ContaminantDB: Enocitabine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 05:52:48 UTC

Update Date

2026-04-06 13:03:38 UTC

Accession Number

CHEM019171

Identification

Common Name

Enocitabine

Class

Small Molecule

Description

Enocitabine (INN, marketed under the brand name Sunrabin) is a nucleoside analog used as chemotherapy. Sunrabin contains the emulsifier HCO-60, which can cause allergic reactions.

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Sunrabin	Kegg
Behenoyl cytarabine	MeSH
Behenoyl ara-C	MeSH
N(4)-Behenoyl-1-beta-D-arabinofuranosylcytosine	MeSH
N(4)-Behenoyl ara-C	MeSH
BH-AC	MeSH
N(4)-Behenoyl-1-beta-arabinofuranosylcytosine	MeSH
Sunrabim	MeSH

Chemical Formula

C₃₁H₅₅N₃O₆

Average Molecular Mass

565.796 g/mol

Monoisotopic Mass

565.409 g/mol

CAS Registry Number

55726-47-1

IUPAC Name

N-{1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-hydroxy-1,4-dihydropyrimidin-4-ylidene}docosanamide

Traditional Name

behenoyl cytarabine

SMILES

[H][C@]1(CO)O[C@@]([H])(N2C=CC(=NC(=O)CCCCCCCCCCCCCCCCCCCCC)N=C2O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C31H55N3O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-27(36)32-26-22-23-34(31(39)33-26)30-29(38)28(37)25(24-35)40-30/h22-23,25,28-30,35,37-38H,2-21,24H2,1H3,(H,32,33,36,39)/t25-,28-,29+,30-/m1/s1

InChI Key

SAMRUMKYXPVKPA-VFKOLLTISA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleosides

Sub Class

Not Available

Direct Parent

Pyrimidine nucleosides

Alternative Parents

Substituents

Pyrimidine nucleoside
Glycosyl compound
N-glycosyl compound
Pentose monosaccharide
N-arylamide
Pyrimidone
Fatty amide
Hydropyrimidine
Monosaccharide
Pyrimidine
Imidolactam
Fatty acyl
Tetrahydrofuran
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxamide group
Secondary alcohol
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Azacycle
Organic oxide
Primary alcohol
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0011 g/L	ALOGPS
logP	6.82	ALOGPS
logP	6.86	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	5.88	ChemAxon
pKa (Strongest Basic)	0.35	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	135.18 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	156.95 m³·mol⁻¹	ChemAxon
Polarizability	68.44 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0262910000-5b532787d3d994915f99	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0059-1392500000-98d900ecd815e3f7d06f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01yn-3892300000-cd779ddb81707ef05305	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03e9-0120590000-cd810339a92012436e5f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001l-0311920000-6ae26688bc3a6ff03fe9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01ox-9623300000-5169d2543000c925c69e	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Enocitabine

Chemspider ID

Not Available

ChEBI ID

Not Available

PubChem Compound ID

71734

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Enocitabine (CHEM019171)

Structure for CHEM019171: Enocitabine