4-[(3R)-3-hydroxybutyl]benzene-1,2-diol

Details

• Internal ID: e65d20d9-51eb-48b7-a9fb-388a30d2cdb7
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 4-[(3R)-3-hydroxybutyl]benzene-1,2-diol
• SMILES (Canonical): CC(CCC1=CC(=C(C=C1)O)O)O
• SMILES (Isomeric): C[C@H](CCC1=CC(=C(C=C1)O)O)O
• InChI: InChI=1S/C10H14O3/c1-7(11)2-3-8-4-5-9(12)10(13)6-8/h4-7,11-13H,2-3H2,1H3/t7-/m1/s1
• InChI Key: BCSAQTFHGURJII-SSDOTTSWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₃
• Molecular Weight: 182.22 g/mol
• Exact Mass: 182.094294304 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• EN300-1841405
• 150407-47-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	-	0.7219	72.19%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8557	85.57%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9607	96.07%
OATP1B3 inhibitior	+	0.9652	96.52%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9629	96.29%
P-glycoprotein inhibitior	-	0.9873	98.73%
P-glycoprotein substrate	-	0.8443	84.43%
CYP3A4 substrate	-	0.6787	67.87%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.3839	38.39%
CYP3A4 inhibition	-	0.9337	93.37%
CYP2C9 inhibition	-	0.8384	83.84%
CYP2C19 inhibition	-	0.7950	79.50%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.6509	65.09%
CYP2C8 inhibition	-	0.9594	95.94%
CYP inhibitory promiscuity	-	0.8863	88.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.8415	84.15%
Eye irritation	-	0.4819	48.19%
Skin irritation	+	0.7287	72.87%
Skin corrosion	+	0.6124	61.24%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7008	70.08%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	+	0.8264	82.64%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8645	86.45%
Acute Oral Toxicity (c)	III	0.7562	75.62%
Estrogen receptor binding	-	0.7861	78.61%
Androgen receptor binding	+	0.6693	66.93%
Thyroid receptor binding	-	0.5145	51.45%
Glucocorticoid receptor binding	-	0.6471	64.71%
Aromatase binding	-	0.8383	83.83%
PPAR gamma	-	0.6872	68.72%
Honey bee toxicity	-	0.9303	93.03%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8709	87.09%

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	96.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.78%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.92%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	87.87%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.49%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.10%	90.71%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	84.10%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.23%	90.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.13%	96.37%
CHEMBL2535	P11166	Glucose transporter	80.87%	98.75%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	80.73%	97.23%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.26%	90.24%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 92446365
• LOTUS: LTS0264195
• wikiData: Q104923617