 inhibition	-	0.9643	96.43%
CYP2C9 inhibition	-	0.8828	88.28%
CYP2C19 inhibition	-	0.8353	83.53%
CYP2D6 inhibition	-	0.9203	92.03%
CYP1A2 inhibition	-	0.7917	79.17%
CYP2C8 inhibition	-	0.9265	92.65%
CYP inhibitory promiscuity	-	0.9325	93.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5534	55.34%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.8061	80.61%
Skin irritation	-	0.7131	71.31%
Skin corrosion	-	0.8808	88.08%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3655	36.55%
Micronuclear	+	0.7732	77.32%
Hepatotoxicity	-	0.5132	51.32%
skin sensitisation	-	0.8585	85.85%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8199	81.99%
Acute Oral Toxicity (c)	III	0.6007	60.07%
Estrogen receptor binding	-	0.8109	81.09%
Androgen receptor binding	+	0.5682	56.82%
Thyroid receptor binding	-	0.6041	60.41%
Glucocorticoid receptor binding	-	0.5939	59.39%
Aromatase binding	-	0.5419	54.19%
PPAR gamma	-	0.6155	61.55%
Honey bee toxicity	-	0.9582	95.82%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.6502	65.02%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.00%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	92.42%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.26%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.18%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.93%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.32%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.65%	91.11%
CHEMBL5028	O14672	ADAM10	84.84%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.82%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.94%	93.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Acanthosyris paulo-alvinii