(2S,3S)-2-hydroxy-3-phenyl-4-oxoheptanedioic acid

Details

• Internal ID: 423aa0be-b08d-41d9-8568-a98b3802ebf5
• Taxonomy: Phenylpropanoids and polyketides > Phenylpropanoic acids
• IUPAC Name: (2S,3S)-2-hydroxy-4-oxo-3-phenylheptanedioic acid
• SMILES (Canonical): C1=CC=C(C=C1)C(C(C(=O)O)O)C(=O)CCC(=O)O
• SMILES (Isomeric): C1=CC=C(C=C1)[C@@H]([C@@H](C(=O)O)O)C(=O)CCC(=O)O
• InChI: InChI=1S/C13H14O6/c14-9(6-7-10(15)16)11(12(17)13(18)19)8-4-2-1-3-5-8/h1-5,11-12,17H,6-7H2,(H,15,16)(H,18,19)/t11-,12+/m1/s1
• InChI Key: GCQJMNVLMWUZMM-NEPJUHHUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₆
• Molecular Weight: 266.25 g/mol
• Exact Mass: 266.07903816 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.65
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6239	62.39%
Caco-2	-	0.8597	85.97%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8698	86.98%
OATP2B1 inhibitior	-	0.8630	86.30%
OATP1B1 inhibitior	+	0.9115	91.15%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9255	92.55%
P-glycoprotein inhibitior	-	0.9782	97.82%
P-glycoprotein substrate	-	0.9484	94.84%
CYP3A4 substrate	-	0.6921	69.21%
CYP2C9 substrate	+	0.6012	60.12%
CYP2D6 substrate	-	0.8040	80.40%
CYP3A4 inhibition	-	0.9324	93.24%
CYP2C9 inhibition	-	0.9595	95.95%
CYP2C19 inhibition	-	0.9608	96.08%
CYP2D6 inhibition	-	0.9481	94.81%
CYP1A2 inhibition	-	0.8931	89.31%
CYP2C8 inhibition	-	0.9419	94.19%
CYP inhibitory promiscuity	-	0.9900	99.00%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8130	81.30%
Carcinogenicity (trinary)	Non-required	0.7068	70.68%
Eye corrosion	-	0.9479	94.79%
Eye irritation	-	0.5644	56.44%
Skin irritation	-	0.5636	56.36%
Skin corrosion	-	0.6928	69.28%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8093	80.93%
Micronuclear	-	0.6882	68.82%
Hepatotoxicity	+	0.6425	64.25%
skin sensitisation	-	0.8364	83.64%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8759	87.59%
Acute Oral Toxicity (c)	III	0.5784	57.84%
Estrogen receptor binding	-	0.7930	79.30%
Androgen receptor binding	-	0.6996	69.96%
Thyroid receptor binding	-	0.8332	83.32%
Glucocorticoid receptor binding	-	0.6874	68.74%
Aromatase binding	-	0.8093	80.93%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9370	93.70%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.4049	40.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.84%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	97.18%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.01%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.73%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.60%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.19%	94.08%
CHEMBL1255126	O15151	Protein Mdm4	86.58%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.40%	95.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.34%	94.23%
CHEMBL3902	P09211	Glutathione S-transferase Pi	84.24%	93.81%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.59%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683360
• LOTUS: LTS0136267
• wikiData: Q105006413