Aciclovir (CED0001748)

Record Information

Version

1.0

Creation Date

2016-05-20 16:18:07 UTC

Update Date

2026-08-24 12:22:18 UTC

Accession Number

CHEM016183

Identification

Common Name

Aciclovir

Class

Small Molecule

Description

Aciclovir is an organic compound with the chemical formula C8H11N5O3 and an average molecular weight of 225.20 g/mol. Aciclovir belongs to the purines and purine derivatives, a subclass of imidazopyrimidines within the organic compounds. In terms of biological activity, it acts as an inhibitor of the DNA polymerase catalytic subunit. The substance is found in or released from eight recorded sources. These include drinking water and water supply (drinking water), electrical and electronic equipment (antennas), building and construction (tents or canopies, floors), and healthcare, pharmaceuticals and veterinary products, specifically including antivirals, antiinfectives, antibiotics, and chemotherapeutics. Recorded exposure routes for the compound include oral, intravenous, inhalation, buccal, cutaneous, topical, and ophthalmic pathways.

Contaminant Type

Human Neurotoxin

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

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

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	Yes	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	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0il4-4900000000-e7f4be9e9211bcd07ea1	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-008a-9580000000-295761ea9247315168aa	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-4952000000-c2782962b5849c9d5395	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0090000000-59599385810ae2952ce5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0290000000-9410504409e66bcd08f9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uyi-1900000000-0930eb38cecf2a197001	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-05nf-4900000000-10d8c1e33c5d46d6ff80	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-05mo-9600000000-e25ed55283d7d66d80c5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0390000000-079dc309c9ffbbde3375	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0900000000-201a17a51960fdc3bcef	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0900000000-6c63ec4268a52381191c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f79-1900000000-20fdfa17569c6b2f479f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-2900000000-4f7a822e6652ec471aee	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0900000000-69b23ed6f334f4571ecc	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udr-2910100000-2b1624536b0084ca299c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00or-0890000000-c00a24351768660eb75b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0090000000-350b8cde3f85dfe7b68c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f79-0900000000-6d61daf5cbe77981ab93	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ufr-0940000000-0b6cdb1810607b80dcf0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0900000000-f414bb6c66d7d6a9e87f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0lz0-0900000000-965fbda32a0fe68f4c8b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-3590000000-ca962b44ebac1bef4412	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0kmi-2930000000-1b8b208aa827ae1f11e7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-5900000000-c41b0d5e328742b24c7e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0920000000-6ab04fe3272f005e439b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0900000000-d9363288470f40f72ed6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-114j-2900000000-7d52f8e94193bafc8721	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0390000000-0a9c1d4edcedbed2340b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0900000000-1d73010c5f0b844c02d3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-6900000000-0f82d7a1ffd6b3ccdc85	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
1542.0	Log mg/kg	[870:2700]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
115	Drinking water	Drinking water & water supply	Not Available
306	Antibiotics	Healthcare, pharmaceuticals & veterinary products	Not Available
307	Chemotherapeutics	Healthcare, pharmaceuticals & veterinary products	Not Available
351	Antivirals	Healthcare, pharmaceuticals & veterinary products	Not Available
395	Antiinfectives	Healthcare, pharmaceuticals & veterinary products	Not Available
497	Floors	Building & Construction	Not Available
503	Tents Or Canopies	Building & Construction	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available

Pathways

2 pathways

Acyclovir Action Pathway (New)

Valacyclovir Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Serine/threonine protein kinase UL97	P16788	HHV-5	Predicted (SEA)	0.544945
Click to view 3D structure	Xanthine-guanine phosphoribosyltransferase	P0A9M5	Escherichia coli (strain K12)	Predicted (SEA)	0.856341
Click to view 3D structure	Uridine phosphorylase 1	P52624	Mus musculus	Predicted (SEA)	0.622794
Click to view 3D structure	Hypoxanthine-guanine-xanthine phosphoribosyltransferase	P20035	Plasmodium falciparum (isolate FCR-3 / Gambia)	Predicted (SEA)	1.63483
Click to view 3D structure	Hypoxanthine-guanine phosphoribosyltransferase	P00492	Humans	Predicted (SEA)	1.40129
Click to view 3D structure	Cyclic di-GMP phosphodiesterase RocR	Q9HX69	Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228)	Predicted (SEA)	6.07224
Click to view 3D structure	Hypoxanthine-guanine phosphoribosyltransferase	P9WHQ9	Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)	Predicted (SEA)	2.88042
Click to view 3D structure	Purine nucleoside phosphorylase	P00491	Humans	Predicted (SEA)	6.07224
Click to view 3D structure	Inosine-uridine preferring nucleoside hydrolase	Q27546	Crithidia fasciculata	Predicted (SEA)	17.5161
Click to view 3D structure	Inosine-adenosine-guanosine-nucleoside hydrolase	O15727	Trypanosoma brucei brucei	Predicted (SEA)	17.5161
Click to view 3D structure	Xanthine dehydrogenase	O54050	Rhodobacter capsulatus	Predicted (SEA)	1.71268
Click to view 3D structure	Uridine phosphorylase 1	Q16831	Humans	Predicted (SEA)	0.700643
Click to view 3D structure	Queuine tRNA-ribosyltransferase catalytic subunit 1	Q9BXR0	Humans	Predicted (SEA)	19.5402
Click to view 3D structure	DNA polymerase subunit gamma-1	P54098	Humans	Predicted (SEA)	8.40772
Click to view 3D structure	Adenosine receptor A2a	P29274	Humans	Predicted (SEA)	1438.89
Click to view 3D structure	Adenosine receptor A1	P25099	Rattus norvegicus	Predicted (SEA)	958.48
Click to view 3D structure	Adenosine receptor A2b	P29275	Humans	Predicted (SEA)	1404.4
Click to view 3D structure	Dihydropteroate synthase	P0AC13	Escherichia coli (strain K12)	Predicted (SEA)	5.2159
Click to view 3D structure	Adenosine receptor A2a	P30543	Rattus norvegicus	Predicted (SEA)	1077.59
Click to view 3D structure	Alpha-1-antichymotrypsin	P01011	Humans	Predicted (SEA)	53.4824
Click to view 3D structure	Cyclin-dependent kinase 2	P24941	Humans	Predicted (SEA)	5148.64
Click to view 3D structure	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	Q8BTI9	Mus musculus	Predicted (SEA)	104.318
Click to view 3D structure	Glycogen synthase kinase-3 beta	P49841	Humans	Predicted (SEA)	5753.99
Click to view 3D structure	Adenosine receptor A3	P0DMS8	Humans	Predicted (SEA)	2878.01
Click to view 3D structure	RAC-alpha serine/threonine-protein kinase	P31749	Humans	Predicted (SEA)	5229.52