2-Hydroxy-4-(hydroxymethyl)-3-(4-hydroxyphenyl)cyclopent-2-en-1-one

Details

• Internal ID: 9e562fb6-768b-43fa-8792-a1db9d82f9f1
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 2-hydroxy-4-(hydroxymethyl)-3-(4-hydroxyphenyl)cyclopent-2-en-1-one
• SMILES (Canonical): C1C(C(=C(C1=O)O)C2=CC=C(C=C2)O)CO
• SMILES (Isomeric): C1C(C(=C(C1=O)O)C2=CC=C(C=C2)O)CO
• InChI: InChI=1S/C12H12O4/c13-6-8-5-10(15)12(16)11(8)7-1-3-9(14)4-2-7/h1-4,8,13-14,16H,5-6H2
• InChI Key: LMPURODZNRCXKR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22 g/mol
• Exact Mass: 220.07355886 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.24
• H-Bond Acceptor: 4
• 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	+	0.9841	98.41%
Caco-2	-	0.7043	70.43%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8718	87.18%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8440	84.40%
P-glycoprotein inhibitior	-	0.9750	97.50%
P-glycoprotein substrate	-	0.9116	91.16%
CYP3A4 substrate	-	0.6411	64.11%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8197	81.97%
CYP3A4 inhibition	-	0.9094	90.94%
CYP2C9 inhibition	-	0.7283	72.83%
CYP2C19 inhibition	-	0.8446	84.46%
CYP2D6 inhibition	-	0.9140	91.40%
CYP1A2 inhibition	-	0.5292	52.92%
CYP2C8 inhibition	-	0.7379	73.79%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8850	88.50%
Carcinogenicity (trinary)	Non-required	0.6674	66.74%
Eye corrosion	-	0.9774	97.74%
Eye irritation	+	0.9561	95.61%
Skin irritation	-	0.6506	65.06%
Skin corrosion	-	0.9209	92.09%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7199	71.99%
Micronuclear	-	0.5201	52.01%
Hepatotoxicity	+	0.5369	53.69%
skin sensitisation	+	0.5081	50.81%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6052	60.52%
Acute Oral Toxicity (c)	III	0.6472	64.72%
Estrogen receptor binding	-	0.6950	69.50%
Androgen receptor binding	+	0.7275	72.75%
Thyroid receptor binding	-	0.5827	58.27%
Glucocorticoid receptor binding	-	0.5078	50.78%
Aromatase binding	-	0.6723	67.23%
PPAR gamma	+	0.7472	74.72%
Honey bee toxicity	-	0.9412	94.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8957	89.57%

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	94.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.83%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.43%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.50%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	85.58%	98.35%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.03%	91.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.59%	86.33%

Plants that contains it

• Gymnadenia conopsea

Cross-Links

• PubChem: 162846118
• LOTUS: LTS0069809
• wikiData: Q105154107