N-Nitrosodiethanolamine

Details

• Internal ID: d97e9b4c-edbf-42ea-8b00-50da5b23401e
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Organic nitroso compounds > Organic N-nitroso compounds
• IUPAC Name: N,N-bis(2-hydroxyethyl)nitrous amide
• InChI: InChI=1S/C4H10N2O3/c7-3-1-6(5-9)2-4-8/h7-8H,1-4H2
• InChI Key: YFCDLVPYFMHRQZ-UHFFFAOYSA-N
• Popularity: 443 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₁₀N₂O₃
• Molecular Weight: 134.13 g/mol
• Exact Mass: 134.06914219 g/mol
• Topological Polar Surface Area (TPSA): 73.10 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.05
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 1116-54-7
• Ndela
• Diethanolnitrosamine
• Diethanolnitrosoamine
• Nitrosodiethanolamine
• 2,2'-(Nitrosoimino)bisethanol
• N,N-bis(2-hydroxyethyl)nitrous amide
• Nitrosoimino diethanol
• N-Nitrosoaminodiethanol
• N,N-Diethanolnitrosamine
• Diaethanolnitrosamin
• RCRA waste number U173
• Ethanol, N-nitrosoiminodi-
• NCI-C55583
• Ethanol, 2,2'-(nitrosoimino)bis-
• N-Nitrosodiaethanolamin
• Ethanol, 2,2'-nitrosiminodi-
• 2,2'-Iminodi-N-nitrosoethanol
• N-Nitrosobis(2-hydroxyethyl)amine
• Diethylamine, 2,2'-dihydroxy-N-nitroso-
• NITROSOBIS(2-HYDROXYETHYL)AMINE
• 2,2'-(nitrosoimino)diethanol
• DTXSID7021027
• CHEBI:82357
• 30YI1289VY
• 2,2'-(Nitrosoimino)diethanol (N-Nitrosodiethanolamine)
• Diaethanolnitrosamin [German]
• CCRIS 463
• Bis(beta-hydroxyethyl)nitrosamine
• Di-(2-hydroxyethyl)-nitrosamine
• N-Nitrosodiaethanolamin [German]
• HSDB 4180
• EINECS 214-237-4
• 2,2'-nitrosiminodiethanol
• RCRA waste no. U173
• BRN 1762620
• Bis(beta-hydroxyaethyl)nitrosamin [German]
• UNII-30YI1289VY
• Bis(beta-hydroxyaethyl)nitrosamin
• n-nitroso-diethanolamine
• CHEMBL1334
• 3-04-00-00721 (Beilstein Handbook Reference)
• N-NITROSODOETHANOLAMINE
• Bi(2-hydroxyethyl)nitrosoamine
• DTXCID501027
• SCHEMBL1288208
• NITROSODIETHANOLAMINE, N-
• YFCDLVPYFMHRQZ-UHFFFAOYSA-N
• Bis(.beta.-hydroxyaethyl)nitrosamin
• Bis(.beta.-hydroxyethyl)nitrosamine
• N-NITROSODIETHANOLAMINE [MI]
• Tox21_200283
• N,N-bis(2-hydroxyethyl)nitrous amid
• n-Nitroso-bis(2-hydroxymethyl)-amine
• N-NITROSODIETHANOLAMINE [HSDB]
• N-NITROSODIETHANOLAMINE [IARC]
• AKOS006228419
• DI-(2-HYDROXYETHYL)NITROSAMINE
• NCGC00091047-01
• NCGC00091047-02
• NCGC00257837-01
• CAS-1116-54-7
• TROLAMINE IMPURITY C [EP IMPURITY]
• N-Nitrosodiethanolamine, analytical standard
• FT-0672944
• N0438
• 2-[(2-hydroxyethyl)(nitroso)amino]ethan-1-ol
• C19278
• T71599
• EN300-7466693
• N-Nitroso-diethanolamine 100 microg/mL in Methanol
• W-109638
• Q26840926

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8711	87.11%
Caco-2	+	0.8457	84.57%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6709	67.09%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9602	96.02%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9402	94.02%
P-glycoprotein inhibitior	-	0.9879	98.79%
P-glycoprotein substrate	-	0.9907	99.07%
CYP3A4 substrate	-	0.6956	69.56%
CYP2C9 substrate	-	0.8312	83.12%
CYP2D6 substrate	-	0.7285	72.85%
CYP3A4 inhibition	-	0.9718	97.18%
CYP2C9 inhibition	-	0.8565	85.65%
CYP2C19 inhibition	-	0.8503	85.03%
CYP2D6 inhibition	-	0.9105	91.05%
CYP1A2 inhibition	-	0.8561	85.61%
CYP2C8 inhibition	-	0.9946	99.46%
CYP inhibitory promiscuity	-	0.9794	97.94%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	+	0.5262	52.62%
Carcinogenicity (trinary)	Danger	0.7496	74.96%
Eye corrosion	-	0.8838	88.38%
Eye irritation	+	0.9491	94.91%
Skin irritation	-	0.6048	60.48%
Skin corrosion	-	0.8932	89.32%
Ames mutagenesis	+	1.0000	100.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6585	65.85%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5340	53.40%
skin sensitisation	-	0.8263	82.63%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6136	61.36%
Acute Oral Toxicity (c)	IV	0.6196	61.96%
Estrogen receptor binding	-	0.9070	90.70%
Androgen receptor binding	-	0.9093	90.93%
Thyroid receptor binding	-	0.8959	89.59%
Glucocorticoid receptor binding	-	0.9119	91.19%
Aromatase binding	-	0.7444	74.44%
PPAR gamma	-	0.8893	88.93%
Honey bee toxicity	-	0.8320	83.20%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	-	0.9388	93.88%

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	90.64%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	88.12%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.01%	96.95%

Plants that contains it

• Nicotiana tabacum

Cross-Links

• PubChem: 14223
• LOTUS: LTS0233991
• wikiData: Q26840926