Puerol A

Details

• Internal ID: 3e40001a-7c52-4f3b-b7ff-b938b4d48f7b
• Taxonomy: Benzenoids > Phenols > Benzenediols > Resorcinols
• IUPAC Name: 3-(2,4-dihydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-2H-furan-5-one
• SMILES (Canonical): C1=CC(=CC=C1CC2C(=CC(=O)O2)C3=C(C=C(C=C3)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CC2C(=CC(=O)O2)C3=C(C=C(C=C3)O)O)O
• InChI: InChI=1S/C17H14O5/c18-11-3-1-10(2-4-11)7-16-14(9-17(21)22-16)13-6-5-12(19)8-15(13)20/h1-6,8-9,16,18-20H,7H2
• InChI Key: AYXZYYUMEUUTRQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 152784-32-2
• 3-(2,4-dihydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-2H-furan-5-one
• PuerolA
• CHEMBL3609498
• SCHEMBL15537414
• AKOS032962622

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9790	97.90%
Caco-2	+	0.6199	61.99%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7358	73.58%
OATP2B1 inhibitior	-	0.5796	57.96%
OATP1B1 inhibitior	+	0.8195	81.95%
OATP1B3 inhibitior	-	0.2207	22.07%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6338	63.38%
P-glycoprotein inhibitior	-	0.7981	79.81%
P-glycoprotein substrate	-	0.7698	76.98%
CYP3A4 substrate	+	0.5073	50.73%
CYP2C9 substrate	-	0.6149	61.49%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	-	0.5376	53.76%
CYP2C9 inhibition	+	0.7404	74.04%
CYP2C19 inhibition	+	0.7327	73.27%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	+	0.5416	54.16%
CYP2C8 inhibition	+	0.6078	60.78%
CYP inhibitory promiscuity	+	0.9423	94.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.4428	44.28%
Eye corrosion	-	0.9903	99.03%
Eye irritation	+	0.9042	90.42%
Skin irritation	-	0.6831	68.31%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6361	63.61%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.5935	59.35%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7012	70.12%
Acute Oral Toxicity (c)	III	0.4742	47.42%
Estrogen receptor binding	+	0.8731	87.31%
Androgen receptor binding	+	0.7817	78.17%
Thyroid receptor binding	+	0.5349	53.49%
Glucocorticoid receptor binding	+	0.7450	74.50%
Aromatase binding	+	0.6789	67.89%
PPAR gamma	+	0.8693	86.93%
Honey bee toxicity	-	0.8649	86.49%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9897	98.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.84%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.69%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.98%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.81%	99.17%
CHEMBL2535	P11166	Glucose transporter	87.75%	98.75%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.51%	90.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.00%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.92%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.20%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.34%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.77%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.64%	85.00%
CHEMBL3194	P02766	Transthyretin	81.03%	90.71%
CHEMBL242	Q92731	Estrogen receptor beta	80.86%	98.35%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.28%	94.00%

Plants that contains it

• Styphnolobium japonicum

Cross-Links

• PubChem: 14691941
• LOTUS: LTS0005740
• wikiData: Q104398914