Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:49 UTC
Update Date2022-03-07 02:51:40 UTC
HMDB IDHMDB0014585
Secondary Accession Numbers
  • HMDB14585
Metabolite Identification
Common NameEntecavir
DescriptionEntecavir is an oral antiviral drug used in the treatment of hepatitis B infection. It is marketed under the trade name Baraclude (BMS). Entecavir is a guanine analogue that inhibits all three steps in the viral replication process, and the manufacturer claims that it is more efficacious than previous agents used to treat hepatitis B (lamivudine and adefovir). It was approved by the U.S. Food and Drug Administration (FDA) in March 2005.
Structure
Data?1582753196
Synonyms
ValueSource
BaracludeHMDB
EntecavirChEBI
Chemical FormulaC12H15N5O3
Average Molecular Weight277.2792
Monoisotopic Molecular Weight277.117489371
IUPAC Name2-amino-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylidenecyclopentyl]-6,9-dihydro-3H-purin-6-one
Traditional Nameentecavir
CAS Registry Number142217-69-4
SMILES
NC1=NC(=O)C2=C(N1)N(C=N2)[C@H]1C[C@H](O)[C@@H](CO)C1=C
InChI Identifier
InChI=1S/C12H15N5O3/c1-5-6(3-18)8(19)2-7(5)17-4-14-9-10(17)15-12(13)16-11(9)20/h4,6-8,18-19H,1-3H2,(H3,13,15,16,20)/t6-,7-,8-/m0/s1
InChI KeyQDGZDCVAUDNJFG-FXQIFTODSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nucleoside and nucleotide analogues. These are analogues of nucleosides and nucleotides. These include phosphonated nucleosides, C-glycosylated nucleoside bases, analogues where the sugar unit is a pyranose, and carbocyclic nucleosides, among others.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassNucleoside and nucleotide analogues
Sub ClassNot Available
Direct ParentNucleoside and nucleotide analogues
Alternative Parents
Substituents
  • 6-oxopurine
  • Hypoxanthine
  • Purinone
  • Purine
  • Imidazopyrimidine
  • Aminopyrimidine
  • Pyrimidone
  • Cyclopentanol
  • Pyrimidine
  • N-substituted imidazole
  • Azole
  • Cyclic alcohol
  • Heteroaromatic compound
  • Imidazole
  • Vinylogous amide
  • Secondary alcohol
  • Azacycle
  • Organoheterocyclic compound
  • Primary alcohol
  • Primary amine
  • Alcohol
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Organonitrogen compound
  • Organooxygen compound
  • 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 PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility6.59 g/LNot Available
LogP-0.8Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility6.59 g/LALOGPS
logP-0.81ALOGPS
logP-1.4ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)8ChemAxon
pKa (Strongest Basic)2.77ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area125.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity71 m³·mol⁻¹ChemAxon
Polarizability27.31 ųChemAxon
Number of Rings3ChemAxon
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]+164.33531661259
DarkChem[M-H]-161.37631661259
DeepCCS[M+H]+165.79430932474
DeepCCS[M-H]-163.43630932474
DeepCCS[M-2H]-197.79330932474
DeepCCS[M+Na]+172.97830932474
AllCCS[M+H]+163.632859911
AllCCS[M+H-H2O]+160.132859911
AllCCS[M+NH4]+166.832859911
AllCCS[M+Na]+167.732859911
AllCCS[M-H]-163.332859911
AllCCS[M+Na-2H]-162.832859911
AllCCS[M+HCOO]-162.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
EntecavirNC1=NC(=O)C2=C(N1)N(C=N2)[C@H]1C[C@H](O)[C@@H](CO)C1=C3464.6Standard polar33892256
EntecavirNC1=NC(=O)C2=C(N1)N(C=N2)[C@H]1C[C@H](O)[C@@H](CO)C1=C2086.0Standard non polar33892256
EntecavirNC1=NC(=O)C2=C(N1)N(C=N2)[C@H]1C[C@H](O)[C@@H](CO)C1=C3103.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Entecavir,1TMS,isomer #1C=C1[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO2656.7Semi standard non polar33892256
Entecavir,1TMS,isomer #2C=C1[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C2634.8Semi standard non polar33892256
Entecavir,1TMS,isomer #3C=C1[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO2668.5Semi standard non polar33892256
Entecavir,1TMS,isomer #4C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)C[C@H](O)[C@H]1CO2734.2Semi standard non polar33892256
Entecavir,2TMS,isomer #1C=C1[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C2585.8Semi standard non polar33892256
Entecavir,2TMS,isomer #2C=C1[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO2592.0Semi standard non polar33892256
Entecavir,2TMS,isomer #3C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO2659.6Semi standard non polar33892256
Entecavir,2TMS,isomer #4C=C1[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C2566.1Semi standard non polar33892256
Entecavir,2TMS,isomer #5C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C2633.3Semi standard non polar33892256
Entecavir,2TMS,isomer #6C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO2596.5Semi standard non polar33892256
Entecavir,2TMS,isomer #7C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO2666.7Semi standard non polar33892256
Entecavir,3TMS,isomer #1C=C1[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C2592.1Semi standard non polar33892256
Entecavir,3TMS,isomer #1C=C1[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C2779.8Standard non polar33892256
Entecavir,3TMS,isomer #1C=C1[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C3846.3Standard polar33892256
Entecavir,3TMS,isomer #2C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C2642.0Semi standard non polar33892256
Entecavir,3TMS,isomer #2C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C2738.9Standard non polar33892256
Entecavir,3TMS,isomer #2C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C3997.6Standard polar33892256
Entecavir,3TMS,isomer #3C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO2619.7Semi standard non polar33892256
Entecavir,3TMS,isomer #3C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO2861.1Standard non polar33892256
Entecavir,3TMS,isomer #3C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO3682.5Standard polar33892256
Entecavir,3TMS,isomer #4C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO2655.2Semi standard non polar33892256
Entecavir,3TMS,isomer #4C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO2772.0Standard non polar33892256
Entecavir,3TMS,isomer #4C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO3741.7Standard polar33892256
Entecavir,3TMS,isomer #5C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C2599.1Semi standard non polar33892256
Entecavir,3TMS,isomer #5C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C2920.3Standard non polar33892256
Entecavir,3TMS,isomer #5C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C3691.0Standard polar33892256
Entecavir,3TMS,isomer #6C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C2636.1Semi standard non polar33892256
Entecavir,3TMS,isomer #6C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C2825.1Standard non polar33892256
Entecavir,3TMS,isomer #6C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C3753.0Standard polar33892256
Entecavir,3TMS,isomer #7C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO2699.1Semi standard non polar33892256
Entecavir,3TMS,isomer #7C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO2921.4Standard non polar33892256
Entecavir,3TMS,isomer #7C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO3637.9Standard polar33892256
Entecavir,4TMS,isomer #1C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C2664.7Semi standard non polar33892256
Entecavir,4TMS,isomer #1C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C2882.9Standard non polar33892256
Entecavir,4TMS,isomer #1C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C3455.1Standard polar33892256
Entecavir,4TMS,isomer #2C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C2684.9Semi standard non polar33892256
Entecavir,4TMS,isomer #2C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C2809.2Standard non polar33892256
Entecavir,4TMS,isomer #2C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C3509.8Standard polar33892256
Entecavir,4TMS,isomer #3C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO2727.3Semi standard non polar33892256
Entecavir,4TMS,isomer #3C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO2895.5Standard non polar33892256
Entecavir,4TMS,isomer #3C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO3378.7Standard polar33892256
Entecavir,4TMS,isomer #4C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C2708.0Semi standard non polar33892256
Entecavir,4TMS,isomer #4C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C2946.4Standard non polar33892256
Entecavir,4TMS,isomer #4C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C3393.4Standard polar33892256
Entecavir,5TMS,isomer #1C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C2767.3Semi standard non polar33892256
Entecavir,5TMS,isomer #1C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C2922.9Standard non polar33892256
Entecavir,5TMS,isomer #1C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C)[C@H]1CO[Si](C)(C)C3188.6Standard polar33892256
Entecavir,1TBDMS,isomer #1C=C1[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO2841.5Semi standard non polar33892256
Entecavir,1TBDMS,isomer #2C=C1[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C(C)(C)C2841.4Semi standard non polar33892256
Entecavir,1TBDMS,isomer #3C=C1[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO2874.5Semi standard non polar33892256
Entecavir,1TBDMS,isomer #4C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)C[C@H](O)[C@H]1CO2906.3Semi standard non polar33892256
Entecavir,2TBDMS,isomer #1C=C1[C@@H](N2C=NC3=C2[NH]C(N)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C2969.0Semi standard non polar33892256
Entecavir,2TBDMS,isomer #2C=C1[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO2938.3Semi standard non polar33892256
Entecavir,2TBDMS,isomer #3C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO3004.8Semi standard non polar33892256
Entecavir,2TBDMS,isomer #4C=C1[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C(C)(C)C2952.4Semi standard non polar33892256
Entecavir,2TBDMS,isomer #5C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C(C)(C)C3008.6Semi standard non polar33892256
Entecavir,2TBDMS,isomer #6C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO3013.5Semi standard non polar33892256
Entecavir,2TBDMS,isomer #7C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO3050.8Semi standard non polar33892256
Entecavir,3TBDMS,isomer #1C=C1[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C3138.6Semi standard non polar33892256
Entecavir,3TBDMS,isomer #1C=C1[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C3453.2Standard non polar33892256
Entecavir,3TBDMS,isomer #1C=C1[C@@H](N2C=NC3=C2[NH]C(N[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C3904.0Standard polar33892256
Entecavir,3TBDMS,isomer #2C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C3191.0Semi standard non polar33892256
Entecavir,3TBDMS,isomer #2C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C3377.7Standard non polar33892256
Entecavir,3TBDMS,isomer #2C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C4009.7Standard polar33892256
Entecavir,3TBDMS,isomer #3C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO3153.4Semi standard non polar33892256
Entecavir,3TBDMS,isomer #3C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO3521.1Standard non polar33892256
Entecavir,3TBDMS,isomer #3C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO3747.8Standard polar33892256
Entecavir,3TBDMS,isomer #4C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO3169.9Semi standard non polar33892256
Entecavir,3TBDMS,isomer #4C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO3457.0Standard non polar33892256
Entecavir,3TBDMS,isomer #4C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO3785.0Standard polar33892256
Entecavir,3TBDMS,isomer #5C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C(C)(C)C3168.3Semi standard non polar33892256
Entecavir,3TBDMS,isomer #5C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C(C)(C)C3562.0Standard non polar33892256
Entecavir,3TBDMS,isomer #5C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C(C)(C)C3771.4Standard polar33892256
Entecavir,3TBDMS,isomer #6C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C(C)(C)C3202.5Semi standard non polar33892256
Entecavir,3TBDMS,isomer #6C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C(C)(C)C3496.9Standard non polar33892256
Entecavir,3TBDMS,isomer #6C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C(C)(C)C3808.7Standard polar33892256
Entecavir,3TBDMS,isomer #7C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO3226.1Semi standard non polar33892256
Entecavir,3TBDMS,isomer #7C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO3582.5Standard non polar33892256
Entecavir,3TBDMS,isomer #7C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO3704.8Standard polar33892256
Entecavir,4TBDMS,isomer #1C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C3336.7Semi standard non polar33892256
Entecavir,4TBDMS,isomer #1C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C3706.6Standard non polar33892256
Entecavir,4TBDMS,isomer #1C=C1[C@@H](N2C=NC3=C2[NH]C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C3675.9Standard polar33892256
Entecavir,4TBDMS,isomer #2C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C3370.4Semi standard non polar33892256
Entecavir,4TBDMS,isomer #2C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C3652.6Standard non polar33892256
Entecavir,4TBDMS,isomer #2C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C3720.1Standard polar33892256
Entecavir,4TBDMS,isomer #3C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO3388.4Semi standard non polar33892256
Entecavir,4TBDMS,isomer #3C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO3711.9Standard non polar33892256
Entecavir,4TBDMS,isomer #3C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO3590.4Standard polar33892256
Entecavir,4TBDMS,isomer #4C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C(C)(C)C3411.7Semi standard non polar33892256
Entecavir,4TBDMS,isomer #4C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C(C)(C)C3752.8Standard non polar33892256
Entecavir,4TBDMS,isomer #4C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O)[C@H]1CO[Si](C)(C)C(C)(C)C3615.9Standard polar33892256
Entecavir,5TBDMS,isomer #1C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C3570.2Semi standard non polar33892256
Entecavir,5TBDMS,isomer #1C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C3869.2Standard non polar33892256
Entecavir,5TBDMS,isomer #1C=C1[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC3=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CO[Si](C)(C)C(C)(C)C3543.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Entecavir GC-MS (Non-derivatized) - 70eV, Positivesplash10-001j-3190000000-4c1e30013236fcf851e82017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Entecavir GC-MS (2 TMS) - 70eV, Positivesplash10-0a4l-4009600000-59f2f642d2b55baa6f982017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Entecavir GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Entecavir 10V, Positive-QTOFsplash10-03fr-0090000000-fece17372f19f5c56b9b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Entecavir 20V, Positive-QTOFsplash10-03dl-4190000000-2224afe131c0d7ffddeb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Entecavir 40V, Positive-QTOFsplash10-0udi-2940000000-a8c2e92ba3db7d5cb6112016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Entecavir 10V, Negative-QTOFsplash10-004i-0090000000-f7f436db2922d84e90de2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Entecavir 20V, Negative-QTOFsplash10-0kdi-0290000000-c1ee67566ff6950ae6f02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Entecavir 40V, Negative-QTOFsplash10-0zfu-5930000000-de30bdfb5293971801042016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Entecavir 10V, Negative-QTOFsplash10-004i-0190000000-7ffc04d8ffba36aeed922021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Entecavir 20V, Negative-QTOFsplash10-0fb9-0590000000-1b65c7578c809b7086332021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Entecavir 40V, Negative-QTOFsplash10-0a4l-3910000000-a8e292ae929a7d25bd822021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Entecavir 10V, Positive-QTOFsplash10-0fb9-0890000000-debf13b5f5c0600815542021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Entecavir 20V, Positive-QTOFsplash10-0fb9-0490000000-e8b9bbbb389fdfb1560f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Entecavir 40V, Positive-QTOFsplash10-0udi-1920000000-f30d5851e10d4f2b16c52021-09-25Wishart 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
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00442 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00442 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00442
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID135679
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkEntecavir
METLIN IDNot Available
PubChem Compound153941
PDB IDNot Available
ChEBI ID473990
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 ReferencesNot Available