2-Nitroethanol

Details

• Internal ID: 618d6648-bb3c-45d6-8a02-7d65ba7eb9d5
• Taxonomy: Organic 1,3-dipolar compounds > Allyl-type 1,3-dipolar organic compounds > Organic nitro compounds > C-nitro compounds
• IUPAC Name: 2-nitroethanol
• SMILES (Canonical): C(CO)[N+](=O)[O-]
• SMILES (Isomeric): C(CO)[N+](=O)[O-]
• InChI: InChI=1S/C2H5NO3/c4-2-1-3(5)6/h4H,1-2H2
• InChI Key: KIPMDPDAFINLIV-UHFFFAOYSA-N
• Popularity: 82 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂H₅NO₃
• Molecular Weight: 91.07 g/mol
• Exact Mass: 91.026943022 g/mol
• Topological Polar Surface Area (TPSA): 66.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.74
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 625-48-9
• Ethanol, 2-nitro-
• CCRIS 6076
• EINECS 210-895-1
• NSC 16151
• BRN 1633753
• DTXSID8025751
• AI3-28038
• .beta.-Nitroethyl alcohol
• DTXCID805751
• 4-01-00-01388 (Beilstein Handbook Reference)
• beta-Nitroethyl alcohol
• RefChem:88723
• 1-NITRO-2-HYDROXYETHANE
• 210-895-1
• InChI=1/C2H5NO3/c4-2-1-3(5)6/h4H,1-2H
• KIPMDPDAFINLIV-UHFFFAOYSA-N
• 2-nitroethan-1-ol
• 2-Nitro-ethanol
• .beta.-Nitroethanol
• MFCD00007405
• beta-Nitroalcohol
• beta-Nitroethanol
• 2-Nitroethanol; NSC 16151; ss-Nitroethano;
• NSC16151
• 2-Nitro-1-ethanol
• 2-Nitroethanol, 97%
• MLS002152877
• SCHEMBL133153
• SCHEMBL919409
• CHEMBL324774
• SCHEMBL5015116
• SCHEMBL12064943
• SCHEMBL16240719
• HMS3039F14
• Tox21_200622
• AC1643
• NSC-16151
• AKOS009085428
• AB00877
• CS-W013741
• FN07840
• NCGC00091621-01
• NCGC00091621-02
• NCGC00258176-01
• CAS-625-48-9
• SMR001224491
• SY008757
• 2-Nitroethanol, purum, >=95.0% (GC)
• DB-054194
• N0368
• NS00035065
• EN300-23939
• F358303
• Q22668732

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9000	90.00%
Caco-2	-	0.5228	52.28%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Lysosomes	0.5097	50.97%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.9516	95.16%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9182	91.82%
P-glycoprotein inhibitior	-	0.9832	98.32%
P-glycoprotein substrate	-	0.9912	99.12%
CYP3A4 substrate	-	0.7111	71.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.9330	93.30%
CYP2C9 inhibition	-	0.8531	85.31%
CYP2C19 inhibition	-	0.8068	80.68%
CYP2D6 inhibition	-	0.8885	88.85%
CYP1A2 inhibition	-	0.7598	75.98%
CYP2C8 inhibition	-	0.9932	99.32%
CYP inhibitory promiscuity	-	0.9109	91.09%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	+	0.5100	51.00%
Carcinogenicity (trinary)	Non-required	0.5306	53.06%
Eye corrosion	-	0.8247	82.47%
Eye irritation	+	0.9797	97.97%
Skin irritation	+	0.7859	78.59%
Skin corrosion	-	0.7772	77.72%
Ames mutagenesis	+	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7545	75.45%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5964	59.64%
skin sensitisation	-	0.8489	84.89%
Respiratory toxicity	-	0.9444	94.44%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	+	0.5713	57.13%
Nephrotoxicity	+	0.8119	81.19%
Acute Oral Toxicity (c)	III	0.5119	51.19%
Estrogen receptor binding	-	0.9041	90.41%
Androgen receptor binding	-	0.9435	94.35%
Thyroid receptor binding	-	0.8940	89.40%
Glucocorticoid receptor binding	-	0.8882	88.82%
Aromatase binding	-	0.9211	92.11%
PPAR gamma	-	0.8912	89.12%
Honey bee toxicity	-	0.9112	91.12%
Biodegradation	+	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	-	0.9897	98.97%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	17782.8 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.48%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.34%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.86%	91.24%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.83%	92.88%

Plants that contains it

• Pterocarpus indicus

Cross-Links

• PubChem: 12252
• NPASS: NPC304836
• ChEMBL: CHEMBL324774