4-[(2S,3S)-4-hydroxy-2,3-dimethylbutyl]-2-methoxyphenol

Details

• Internal ID: fb74a456-a0de-4a4a-afa3-a623df378116
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 4-[(2S,3S)-4-hydroxy-2,3-dimethylbutyl]-2-methoxyphenol
• SMILES (Canonical): CC(CC1=CC(=C(C=C1)O)OC)C(C)CO
• SMILES (Isomeric): C[C@@H](CC1=CC(=C(C=C1)O)OC)[C@H](C)CO
• InChI: InChI=1S/C13H20O3/c1-9(10(2)8-14)6-11-4-5-12(15)13(7-11)16-3/h4-5,7,9-10,14-15H,6,8H2,1-3H3/t9-,10+/m0/s1
• InChI Key: CBKWPYTUYHIJFT-VHSXEESVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₃
• Molecular Weight: 224.30 g/mol
• Exact Mass: 224.14124450 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9827	98.27%
Caco-2	+	0.9219	92.19%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8797	87.97%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9187	91.87%
OATP1B3 inhibitior	+	0.9109	91.09%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9210	92.10%
P-glycoprotein inhibitior	-	0.9862	98.62%
P-glycoprotein substrate	-	0.8759	87.59%
CYP3A4 substrate	-	0.6456	64.56%
CYP2C9 substrate	-	0.5979	59.79%
CYP2D6 substrate	+	0.3902	39.02%
CYP3A4 inhibition	-	0.5677	56.77%
CYP2C9 inhibition	-	0.7508	75.08%
CYP2C19 inhibition	-	0.5602	56.02%
CYP2D6 inhibition	-	0.7937	79.37%
CYP1A2 inhibition	+	0.6009	60.09%
CYP2C8 inhibition	-	0.5969	59.69%
CYP inhibitory promiscuity	-	0.7022	70.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7860	78.60%
Carcinogenicity (trinary)	Non-required	0.6665	66.65%
Eye corrosion	-	0.9256	92.56%
Eye irritation	-	0.8673	86.73%
Skin irritation	-	0.6894	68.94%
Skin corrosion	-	0.9188	91.88%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7250	72.50%
Micronuclear	-	0.9519	95.19%
Hepatotoxicity	-	0.6196	61.96%
skin sensitisation	-	0.5479	54.79%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.8054	80.54%
Acute Oral Toxicity (c)	III	0.7649	76.49%
Estrogen receptor binding	-	0.8015	80.15%
Androgen receptor binding	-	0.6222	62.22%
Thyroid receptor binding	-	0.7028	70.28%
Glucocorticoid receptor binding	-	0.7299	72.99%
Aromatase binding	-	0.6046	60.46%
PPAR gamma	-	0.6346	63.46%
Honey bee toxicity	-	0.9429	94.29%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6149	61.49%
Fish aquatic toxicity	+	0.9427	94.27%

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	97.01%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.79%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.08%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	91.00%	90.20%
CHEMBL3492	P49721	Proteasome Macropain subunit	90.54%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.92%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.81%	99.15%
CHEMBL2535	P11166	Glucose transporter	87.50%	98.75%
CHEMBL4208	P20618	Proteasome component C5	84.64%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.16%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.75%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.23%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162867619
• LOTUS: LTS0158026
• wikiData: Q104952471