(5S)-2-hydroxy-5-[(4-hydroxyphenyl)methyl]-5-methoxycyclopent-2-en-1-one

Details

• Internal ID: 23b435dc-8151-4ba5-9ff0-a884c16ef513
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: (5S)-2-hydroxy-5-[(4-hydroxyphenyl)methyl]-5-methoxycyclopent-2-en-1-one
• SMILES (Canonical): COC1(CC=C(C1=O)O)CC2=CC=C(C=C2)O
• SMILES (Isomeric): CO[C@@]1(CC=C(C1=O)O)CC2=CC=C(C=C2)O
• InChI: InChI=1S/C13H14O4/c1-17-13(7-6-11(15)12(13)16)8-9-2-4-10(14)5-3-9/h2-6,14-15H,7-8H2,1H3/t13-/m0/s1
• InChI Key: UJDWQMHSONZRPQ-ZDUSSCGKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.25 g/mol
• Exact Mass: 234.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9861	98.61%
Caco-2	+	0.5741	57.41%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8478	84.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9312	93.12%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8050	80.50%
P-glycoprotein inhibitior	-	0.9848	98.48%
P-glycoprotein substrate	-	0.8304	83.04%
CYP3A4 substrate	-	0.5359	53.59%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8082	80.82%
CYP3A4 inhibition	-	0.9062	90.62%
CYP2C9 inhibition	-	0.7133	71.33%
CYP2C19 inhibition	-	0.5134	51.34%
CYP2D6 inhibition	-	0.8728	87.28%
CYP1A2 inhibition	-	0.6104	61.04%
CYP2C8 inhibition	-	0.6382	63.82%
CYP inhibitory promiscuity	-	0.6163	61.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8771	87.71%
Carcinogenicity (trinary)	Non-required	0.5554	55.54%
Eye corrosion	-	0.9666	96.66%
Eye irritation	+	0.7915	79.15%
Skin irritation	-	0.5605	56.05%
Skin corrosion	-	0.9082	90.82%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7146	71.46%
Micronuclear	-	0.6082	60.82%
Hepatotoxicity	+	0.6271	62.71%
skin sensitisation	-	0.6550	65.50%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5536	55.36%
Acute Oral Toxicity (c)	III	0.5871	58.71%
Estrogen receptor binding	-	0.7167	71.67%
Androgen receptor binding	+	0.5511	55.11%
Thyroid receptor binding	-	0.7403	74.03%
Glucocorticoid receptor binding	-	0.4752	47.52%
Aromatase binding	+	0.5421	54.21%
PPAR gamma	-	0.5899	58.99%
Honey bee toxicity	-	0.8793	87.93%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9248	92.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.17%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.13%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.46%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.06%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.78%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.88%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.44%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.22%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.53%	90.00%
CHEMBL2535	P11166	Glucose transporter	81.70%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162847532
• LOTUS: LTS0270560
• wikiData: Q105273885