2-Hydroxy-5-[(4-hydroxyphenyl)methyl]benzaldehyde

Details

• Internal ID: 6d9478f6-62d3-4c55-a34f-4a810d8a8381
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 2-hydroxy-5-[(4-hydroxyphenyl)methyl]benzaldehyde
• SMILES (Canonical): C1=CC(=CC=C1CC2=CC(=C(C=C2)O)C=O)O
• SMILES (Isomeric): C1=CC(=CC=C1CC2=CC(=C(C=C2)O)C=O)O
• InChI: InChI=1S/C14H12O3/c15-9-12-8-11(3-6-14(12)17)7-10-1-4-13(16)5-2-10/h1-6,8-9,16-17H,7H2
• InChI Key: OOIJRRBPTUCNMW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₃
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.078644241 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 906795-82-2
• 2-Hydroxy-5-[(4-hydroxyphenyl)methyl]benzaldehyde
• CHEMBL376251
• DTXSID90582986
• 2-Formyl-[4,4'-methylenebisphenol]

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.6804	68.04%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.9321	93.21%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.7723	77.23%
OATP1B3 inhibitior	+	0.9096	90.96%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5583	55.83%
P-glycoprotein inhibitior	-	0.9629	96.29%
P-glycoprotein substrate	-	0.9543	95.43%
CYP3A4 substrate	-	0.6651	66.51%
CYP2C9 substrate	-	0.8101	81.01%
CYP2D6 substrate	-	0.7793	77.93%
CYP3A4 inhibition	-	0.8271	82.71%
CYP2C9 inhibition	+	0.6488	64.88%
CYP2C19 inhibition	+	0.9241	92.41%
CYP2D6 inhibition	-	0.8914	89.14%
CYP1A2 inhibition	+	0.7002	70.02%
CYP2C8 inhibition	-	0.5987	59.87%
CYP inhibitory promiscuity	+	0.7128	71.28%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6457	64.57%
Carcinogenicity (trinary)	Non-required	0.6401	64.01%
Eye corrosion	-	0.9486	94.86%
Eye irritation	+	0.9816	98.16%
Skin irritation	+	0.7936	79.36%
Skin corrosion	-	0.9822	98.22%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7589	75.89%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.7835	78.35%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6414	64.14%
Acute Oral Toxicity (c)	III	0.6922	69.22%
Estrogen receptor binding	+	0.9143	91.43%
Androgen receptor binding	+	0.7070	70.70%
Thyroid receptor binding	+	0.5701	57.01%
Glucocorticoid receptor binding	+	0.8690	86.90%
Aromatase binding	+	0.9275	92.75%
PPAR gamma	+	0.8292	82.92%
Honey bee toxicity	-	0.8507	85.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9754	97.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	97.70%	98.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.87%	95.56%
CHEMBL3194	P02766	Transthyretin	91.01%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.76%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.67%	98.95%
CHEMBL4208	P20618	Proteasome component C5	88.58%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.82%	99.17%
CHEMBL242	Q92731	Estrogen receptor beta	84.82%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.63%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	84.41%	91.49%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.15%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	81.18%	94.73%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.27%	85.00%

Plants that contains it

• Microtropis fokienensis

Cross-Links

• PubChem: 16109788
• NPASS: NPC184527
• LOTUS: LTS0079461
• wikiData: Q82474498