4-[(3S)-4-hydroxy-3-methylbutoxy]benzaldehyde

Details

• Internal ID: a6e2002b-571e-4aa8-9e94-9fb49ad9e9a6
• Taxonomy: Benzenoids > Phenol ethers
• IUPAC Name: 4-[(3S)-4-hydroxy-3-methylbutoxy]benzaldehyde
• SMILES (Canonical): CC(CCOC1=CC=C(C=C1)C=O)CO
• SMILES (Isomeric): C[C@@H](CCOC1=CC=C(C=C1)C=O)CO
• InChI: InChI=1S/C12H16O3/c1-10(8-13)6-7-15-12-4-2-11(9-14)3-5-12/h2-5,9-10,13H,6-8H2,1H3/t10-/m0/s1
• InChI Key: QUQDYOKYXXSYLD-JTQLQIEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.25 g/mol
• Exact Mass: 208.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.8046	80.46%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.9283	92.83%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9388	93.88%
OATP1B3 inhibitior	+	0.9196	91.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8426	84.26%
P-glycoprotein inhibitior	-	0.9883	98.83%
P-glycoprotein substrate	-	0.9139	91.39%
CYP3A4 substrate	-	0.5742	57.42%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.7079	70.79%
CYP3A4 inhibition	-	0.8784	87.84%
CYP2C9 inhibition	-	0.7795	77.95%
CYP2C19 inhibition	+	0.5752	57.52%
CYP2D6 inhibition	-	0.9137	91.37%
CYP1A2 inhibition	+	0.6548	65.48%
CYP2C8 inhibition	-	0.9440	94.40%
CYP inhibitory promiscuity	-	0.8325	83.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8723	87.23%
Carcinogenicity (trinary)	Non-required	0.5892	58.92%
Eye corrosion	-	0.9084	90.84%
Eye irritation	+	0.6940	69.40%
Skin irritation	-	0.6481	64.81%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4880	48.80%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6999	69.99%
skin sensitisation	-	0.7670	76.70%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.7028	70.28%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6234	62.34%
Acute Oral Toxicity (c)	III	0.6624	66.24%
Estrogen receptor binding	-	0.4760	47.60%
Androgen receptor binding	-	0.4888	48.88%
Thyroid receptor binding	-	0.7427	74.27%
Glucocorticoid receptor binding	-	0.7774	77.74%
Aromatase binding	-	0.6447	64.47%
PPAR gamma	-	0.6156	61.56%
Honey bee toxicity	-	0.9776	97.76%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8553	85.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.41%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.22%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.19%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.51%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.40%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.41%	94.62%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.87%	96.12%
CHEMBL4208	P20618	Proteasome component C5	88.35%	90.00%
CHEMBL2581	P07339	Cathepsin D	87.34%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.04%	94.45%
CHEMBL2039	P27338	Monoamine oxidase B	87.02%	92.51%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.51%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.32%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.37%	91.11%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.03%	97.29%

Plants that contains it

• Zanthoxylum ailanthoides

Cross-Links

• PubChem: 162996837
• LOTUS: LTS0274608
• wikiData: Q105228344