(5S)-5-[(3,4-dihydroxyphenyl)methyl]-1,3-oxazolidine-2,4-dione

Details

• Internal ID: 769e98cf-d76a-447b-8ea0-9719298b0f76
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: (5S)-5-[(3,4-dihydroxyphenyl)methyl]-1,3-oxazolidine-2,4-dione
• SMILES (Canonical): C1=CC(=C(C=C1CC2C(=O)NC(=O)O2)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C[C@H]2C(=O)NC(=O)O2)O)O
• InChI: InChI=1S/C10H9NO5/c12-6-2-1-5(3-7(6)13)4-8-9(14)11-10(15)16-8/h1-3,8,12-13H,4H2,(H,11,14,15)/t8-/m0/s1
• InChI Key: SNEUKIVZGFXMHQ-QMMMGPOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉NO₅
• Molecular Weight: 223.18 g/mol
• Exact Mass: 223.04807239 g/mol
• Topological Polar Surface Area (TPSA): 95.90 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.28
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7127	71.27%
Caco-2	-	0.8456	84.56%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6959	69.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9495	94.95%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9607	96.07%
P-glycoprotein inhibitior	-	0.9894	98.94%
P-glycoprotein substrate	-	0.9252	92.52%
CYP3A4 substrate	-	0.5833	58.33%
CYP2C9 substrate	+	0.6147	61.47%
CYP2D6 substrate	-	0.7706	77.06%
CYP3A4 inhibition	-	0.9336	93.36%
CYP2C9 inhibition	-	0.9376	93.76%
CYP2C19 inhibition	-	0.8985	89.85%
CYP2D6 inhibition	-	0.9134	91.34%
CYP1A2 inhibition	-	0.8557	85.57%
CYP2C8 inhibition	-	0.7786	77.86%
CYP inhibitory promiscuity	-	0.9708	97.08%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.6617	66.17%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7763	77.63%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6385	63.85%
Micronuclear	+	0.8559	85.59%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8400	84.00%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7861	78.61%
Acute Oral Toxicity (c)	III	0.6265	62.65%
Estrogen receptor binding	-	0.8327	83.27%
Androgen receptor binding	+	0.7468	74.68%
Thyroid receptor binding	-	0.7194	71.94%
Glucocorticoid receptor binding	-	0.7365	73.65%
Aromatase binding	-	0.7422	74.22%
PPAR gamma	-	0.4949	49.49%
Honey bee toxicity	-	0.8420	84.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.3636	36.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.86%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.33%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.08%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.27%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.17%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.56%	94.00%
CHEMBL2581	P07339	Cathepsin D	83.33%	98.95%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.18%	85.11%
CHEMBL4208	P20618	Proteasome component C5	81.93%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.58%	93.40%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.36%	80.78%

Plants that contains it

• Perilla frutescens

Cross-Links

• PubChem: 163025275
• LOTUS: LTS0030862
• wikiData: Q105256374