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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:50 UTC
Update Date2022-03-07 02:51:47 UTC
HMDB IDHMDB0014925
Secondary Accession Numbers
  • HMDB14925
Metabolite Identification
Common NameAciclovir
DescriptionAciclovir is only found in individuals that have used or taken this drug. It is a guanosine analog that acts as an antimetabolite. Viruses are especially susceptible. Used especially against herpes. [PubChem]Viral (HSV-1, HSV-2 and VZV) thymidine kinase converts aciclovir to the aciclovir monophosphate, which is then converted to the diphosphate by cellular guanylate kinase, and finally to the triphosphate by phosphoglycerate kinase, phosphoenolpyruvate carboxykinase, and pyruvate kinase. Aciclovir triphosphate competitively inhibits viral DNA polymerase and competes with the natural deoxyguanosine triphosphate, for incorporation into viral DNA. Once incorporated, aciclovir triphosphate inhibits DNA synthesis by acting as a chain terminator.
Structure
Data?1582753236
Synonyms
ValueSource
AciclovirumChEBI
AcycloguanosineChEBI
ZovirChEBI
AcyclovirKegg
SitavigKegg
ZoviraxKegg
9-HyroxyethoxymethylguanineHMDB
AC2HMDB
AciclovierHMDB
Wellcome-248uHMDB
9-((2-Hydroxyethoxy)methyl)guanineHMDB
Abello brand OF aciclovirHMDB
Aciclovir betapharm brandHMDB
Aciclovir fabrigen brandHMDB
Aciclovir grin brandHMDB
Aciclovir liomont brandHMDB
Aciclovir novartis brandHMDB
Aciclovir zyma brandHMDB
Aciclovir CT-arzneimittel brandHMDB
Acyclo VHMDB
Britisfarma brand OF aciclovir sodium saltHMDB
Bull brand OF aciclovirHMDB
Fustery brand OF aciclovirHMDB
Hexal brand OF aciclovir sodium saltHMDB
Isis brand OF aciclovirHMDB
Novag brand OF aciclovirHMDB
OpthavirHMDB
Pensa brand OF aciclovirHMDB
Rentschler brand OF aciclovirHMDB
Sanorania brand OF aciclovir sodium saltHMDB
Warner-lambert brand OF aciclovirHMDB
Wellcome brand OF aciclovirHMDB
Wellcome brand OF aciclovir sodium saltHMDB
ZoliparinHMDB
Zovirax for injectionHMDB
Curasan brand OF aciclovir sodium saltHMDB
AciclobetaHMDB
Aciclovir amrad brandHMDB
Aciclovir fustery brandHMDB
Aciclovir mann brandHMDB
Aciclovir niddapharm brandHMDB
Aciclovir sanorania brandHMDB
Aciclovir ursapharm brandHMDB
Aciclovir-sanoraniaHMDB
ActivirHMDB
Acyclo-VHMDB
Alcon brand OF aciclovirHMDB
Alonga brand OF aciclovirHMDB
AviraxHMDB
Azupharma brand OF aciclovirHMDB
CicloferonHMDB
Clonmel brand OF aciclovirHMDB
CusiviralHMDB
Dermapharm brand OF aciclovirHMDB
Fabrigen brand OF aciclovirHMDB
Grünenthal brand OF aciclovir sodium saltHMDB
HerpofugHMDB
HerpoviricHMDB
Hexal brand OF aciclovirHMDB
IsavirHMDB
MilavirHMDB
Parke davis brand OF aciclovirHMDB
Pharma investi brand OF aciclovirHMDB
ViraxPurenHMDB
VirherpesHMDB
VirolexHMDB
VirzinHMDB
Warner wellcome brand OF aciclovirHMDB
Wolff brand OF aciclovirHMDB
ZyclirHMDB
Zyma brand OF aciclovirHMDB
CT Arzneimittel brand OF aciclovirHMDB
Aci sanoraniaHMDB
AcicHMDB
Aciclovir alongaHMDB
Aciclovir britisfarma brandHMDB
Aciclovir grünenthal brandHMDB
Aciclovir isis brandHMDB
Aciclovir kendrick brandHMDB
Aciclovir lichtenstein brandHMDB
Aciclovir menarini brandHMDB
Aciclovir sanoraniaHMDB
Aciclovir stada brandHMDB
Aciclovir tad brandHMDB
Aciclovir warner-lambert brandHMDB
Aciclovir wellcome brandHMDB
Aciclovir wolff brandHMDB
AcifurHMDB
Amrad brand OF aciclovirHMDB
Antiherpes cremeHMDB
Britisfarma brand OF aciclovirHMDB
GenvirHMDB
Glaxo wellcome brand OF aciclovirHMDB
Grünenthal brand OF aciclovirHMDB
HerpetadHMDB
LacikenHMDB
Lichtenstein brand OF aciclovirHMDB
MapoxHMDB
MaynarHMDB
Menarini brand OF aciclovirHMDB
Pisa brand OF aciclovirHMDB
Rentschler brand OF aciclovir sodium saltHMDB
Stada brand OF aciclovirHMDB
TAD brand OF aciclovirHMDB
Ursapharm brand OF aciclovirHMDB
ViclovirHMDB
Virax purenHMDB
Virax-purenHMDB
VirmenHMDB
ViruposHMDB
Warner lambert brand OF aciclovirHMDB
Wellcome 248uHMDB
Wellcome248uHMDB
Yamanouchi brand OF aciclovirHMDB
Aciclovir von CTHMDB
Aci-sanoraniaHMDB
AciclostadHMDB
Aciclovir abello brandHMDB
Aciclovir alcon brandHMDB
Aciclovir alphapharm brandHMDB
Aciclovir azupharma brandHMDB
Aciclovir clonmel brandHMDB
Aciclovir dermapharm brandHMDB
Aciclovir hexal brandHMDB
Aciclovir novag brandHMDB
Aciclovir pensa brandHMDB
Aciclovir pisa brandHMDB
Aciclovir rentschler brandHMDB
Aciclovir yamanouchi brandHMDB
Acipen solutabHMDB
AcivirHMDB
Acyclovir sodiumHMDB
Alonga brand OF aciclovir sodium saltHMDB
Alphapharm brand OF aciclovirHMDB
Betapharm brand OF aciclovirHMDB
ClonoraxHMDB
Glaxo wellcome brand OF aciclovir sodium saltHMDB
Grin brand OF aciclovirHMDB
HerpoternHMDB
Kendrick brand OF aciclovirHMDB
Liomont brand OF aciclovirHMDB
Mann brand OF aciclovirHMDB
Menarini brand OF aciclovir sodium saltHMDB
Niddapharm brand OF aciclovirHMDB
Novartis brand OF aciclovirHMDB
Pensa brand OF aciclovir sodium saltHMDB
Sanorania brand OF aciclovirHMDB
Sodium, acyclovirHMDB
Solutab, acipenHMDB
SupraviranHMDB
VipralHMDB
CT-Arzneimittel brand OF aciclovirHMDB
Aciclovir granulesHMDB
Aciclovir ophthalmic oinmentHMDB
Aciclovir tabletsHMDB
Alonga, aciclovirHMDB
AciclovirChEBI
Chemical FormulaC8H11N5O3
Average Molecular Weight225.2046
Monoisotopic Molecular Weight225.086189243
IUPAC Name2-amino-9-[(2-hydroxyethoxy)methyl]-6,9-dihydro-3H-purin-6-one
Traditional Namezovirax
CAS Registry Number59277-89-3
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 KeyMKUXAQIIEYXACX-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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyrimidines
Sub ClassPurines and purine derivatives
Direct ParentHypoxanthines
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 FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point256.5 - 257 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility9.08 g/LNot Available
LogP-1.56KRISTL,A ET AL. (1993)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available146.464http://allccs.zhulab.cn/database/detail?ID=AllCCS00001041
Predicted Molecular Properties
PropertyValueSource
Water Solubility9.08 g/LALOGPS
logP-0.95ALOGPS
logP-1ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)7.99ChemAxon
pKa (Strongest Basic)2.63ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area114.76 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity54.63 m³·mol⁻¹ChemAxon
Polarizability21.51 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+150.45331661259
DarkChem[M-H]-148.4231661259
DeepCCS[M+H]+148.61930932474
DeepCCS[M-H]-146.26130932474
DeepCCS[M-2H]-180.39330932474
DeepCCS[M+Na]+155.20630932474
AllCCS[M+H]+148.832859911
AllCCS[M+H-H2O]+144.932859911
AllCCS[M+NH4]+152.332859911
AllCCS[M+Na]+153.332859911
AllCCS[M-H]-149.132859911
AllCCS[M+Na-2H]-149.232859911
AllCCS[M+HCOO]-149.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
AciclovirNC1=NC(=O)C2=C(N1)N(COCCO)C=N23240.7Standard polar33892256
AciclovirNC1=NC(=O)C2=C(N1)N(COCCO)C=N22279.9Standard non polar33892256
AciclovirNC1=NC(=O)C2=C(N1)N(COCCO)C=N22634.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Aciclovir,1TMS,isomer #1C[Si](C)(C)OCCOCN1C=NC2=C1[NH]C(N)=NC2=O2297.7Semi standard non polar33892256
Aciclovir,1TMS,isomer #2C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N(COCCO)C=N22352.5Semi standard non polar33892256
Aciclovir,1TMS,isomer #3C[Si](C)(C)N1C(N)=NC(=O)C2=C1N(COCCO)C=N22340.6Semi standard non polar33892256
Aciclovir,2TMS,isomer #1C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N(COCCO[Si](C)(C)C)C=N22326.0Semi standard non polar33892256
Aciclovir,2TMS,isomer #1C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N(COCCO[Si](C)(C)C)C=N22586.0Standard non polar33892256
Aciclovir,2TMS,isomer #1C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N(COCCO[Si](C)(C)C)C=N23748.8Standard polar33892256
Aciclovir,2TMS,isomer #2C[Si](C)(C)OCCOCN1C=NC2=C1N([Si](C)(C)C)C(N)=NC2=O2289.8Semi standard non polar33892256
Aciclovir,2TMS,isomer #2C[Si](C)(C)OCCOCN1C=NC2=C1N([Si](C)(C)C)C(N)=NC2=O2513.0Standard non polar33892256
Aciclovir,2TMS,isomer #2C[Si](C)(C)OCCOCN1C=NC2=C1N([Si](C)(C)C)C(N)=NC2=O3714.7Standard polar33892256
Aciclovir,2TMS,isomer #3C[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N(COCCO)C=N2)[Si](C)(C)C2292.4Semi standard non polar33892256
Aciclovir,2TMS,isomer #3C[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N(COCCO)C=N2)[Si](C)(C)C2644.1Standard non polar33892256
Aciclovir,2TMS,isomer #3C[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N(COCCO)C=N2)[Si](C)(C)C3635.4Standard polar33892256
Aciclovir,2TMS,isomer #4C[Si](C)(C)NC1=NC(=O)C2=C(N(COCCO)C=N2)N1[Si](C)(C)C2347.0Semi standard non polar33892256
Aciclovir,2TMS,isomer #4C[Si](C)(C)NC1=NC(=O)C2=C(N(COCCO)C=N2)N1[Si](C)(C)C2617.5Standard non polar33892256
Aciclovir,2TMS,isomer #4C[Si](C)(C)NC1=NC(=O)C2=C(N(COCCO)C=N2)N1[Si](C)(C)C3612.1Standard polar33892256
Aciclovir,3TMS,isomer #1C[Si](C)(C)OCCOCN1C=NC2=C1[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O2339.1Semi standard non polar33892256
Aciclovir,3TMS,isomer #1C[Si](C)(C)OCCOCN1C=NC2=C1[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O2623.7Standard non polar33892256
Aciclovir,3TMS,isomer #1C[Si](C)(C)OCCOCN1C=NC2=C1[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O3298.8Standard polar33892256
Aciclovir,3TMS,isomer #2C[Si](C)(C)NC1=NC(=O)C2=C(N(COCCO[Si](C)(C)C)C=N2)N1[Si](C)(C)C2336.0Semi standard non polar33892256
Aciclovir,3TMS,isomer #2C[Si](C)(C)NC1=NC(=O)C2=C(N(COCCO[Si](C)(C)C)C=N2)N1[Si](C)(C)C2557.2Standard non polar33892256
Aciclovir,3TMS,isomer #2C[Si](C)(C)NC1=NC(=O)C2=C(N(COCCO[Si](C)(C)C)C=N2)N1[Si](C)(C)C3316.3Standard polar33892256
Aciclovir,3TMS,isomer #3C[Si](C)(C)N(C1=NC(=O)C2=C(N(COCCO)C=N2)N1[Si](C)(C)C)[Si](C)(C)C2396.3Semi standard non polar33892256
Aciclovir,3TMS,isomer #3C[Si](C)(C)N(C1=NC(=O)C2=C(N(COCCO)C=N2)N1[Si](C)(C)C)[Si](C)(C)C2674.1Standard non polar33892256
Aciclovir,3TMS,isomer #3C[Si](C)(C)N(C1=NC(=O)C2=C(N(COCCO)C=N2)N1[Si](C)(C)C)[Si](C)(C)C3182.1Standard polar33892256
Aciclovir,4TMS,isomer #1C[Si](C)(C)OCCOCN1C=NC2=C1N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O2407.2Semi standard non polar33892256
Aciclovir,4TMS,isomer #1C[Si](C)(C)OCCOCN1C=NC2=C1N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O2648.4Standard non polar33892256
Aciclovir,4TMS,isomer #1C[Si](C)(C)OCCOCN1C=NC2=C1N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O2929.2Standard polar33892256
Aciclovir,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCOCN1C=NC2=C1[NH]C(N)=NC2=O2545.2Semi standard non polar33892256
Aciclovir,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N(COCCO)C=N22579.2Semi standard non polar33892256
Aciclovir,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N1C(N)=NC(=O)C2=C1N(COCCO)C=N22535.5Semi standard non polar33892256
Aciclovir,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N(COCCO[Si](C)(C)C(C)(C)C)C=N22744.8Semi standard non polar33892256
Aciclovir,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N(COCCO[Si](C)(C)C(C)(C)C)C=N22965.6Standard non polar33892256
Aciclovir,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N(COCCO[Si](C)(C)C(C)(C)C)C=N23680.1Standard polar33892256
Aciclovir,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCCOCN1C=NC2=C1N([Si](C)(C)C(C)(C)C)C(N)=NC2=O2725.2Semi standard non polar33892256
Aciclovir,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCCOCN1C=NC2=C1N([Si](C)(C)C(C)(C)C)C(N)=NC2=O2919.7Standard non polar33892256
Aciclovir,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCCOCN1C=NC2=C1N([Si](C)(C)C(C)(C)C)C(N)=NC2=O3646.6Standard polar33892256
Aciclovir,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N(COCCO)C=N2)[Si](C)(C)C(C)(C)C2709.4Semi standard non polar33892256
Aciclovir,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N(COCCO)C=N2)[Si](C)(C)C(C)(C)C3043.9Standard non polar33892256
Aciclovir,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N(COCCO)C=N2)[Si](C)(C)C(C)(C)C3546.1Standard polar33892256
Aciclovir,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N(COCCO)C=N2)N1[Si](C)(C)C(C)(C)C2754.5Semi standard non polar33892256
Aciclovir,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N(COCCO)C=N2)N1[Si](C)(C)C(C)(C)C2977.1Standard non polar33892256
Aciclovir,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N(COCCO)C=N2)N1[Si](C)(C)C(C)(C)C3511.3Standard polar33892256
Aciclovir,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCOCN1C=NC2=C1[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O2910.0Semi standard non polar33892256
Aciclovir,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCOCN1C=NC2=C1[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O3236.1Standard non polar33892256
Aciclovir,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCOCN1C=NC2=C1[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O3355.6Standard polar33892256
Aciclovir,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N(COCCO[Si](C)(C)C(C)(C)C)C=N2)N1[Si](C)(C)C(C)(C)C2941.7Semi standard non polar33892256
Aciclovir,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N(COCCO[Si](C)(C)C(C)(C)C)C=N2)N1[Si](C)(C)C(C)(C)C3158.7Standard non polar33892256
Aciclovir,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N(COCCO[Si](C)(C)C(C)(C)C)C=N2)N1[Si](C)(C)C(C)(C)C3353.9Standard polar33892256
Aciclovir,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N(COCCO)C=N2)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2934.9Semi standard non polar33892256
Aciclovir,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N(COCCO)C=N2)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3253.6Standard non polar33892256
Aciclovir,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N(COCCO)C=N2)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3246.7Standard polar33892256
Aciclovir,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCOCN1C=NC2=C1N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O3133.6Semi standard non polar33892256
Aciclovir,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCOCN1C=NC2=C1N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O3420.8Standard non polar33892256
Aciclovir,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCOCN1C=NC2=C1N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O3188.4Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Aciclovir GC-MS (Non-derivatized) - 70eV, Positivesplash10-0il4-4900000000-e7f4be9e9211bcd07ea12017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aciclovir GC-MS (1 TMS) - 70eV, Positivesplash10-008a-9580000000-295761ea9247315168aa2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aciclovir GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Aciclovir LC-ESI-qTof , Positive-QTOFsplash10-001i-4952000000-c2782962b5849c9d53952017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aciclovir LC-ESI-QQ , negative-QTOFsplash10-00di-0090000000-59599385810ae2952ce52017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aciclovir LC-ESI-QQ , negative-QTOFsplash10-00di-0290000000-9410504409e66bcd08f92017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aciclovir LC-ESI-QQ , negative-QTOFsplash10-0uyi-1900000000-0930eb38cecf2a1970012017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aciclovir LC-ESI-QQ , negative-QTOFsplash10-05nf-4900000000-10d8c1e33c5d46d6ff802017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aciclovir LC-ESI-QQ , negative-QTOFsplash10-05mo-9600000000-e25ed55283d7d66d80c52017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aciclovir LC-ESI-QQ , positive-QTOFsplash10-004i-0390000000-079dc309c9ffbbde33752017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aciclovir LC-ESI-QQ , positive-QTOFsplash10-0udi-0900000000-201a17a51960fdc3bcef2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aciclovir LC-ESI-QQ , positive-QTOFsplash10-0udi-0900000000-6c63ec4268a52381191c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aciclovir LC-ESI-QQ , positive-QTOFsplash10-0f79-1900000000-20fdfa17569c6b2f479f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aciclovir LC-ESI-QQ , positive-QTOFsplash10-000i-2900000000-4f7a822e6652ec471aee2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aciclovir LC-ESI-IT , positive-QTOFsplash10-0udi-0900000000-69b23ed6f334f4571ecc2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aciclovir , positive-QTOFsplash10-0udr-2910100000-2b1624536b0084ca299c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aciclovir 20V, Positive-QTOFsplash10-00or-0890000000-c00a24351768660eb75b2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aciclovir 10V, Positive-QTOFsplash10-004i-0090000000-350b8cde3f85dfe7b68c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aciclovir 50V, Positive-QTOFsplash10-0f79-0900000000-6d61daf5cbe77981ab932021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aciclovir 10V, Positive-QTOFsplash10-0ufr-0940000000-0b6cdb1810607b80dcf02016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aciclovir 20V, Positive-QTOFsplash10-0udi-0900000000-f414bb6c66d7d6a9e87f2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aciclovir 40V, Positive-QTOFsplash10-0lz0-0900000000-965fbda32a0fe68f4c8b2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aciclovir 10V, Negative-QTOFsplash10-00di-3590000000-ca962b44ebac1bef44122016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aciclovir 20V, Negative-QTOFsplash10-0kmi-2930000000-1b8b208aa827ae1f11e72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aciclovir 40V, Negative-QTOFsplash10-0a4l-5900000000-c41b0d5e328742b24c7e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aciclovir 10V, Positive-QTOFsplash10-0udi-0920000000-6ab04fe3272f005e439b2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aciclovir 20V, Positive-QTOFsplash10-0udi-0900000000-d9363288470f40f72ed62021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aciclovir 40V, Positive-QTOFsplash10-114j-2900000000-7d52f8e94193bafc87212021-10-11Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00787 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00787 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00787
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID1945
KEGG Compound IDC06810
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAcyclovir
METLIN IDNot Available
PubChem Compound2022
PDB IDAC2
ChEBI ID2453
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. O'Brien JJ, Campoli-Richards DM: Acyclovir. An updated review of its antiviral activity, pharmacokinetic properties and therapeutic efficacy. Drugs. 1989 Mar;37(3):233-309. [PubMed:2653790 ]
  2. Gunness P, Aleksa K, Bend J, Koren G: Acyclovir-induced nephrotoxicity: the role of the acyclovir aldehyde metabolite. Transl Res. 2011 Nov;158(5):290-301. doi: 10.1016/j.trsl.2011.07.002. Epub 2011 Aug 3. [PubMed:22005269 ]

Transporters

General function:
Involved in ion transmembrane transporter activity
Specific function:
Translocates a broad array of organic cations with various structures and molecular weights including the model compounds 1-methyl-4-phenylpyridinium (MPP), tetraethylammonium (TEA), N-1-methylnicotinamide (NMN), 4-(4-(dimethylamino)styryl)- N-methylpyridinium (ASP), the endogenous compounds choline, guanidine, histamine, epinephrine, adrenaline, noradrenaline and dopamine, and the drugs quinine, and metformin. The transport of organic cations is inhibited by a broad array of compounds like tetramethylammonium (TMA), cocaine, lidocaine, NMDA receptor antagonists, atropine, prazosin, cimetidine, TEA and NMN, guanidine, cimetidine, choline, procainamide, quinine, tetrabutylammonium, and tetrapentylammonium. Translocates organic cations in an electrogenic and pH-independent manner. Translocates organic cations across the plasma membrane in both directions. Transports the polyamines spermine and spermidine. Transports pramipexole across the basolateral membrane of the proximal tubular epithelial cells. The choline transport is activated by MMTS. Regulated by various intracellular signaling pathways including inhibition by protein kinase A activation, and endogenously activation by the calmodulin complex, the calmodulin- dependent kinase II and LCK tyrosine kinase
Gene Name:
SLC22A1
Uniprot ID:
O15245
Molecular weight:
61187.4
References
  1. Takeda M, Khamdang S, Narikawa S, Kimura H, Kobayashi Y, Yamamoto T, Cha SH, Sekine T, Endou H: Human organic anion transporters and human organic cation transporters mediate renal antiviral transport. J Pharmacol Exp Ther. 2002 Mar;300(3):918-24. [PubMed:11861798 ]
General function:
Involved in ion transmembrane transporter activity
Specific function:
Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS). Mediates the sodium-independent uptake of p- aminohippurate (PAH), ochratoxin (OTA), acyclovir (ACV), 3'-azido- 3-'deoxythymidine (AZT), cimetidine (CMD), 2,4-dichloro- phenoxyacetate (2,4-D), hippurate (HA), indoleacetate (IA), indoxyl sulfate (IS) and 3-carboxy-4-methyl-5-propyl-2- furanpropionate (CMPF), cidofovir, adefovir, 9-(2- phosphonylmethoxyethyl) guanine (PMEG), 9-(2- phosphonylmethoxyethyl) diaminopurine (PMEDAP) and edaravone sulfate. PAH uptake is inhibited by p- chloromercuribenzenesulphonate (PCMBS), diethyl pyrocarbonate (DEPC), sulindac, diclofenac, carprofen, glutarate and okadaic acid. PAH uptake is inhibited by benzothiazolylcysteine (BTC), S-chlorotrifluoroethylcysteine (CTFC), cysteine S-conjugates S-dichlorovinylcysteine (DCVC), furosemide, steviol, phorbol 12-myristate 13-acetate (PMA), calcium ionophore A23187, benzylpenicillin, furosemide, indomethacin, bumetamide, losartan, probenecid, phenol red, urate, and alpha-ketoglutarate
Gene Name:
SLC22A6
Uniprot ID:
Q4U2R8
Molecular weight:
61815.8
References
  1. Takeda M, Khamdang S, Narikawa S, Kimura H, Kobayashi Y, Yamamoto T, Cha SH, Sekine T, Endou H: Human organic anion transporters and human organic cation transporters mediate renal antiviral transport. J Pharmacol Exp Ther. 2002 Mar;300(3):918-24. [PubMed:11861798 ]
  2. Wada S, Tsuda M, Sekine T, Cha SH, Kimura M, Kanai Y, Endou H: Rat multispecific organic anion transporter 1 (rOAT1) transports zidovudine, acyclovir, and other antiviral nucleoside analogs. J Pharmacol Exp Ther. 2000 Sep;294(3):844-9. [PubMed:10945832 ]