5-[(4-Hydroxybenzyl)oxy]methyl-2-furaldehyde

Details

• Internal ID: eca24d8d-0d18-4209-871f-df3ef9de9c25
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzylethers
• IUPAC Name: 5-[(4-hydroxyphenyl)methoxymethyl]furan-2-carbaldehyde
• SMILES (Canonical): C1=CC(=CC=C1COCC2=CC=C(O2)C=O)O
• SMILES (Isomeric): C1=CC(=CC=C1COCC2=CC=C(O2)C=O)O
• InChI: InChI=1S/C13H12O4/c14-7-12-5-6-13(17-12)9-16-8-10-1-3-11(15)4-2-10/h1-7,15H,8-9H2
• InChI Key: TUUVLTOEZCKTEF-UHFFFAOYSA-N
• Popularity: 4 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): 59.70 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 5-[(4-hydroxybenzyl)oxy]methyl-2-furaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	+	0.7676	76.76%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8465	84.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7918	79.18%
OATP1B3 inhibitior	+	0.9209	92.09%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8989	89.89%
P-glycoprotein inhibitior	-	0.9465	94.65%
P-glycoprotein substrate	-	0.9283	92.83%
CYP3A4 substrate	-	0.5864	58.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7898	78.98%
CYP3A4 inhibition	-	0.9163	91.63%
CYP2C9 inhibition	-	0.8331	83.31%
CYP2C19 inhibition	-	0.6664	66.64%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	+	0.6193	61.93%
CYP2C8 inhibition	+	0.4587	45.87%
CYP inhibitory promiscuity	-	0.5973	59.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8717	87.17%
Carcinogenicity (trinary)	Warning	0.3617	36.17%
Eye corrosion	-	0.9470	94.70%
Eye irritation	+	0.9642	96.42%
Skin irritation	-	0.6462	64.62%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.6286	62.86%
Human Ether-a-go-go-Related Gene inhibition	-	0.5229	52.29%
Micronuclear	-	0.5768	57.68%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.5854	58.54%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.6055	60.55%
Acute Oral Toxicity (c)	III	0.7456	74.56%
Estrogen receptor binding	+	0.9354	93.54%
Androgen receptor binding	+	0.5739	57.39%
Thyroid receptor binding	-	0.6531	65.31%
Glucocorticoid receptor binding	-	0.5900	59.00%
Aromatase binding	+	0.8478	84.78%
PPAR gamma	+	0.6813	68.13%
Honey bee toxicity	-	0.7464	74.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	-	0.4438	44.38%

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	92.81%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.02%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.98%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.66%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.58%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.13%	98.95%
CHEMBL3194	P02766	Transthyretin	86.42%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.70%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	84.80%	94.73%
CHEMBL3891	P07384	Calpain 1	83.64%	93.04%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.88%	89.67%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.48%	85.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.05%	98.11%

Plants that contains it

• Gastrodia elata

Cross-Links

• PubChem: 53483405
• LOTUS: LTS0091314
• wikiData: Q105265058