(2S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-4-methylcyclopent-4-ene-1,3-dione

Details

• Internal ID: fdba2a09-b626-45b7-a145-e993e8b38f38
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: (2S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-4-methylcyclopent-4-ene-1,3-dione
• SMILES (Canonical): CC1=CC(=O)C(C1=O)(CC2=CC=C(C=C2)O)O
• SMILES (Isomeric): CC1=CC(=O)[C@](C1=O)(CC2=CC=C(C=C2)O)O
• InChI: InChI=1S/C13H12O4/c1-8-6-11(15)13(17,12(8)16)7-9-2-4-10(14)5-3-9/h2-6,14,17H,7H2,1H3/t13-/m0/s1
• InChI Key: VAKDQBBNYBAGIB-ZDUSSCGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.76
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	+	0.5409	54.09%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8098	80.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8631	86.31%
OATP1B3 inhibitior	+	0.9602	96.02%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6334	63.34%
P-glycoprotein inhibitior	-	0.9821	98.21%
P-glycoprotein substrate	-	0.9006	90.06%
CYP3A4 substrate	-	0.5073	50.73%
CYP2C9 substrate	-	0.7880	78.80%
CYP2D6 substrate	-	0.8487	84.87%
CYP3A4 inhibition	-	0.8888	88.88%
CYP2C9 inhibition	-	0.6950	69.50%
CYP2C19 inhibition	-	0.7727	77.27%
CYP2D6 inhibition	-	0.9219	92.19%
CYP1A2 inhibition	-	0.8033	80.33%
CYP2C8 inhibition	-	0.5950	59.50%
CYP inhibitory promiscuity	-	0.7966	79.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7639	76.39%
Carcinogenicity (trinary)	Non-required	0.5083	50.83%
Eye corrosion	-	0.9715	97.15%
Eye irritation	+	0.5287	52.87%
Skin irritation	+	0.4918	49.18%
Skin corrosion	-	0.8449	84.49%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8430	84.30%
Micronuclear	+	0.6618	66.18%
Hepatotoxicity	+	0.6802	68.02%
skin sensitisation	+	0.7124	71.24%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6028	60.28%
Acute Oral Toxicity (c)	III	0.6532	65.32%
Estrogen receptor binding	-	0.5636	56.36%
Androgen receptor binding	+	0.7342	73.42%
Thyroid receptor binding	-	0.5747	57.47%
Glucocorticoid receptor binding	+	0.5424	54.24%
Aromatase binding	+	0.5557	55.57%
PPAR gamma	+	0.6463	64.63%
Honey bee toxicity	-	0.8862	88.62%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9157	91.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.15%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.98%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.48%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	88.63%	90.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.93%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.22%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.60%	93.99%
CHEMBL4208	P20618	Proteasome component C5	81.84%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.52%	94.62%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.91%	89.67%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.03%	85.11%

Plants that contains it

• Gymnadenia conopsea

Cross-Links

• PubChem: 162939793
• LOTUS: LTS0247095
• wikiData: Q105282797