ContaminantDB: Aciclovir

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

Record Information

Version

1.0

Creation Date

2016-05-20 16:18:07 UTC

Update Date

2016-11-09 01:15:20 UTC

Accession Number

CHEM016183

Identification

Common Name

Aciclovir

Class

Small Molecule

Description

Aciclovir is a nucleotide analog antiviral used to treat herpes simplex, _Varicella zoster_, herpes zoster, herpes labialis, and acute herpetic keratitis. Aciclovir is generally used first line in the treatment of these viruses and some products are indicated for patients as young as 6 years old. Aciclovir was granted FDA approval on 29 March 1982.

Contaminant Sources

HMDB Contaminants - Urine
IARC Carcinogens Group 3
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Aciclovirum	ChEBI
Acycloguanosine	ChEBI
Zovir	ChEBI
Acyclovir	Kegg
Sitavig	Kegg
Zovirax	Kegg
9-Hyroxyethoxymethylguanine	HMDB
AC2	HMDB
Aciclovier	HMDB
Wellcome-248u	HMDB
9-((2-Hydroxyethoxy)methyl)guanine	HMDB
Abello brand OF aciclovir	HMDB
Aciclovir betapharm brand	HMDB
Aciclovir fabrigen brand	HMDB
Aciclovir grin brand	HMDB
Aciclovir liomont brand	HMDB
Aciclovir novartis brand	HMDB
Aciclovir zyma brand	HMDB
Aciclovir CT-arzneimittel brand	HMDB
Acyclo V	HMDB
Britisfarma brand OF aciclovir sodium salt	HMDB
Bull brand OF aciclovir	HMDB
Fustery brand OF aciclovir	HMDB
Hexal brand OF aciclovir sodium salt	HMDB
Isis brand OF aciclovir	HMDB
Novag brand OF aciclovir	HMDB
Opthavir	HMDB
Pensa brand OF aciclovir	HMDB
Rentschler brand OF aciclovir	HMDB
Sanorania brand OF aciclovir sodium salt	HMDB
Warner-lambert brand OF aciclovir	HMDB
Wellcome brand OF aciclovir	HMDB
Wellcome brand OF aciclovir sodium salt	HMDB
Zoliparin	HMDB
Zovirax for injection	HMDB
Curasan brand OF aciclovir sodium salt	HMDB
Aciclobeta	HMDB
Aciclovir amrad brand	HMDB
Aciclovir fustery brand	HMDB
Aciclovir mann brand	HMDB
Aciclovir niddapharm brand	HMDB
Aciclovir sanorania brand	HMDB
Aciclovir ursapharm brand	HMDB
Aciclovir-sanorania	HMDB
Activir	HMDB
Acyclo-V	HMDB
Alcon brand OF aciclovir	HMDB
Alonga brand OF aciclovir	HMDB
Avirax	HMDB
Azupharma brand OF aciclovir	HMDB
Cicloferon	HMDB
Clonmel brand OF aciclovir	HMDB
Cusiviral	HMDB
Dermapharm brand OF aciclovir	HMDB
Fabrigen brand OF aciclovir	HMDB
Grünenthal brand OF aciclovir sodium salt	HMDB
Herpofug	HMDB
Herpoviric	HMDB
Hexal brand OF aciclovir	HMDB
Isavir	HMDB
Milavir	HMDB
Parke davis brand OF aciclovir	HMDB
Pharma investi brand OF aciclovir	HMDB
ViraxPuren	HMDB
Virherpes	HMDB
Virolex	HMDB
Virzin	HMDB
Warner wellcome brand OF aciclovir	HMDB
Wolff brand OF aciclovir	HMDB
Zyclir	HMDB
Zyma brand OF aciclovir	HMDB
CT Arzneimittel brand OF aciclovir	HMDB
Aci sanorania	HMDB
Acic	HMDB
Aciclovir alonga	HMDB
Aciclovir britisfarma brand	HMDB
Aciclovir grünenthal brand	HMDB
Aciclovir isis brand	HMDB
Aciclovir kendrick brand	HMDB
Aciclovir lichtenstein brand	HMDB
Aciclovir menarini brand	HMDB
Aciclovir sanorania	HMDB
Aciclovir stada brand	HMDB
Aciclovir tad brand	HMDB
Aciclovir warner-lambert brand	HMDB
Aciclovir wellcome brand	HMDB
Aciclovir wolff brand	HMDB
Acifur	HMDB
Amrad brand OF aciclovir	HMDB
Antiherpes creme	HMDB
Britisfarma brand OF aciclovir	HMDB
Genvir	HMDB
Glaxo wellcome brand OF aciclovir	HMDB
Grünenthal brand OF aciclovir	HMDB
Herpetad	HMDB
Laciken	HMDB
Lichtenstein brand OF aciclovir	HMDB
Mapox	HMDB
Maynar	HMDB
Menarini brand OF aciclovir	HMDB
Pisa brand OF aciclovir	HMDB
Rentschler brand OF aciclovir sodium salt	HMDB
Stada brand OF aciclovir	HMDB
TAD brand OF aciclovir	HMDB
Ursapharm brand OF aciclovir	HMDB
Viclovir	HMDB
Virax puren	HMDB
Virax-puren	HMDB
Virmen	HMDB
Virupos	HMDB
Warner lambert brand OF aciclovir	HMDB
Wellcome 248u	HMDB
Wellcome248u	HMDB
Yamanouchi brand OF aciclovir	HMDB
Aciclovir von CT	HMDB
Aci-sanorania	HMDB
Aciclostad	HMDB
Aciclovir abello brand	HMDB
Aciclovir alcon brand	HMDB
Aciclovir alphapharm brand	HMDB
Aciclovir azupharma brand	HMDB
Aciclovir clonmel brand	HMDB
Aciclovir dermapharm brand	HMDB
Aciclovir hexal brand	HMDB
Aciclovir novag brand	HMDB
Aciclovir pensa brand	HMDB
Aciclovir pisa brand	HMDB
Aciclovir rentschler brand	HMDB
Aciclovir yamanouchi brand	HMDB
Acipen solutab	HMDB
Acivir	HMDB
Acyclovir sodium	HMDB
Alonga brand OF aciclovir sodium salt	HMDB
Alphapharm brand OF aciclovir	HMDB
Betapharm brand OF aciclovir	HMDB
Clonorax	HMDB
Glaxo wellcome brand OF aciclovir sodium salt	HMDB
Grin brand OF aciclovir	HMDB
Herpotern	HMDB
Kendrick brand OF aciclovir	HMDB
Liomont brand OF aciclovir	HMDB
Mann brand OF aciclovir	HMDB
Menarini brand OF aciclovir sodium salt	HMDB
Niddapharm brand OF aciclovir	HMDB
Novartis brand OF aciclovir	HMDB
Pensa brand OF aciclovir sodium salt	HMDB
Sanorania brand OF aciclovir	HMDB
Sodium, acyclovir	HMDB
Solutab, acipen	HMDB
Supraviran	HMDB
Vipral	HMDB
CT-Arzneimittel brand OF aciclovir	HMDB
Aciclovir granules	HMDB
Aciclovir ophthalmic oinment	HMDB
Aciclovir tablets	HMDB
Alonga, aciclovir	HMDB
Aciclovir	ChEBI

Chemical Formula

C₈H₁₁N₅O₃

Average Molecular Mass

225.205 g/mol

Monoisotopic Mass

225.086 g/mol

CAS Registry Number

59277-89-3

IUPAC Name

2-amino-9-[(2-hydroxyethoxy)methyl]-6,9-dihydro-3H-purin-6-one

Traditional Name

zovirax

SMILES

NC1=NC(=O)C2=C(N1)N(COCCO)C=N2

InChI Identifier

InChI=1S/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14/h3,14H,1-2,4H2,(H3,9,11,12,15)

InChI Key

MKUXAQIIEYXACX-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as hypoxanthines. Hypoxanthines are compounds containing the purine derivative 1H-purin-6(9H)-one. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Hypoxanthines

Alternative Parents

Substituents

6-oxopurine
Hypoxanthine
Aminopyrimidine
Pyrimidone
N-substituted imidazole
Pyrimidine
Azole
Imidazole
Heteroaromatic compound
Vinylogous amide
Azacycle
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Alcohol
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

oxopurine (CHEBI:2453 )
2-aminopurines (CHEBI:2453 )

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	9.08 g/L	ALOGPS
logP	-0.95	ALOGPS
logP	-1	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	7.99	ChemAxon
pKa (Strongest Basic)	2.63	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	114.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	54.63 m³·mol⁻¹	ChemAxon
Polarizability	21.51 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0il4-4900000000-e7f4be9e9211bcd07ea1	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-008a-9580000000-295761ea9247315168aa	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-001i-4952000000-c2782962b5849c9d5395	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-00di-0090000000-59599385810ae2952ce5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-00di-0290000000-9410504409e66bcd08f9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0uyi-1900000000-0930eb38cecf2a197001	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-05nf-4900000000-10d8c1e33c5d46d6ff80	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-05mo-9600000000-e25ed55283d7d66d80c5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-004i-0390000000-079dc309c9ffbbde3375	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0udi-0900000000-201a17a51960fdc3bcef	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0udi-0900000000-6c63ec4268a52381191c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0f79-1900000000-20fdfa17569c6b2f479f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-000i-2900000000-4f7a822e6652ec471aee	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , positive	splash10-0udi-0900000000-69b23ed6f334f4571ecc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0udr-2910100000-2b1624536b0084ca299c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-00or-0890000000-c00a24351768660eb75b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0090000000-350b8cde3f85dfe7b68c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-0f79-0900000000-6d61daf5cbe77981ab93	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ufr-0940000000-0b6cdb1810607b80dcf0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-f414bb6c66d7d6a9e87f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0lz0-0900000000-965fbda32a0fe68f4c8b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-3590000000-ca962b44ebac1bef4412	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0kmi-2930000000-1b8b208aa827ae1f11e7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-5900000000-c41b0d5e328742b24c7e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0920000000-6ab04fe3272f005e439b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-d9363288470f40f72ed6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-114j-2900000000-7d52f8e94193bafc8721	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum