4-[(1S)-1-Hydroxyethyl]-2-nitrophenol

Details

• Internal ID: 8f95e618-3b3a-47ab-88e4-4f5b2506f937
• Taxonomy: Benzenoids > Phenols > Nitrophenols
• IUPAC Name: 4-[(1S)-1-hydroxyethyl]-2-nitrophenol
• SMILES (Canonical): CC(C1=CC(=C(C=C1)O)[N+](=O)[O-])O
• SMILES (Isomeric): C[C@@H](C1=CC(=C(C=C1)O)[N+](=O)[O-])O
• InChI: InChI=1S/C8H9NO4/c1-5(10)6-2-3-8(11)7(4-6)9(12)13/h2-5,10-11H,1H3/t5-/m0/s1
• InChI Key: YFJFHPWXFUVRCD-YFKPBYRVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₉NO₄
• Molecular Weight: 183.16 g/mol
• Exact Mass: 183.05315777 g/mol
• Topological Polar Surface Area (TPSA): 86.30 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 1932089-63-8
• EN300-1826013

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9463	94.63%
Caco-2	+	0.5685	56.85%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7604	76.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9583	95.83%
P-glycoprotein inhibitior	-	0.9733	97.33%
P-glycoprotein substrate	-	0.9623	96.23%
CYP3A4 substrate	-	0.6835	68.35%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8263	82.63%
CYP3A4 inhibition	-	0.8617	86.17%
CYP2C9 inhibition	+	0.7348	73.48%
CYP2C19 inhibition	-	0.7206	72.06%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.6536	65.36%
CYP2C8 inhibition	-	0.9738	97.38%
CYP inhibitory promiscuity	-	0.6157	61.57%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.5161	51.61%
Carcinogenicity (trinary)	Warning	0.5119	51.19%
Eye corrosion	-	0.9711	97.11%
Eye irritation	+	0.9743	97.43%
Skin irritation	+	0.6161	61.61%
Skin corrosion	-	0.9269	92.69%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8080	80.80%
Micronuclear	+	0.9600	96.00%
Hepatotoxicity	+	0.6949	69.49%
skin sensitisation	-	0.5651	56.51%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.8159	81.59%
Nephrotoxicity	+	0.5212	52.12%
Acute Oral Toxicity (c)	III	0.7347	73.47%
Estrogen receptor binding	-	0.6199	61.99%
Androgen receptor binding	-	0.5954	59.54%
Thyroid receptor binding	-	0.5077	50.77%
Glucocorticoid receptor binding	-	0.5208	52.08%
Aromatase binding	-	0.8819	88.19%
PPAR gamma	-	0.8001	80.01%
Honey bee toxicity	-	0.9129	91.29%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8801	88.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.30%	98.95%
CHEMBL3902	P09211	Glutathione S-transferase Pi	90.27%	93.81%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.47%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.93%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.60%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.02%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.59%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.54%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	84.85%	91.49%
CHEMBL2535	P11166	Glucose transporter	84.77%	98.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.71%	92.88%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.96%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.68%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.72%	99.15%

Plants that contains it

• Viola philippica

Cross-Links

• PubChem: 92466487
• NPASS: NPC72395