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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-15 17:46:37 UTC

Update Date

2021-09-14 15:48:17 UTC

HMDB ID

HMDB0060599

Secondary Accession Numbers

HMDB60599

Metabolite Identification

Common Name

Lamivudine sulfoxide

Description

Lamivudine sulfoxide is a metabolite of nitazoxanide. Nitazoxanide, also known by the brand names Alinia and Annita (and by Daxon, Dexidex, Kidonax, Mitafar, Pacovanton, and Paramix in Mexico, by Nitax, Zox, Nitazox, Niazid and Toza in Bangladesh) is a synthetic nitrothiazolyl-salicylamide derivative and an antiprotozoal agent. Nitazoxanide is a light yellow crystalline powder. It is poorly soluble in ethanol and practically insoluble in water. (Wikipedia)

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 06151310462D          

 16 17  0  0  1  0            999 V2000
    1.3819   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.6605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4559   -4.0144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -5.1768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  2  0  0  0  0
  4  7  1  6  0  0  0
  7  8  1  0  0  0  0
  2  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  2  0  0  0  0
 12 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060599

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC(=O)N(C=C1)[C@H]1CS(=O)[C@@H](CO)O1

> <INCHI_IDENTIFIER>
InChI=1S/C8H11N3O4S/c9-5-1-2-11(8(13)10-5)6-4-16(14)7(3-12)15-6/h1-2,6-7,12H,3-4H2,(H2,9,10,13)/t6-,7+,16?/m1/s1

> <INCHI_KEY>
LJMQAXFNQNADRZ-FYZWQCAOSA-N

> <FORMULA>
C8H11N3O4S

> <MOLECULAR_WEIGHT>
245.256

> <EXACT_MASS>
245.047026545

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
21.739119537686435

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-amino-1-[(2S,5R)-2-(hydroxymethyl)-3-oxo-1,3λ⁴-oxathiolan-5-yl]-1,2-dihydropyrimidin-2-one

> <ALOGPS_LOGP>
-2.12

> <JCHEM_LOGP>
-2.4702643006666665

> <ALOGPS_LOGS>
-0.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.010271574335032

> <JCHEM_PKA_STRONGEST_BASIC>
-0.1363352799777161

> <JCHEM_POLAR_SURFACE_AREA>
105.22

> <JCHEM_REFRACTIVITY>
56.1226

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.06e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-amino-1-[(2S,5R)-2-(hydroxymethyl)-3-oxo-1,3λ⁴-oxathiolan-5-yl]pyrimidin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JUN-13         0                                  
HETATM    1  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.564  -4.680   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM    5  S   UNK     0       1.334  -2.310   0.000  0.00  0.00           S+0
HETATM    6  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.377  -2.739   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.697  -1.233   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       3.009  -5.926   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       4.540  -5.765   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.446  -7.011   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.819  -8.418   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       3.288  -8.578   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.382  -7.333   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.851  -7.494   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       5.725  -9.663   0.000  0.00  0.00           N+0
CONECT    1    2    5                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    1    6                                                  
CONECT    6    5                                                            
CONECT    7    4    8                                                       
CONECT    8    7                                                            
CONECT    9    2   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14                                                            
CONECT   16   12                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0060599
HETATM    1  N1  UNL     1       4.959  -0.548  -1.026  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.584  -0.468  -0.670  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.872   0.706  -0.819  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.539   0.756  -0.466  1.00  0.00           C  
HETATM    5  N2  UNL     1       0.876  -0.308   0.030  1.00  0.00           N  
HETATM    6  C4  UNL     1      -0.493  -0.261   0.393  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.843   0.964   1.254  1.00  0.00           C  
HETATM    8  S1  UNL     1      -2.659   0.770   1.147  1.00  0.00           S  
HETATM    9  O1  UNL     1      -3.066   0.011   2.409  1.00  0.00           O  
HETATM   10  C6  UNL     1      -2.634  -0.459  -0.205  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.680  -0.038  -1.185  1.00  0.00           C  
HETATM   12  O2  UNL     1      -3.511   1.348  -1.400  1.00  0.00           O  
HETATM   13  O3  UNL     1      -1.341  -0.198  -0.716  1.00  0.00           O  
HETATM   14  C8  UNL     1       1.606  -1.443   0.162  1.00  0.00           C  
HETATM   15  O4  UNL     1       0.985  -2.453   0.630  1.00  0.00           O  
HETATM   16  N3  UNL     1       2.906  -1.520  -0.174  1.00  0.00           N  
HETATM   17  H1  UNL     1       5.729  -0.331  -0.357  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.221  -0.832  -1.985  1.00  0.00           H  
HETATM   19  H3  UNL     1       3.395   1.560  -1.214  1.00  0.00           H  
HETATM   20  H4  UNL     1       0.973   1.680  -0.582  1.00  0.00           H  
HETATM   21  H5  UNL     1      -0.734  -1.146   1.024  1.00  0.00           H  
HETATM   22  H6  UNL     1      -0.486   0.820   2.271  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.537   1.901   0.772  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.726  -1.474   0.173  1.00  0.00           H  
HETATM   25  H9  UNL     1      -4.670  -0.194  -0.723  1.00  0.00           H  
HETATM   26  H10 UNL     1      -3.640  -0.591  -2.149  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.625   1.749  -0.484  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3   16   16
CONECT    3    4    4   19
CONECT    4    5   20
CONECT    5    6   14
CONECT    6    7   13   21
CONECT    7    8   22   23
CONECT    8    9    9   10
CONECT   10   11   13   24
CONECT   11   12   25   26
CONECT   12   27
CONECT   14   15   15   16
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Lamivudine sulphoxide	Generator
(R)-Lamivudine sulfoxide	MeSH
Lamivudine impurity H	MeSH
(S)-Lamivudine sulfoxide	MeSH
Lamivudine impurity g	MeSH

Chemical Formula

C₈H₁₁N₃O₄S

Average Molecular Weight

245.256

Monoisotopic Molecular Weight

245.047026545

IUPAC Name

4-amino-1-[(2S,5R)-2-(hydroxymethyl)-3-oxo-1,3λ⁴-oxathiolan-5-yl]-1,2-dihydropyrimidin-2-one

Traditional Name

4-amino-1-[(2S,5R)-2-(hydroxymethyl)-3-oxo-1,3λ⁴-oxathiolan-5-yl]pyrimidin-2-one

CAS Registry Number

Not Available

SMILES

NC1=NC(=O)N(C=C1)[C@H]1CS(=O)[C@@H](CO)O1

InChI Identifier

InChI=1S/C8H11N3O4S/c9-5-1-2-11(8(13)10-5)6-4-16(14)7(3-12)15-6/h1-2,6-7,12H,3-4H2,(H2,9,10,13)/t6-,7+,16?/m1/s1

InChI Key

LJMQAXFNQNADRZ-FYZWQCAOSA-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.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Nucleoside and nucleotide analogues

Sub Class

Not Available

Direct Parent

Nucleoside and nucleotide analogues

Alternative Parents

Substituents

Aminopyrimidine
Pyrimidone
Hydropyrimidine
Pyrimidine
Imidolactam
Monothioacetal
Oxathiolane
Heteroaromatic compound
Sulfoxide
Oxacycle
Azacycle
Sulfinyl compound
Organoheterocyclic compound
Hydrocarbon derivative
Primary amine
Primary alcohol
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Alcohol
Amine
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060599)

Organ

Kidney (HMDB: HMDB0060599)
Liver (HMDB: HMDB0060599)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060599)

Cellular substructure

Cytoplasm (HMDB: HMDB0060599)

Source

Endogenous

Endogenous (HMDB: HMDB0060599)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Lamivudine Metabolism Pathway (PathBank: SMP0000649)

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	60.6 g/L	ALOGPS
logP	-2.1	ALOGPS
logP	-2.5	ChemAxon
logS	-0.61	ALOGPS
pKa (Strongest Acidic)	14.01	ChemAxon
pKa (Strongest Basic)	-0.14	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	105.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	56.12 m³·mol⁻¹	ChemAxon
Polarizability	21.74 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	154.173	31661259
DarkChem	[M-H]-	151.254	31661259
DeepCCS	[M+H]+	150.119	30932474
DeepCCS	[M-H]-	147.723	30932474
DeepCCS	[M-2H]-	180.829	30932474
DeepCCS	[M+Na]+	156.107	30932474
AllCCS	[M+H]+	153.0	32859911
AllCCS	[M+H-H2O]+	149.3	32859911
AllCCS	[M+NH4]+	156.5	32859911
AllCCS	[M+Na]+	157.5	32859911
AllCCS	[M-H]-	149.8	32859911
AllCCS	[M+Na-2H]-	149.9	32859911
AllCCS	[M+HCOO]-	150.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.01 minutes	32390414
Predicted by Siyang on May 30, 2022	8.9075 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.77 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	474.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	250.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	67.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	157.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	47.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	276.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	234.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	652.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	568.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	40.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	752.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	171.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	188.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	547.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	339.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	194.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lamivudine sulfoxide	NC1=NC(=O)N(C=C1)[C@H]1CS(=O)[C@@H](CO)O1	3811.2	Standard polar	33892256
Lamivudine sulfoxide	NC1=NC(=O)N(C=C1)[C@H]1CS(=O)[C@@H](CO)O1	2426.7	Standard non polar	33892256
Lamivudine sulfoxide	NC1=NC(=O)N(C=C1)[C@H]1CS(=O)[C@@H](CO)O1	2736.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lamivudine sulfoxide,1TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)CS1=O	2452.8	Semi standard non polar	33892256
Lamivudine sulfoxide,1TMS,isomer #2	C[Si](C)(C)NC1=NC(=O)N([C@H]2CS(=O)[C@@H](CO)O2)C=C1	2513.9	Semi standard non polar	33892256
Lamivudine sulfoxide,2TMS,isomer #1	C[Si](C)(C)NC1=NC(=O)N([C@H]2CS(=O)[C@@H](CO[Si](C)(C)C)O2)C=C1	2522.5	Semi standard non polar	33892256
Lamivudine sulfoxide,2TMS,isomer #1	C[Si](C)(C)NC1=NC(=O)N([C@H]2CS(=O)[C@@H](CO[Si](C)(C)C)O2)C=C1	2706.4	Standard non polar	33892256
Lamivudine sulfoxide,2TMS,isomer #1	C[Si](C)(C)NC1=NC(=O)N([C@H]2CS(=O)[C@@H](CO[Si](C)(C)C)O2)C=C1	3461.2	Standard polar	33892256
Lamivudine sulfoxide,2TMS,isomer #2	C[Si](C)(C)N(C1=NC(=O)N([C@H]2CS(=O)[C@@H](CO)O2)C=C1)[Si](C)(C)C	2466.0	Semi standard non polar	33892256
Lamivudine sulfoxide,2TMS,isomer #2	C[Si](C)(C)N(C1=NC(=O)N([C@H]2CS(=O)[C@@H](CO)O2)C=C1)[Si](C)(C)C	2792.7	Standard non polar	33892256
Lamivudine sulfoxide,2TMS,isomer #2	C[Si](C)(C)N(C1=NC(=O)N([C@H]2CS(=O)[C@@H](CO)O2)C=C1)[Si](C)(C)C	3377.5	Standard polar	33892256
Lamivudine sulfoxide,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)CS1=O	2487.1	Semi standard non polar	33892256
Lamivudine sulfoxide,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)CS1=O	2794.4	Standard non polar	33892256
Lamivudine sulfoxide,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)CS1=O	3023.4	Standard polar	33892256
Lamivudine sulfoxide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)CS1=O	2725.9	Semi standard non polar	33892256
Lamivudine sulfoxide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@H]2CS(=O)[C@@H](CO)O2)C=C1	2779.7	Semi standard non polar	33892256
Lamivudine sulfoxide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@H]2CS(=O)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C=C1	2994.8	Semi standard non polar	33892256
Lamivudine sulfoxide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@H]2CS(=O)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C=C1	3185.1	Standard non polar	33892256
Lamivudine sulfoxide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC(=O)N([C@H]2CS(=O)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C=C1	3467.5	Standard polar	33892256
Lamivudine sulfoxide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC(=O)N([C@H]2CS(=O)[C@@H](CO)O2)C=C1)[Si](C)(C)C(C)(C)C	2936.0	Semi standard non polar	33892256
Lamivudine sulfoxide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC(=O)N([C@H]2CS(=O)[C@@H](CO)O2)C=C1)[Si](C)(C)C(C)(C)C	3282.1	Standard non polar	33892256
Lamivudine sulfoxide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC(=O)N([C@H]2CS(=O)[C@@H](CO)O2)C=C1)[Si](C)(C)C(C)(C)C	3339.4	Standard polar	33892256
Lamivudine sulfoxide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)CS1=O	3151.9	Semi standard non polar	33892256
Lamivudine sulfoxide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)CS1=O	3454.8	Standard non polar	33892256
Lamivudine sulfoxide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)CS1=O	3211.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lamivudine sulfoxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-8910000000-0a97c81e597d46d13cec	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lamivudine sulfoxide GC-MS (1 TMS) - 70eV, Positive	splash10-0jbi-6900000000-73ae3c3a3bc573a6595d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lamivudine sulfoxide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lamivudine sulfoxide 10V, Positive-QTOF	splash10-03di-0910000000-63f9bb8a8fb1f78ab9f3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lamivudine sulfoxide 20V, Positive-QTOF	splash10-03di-3900000000-04a8a42440e410019507	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lamivudine sulfoxide 40V, Positive-QTOF	splash10-03di-9700000000-c7cc0fb6f0db073b654f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lamivudine sulfoxide 10V, Negative-QTOF	splash10-0007-1970000000-742b32f84394a407678f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lamivudine sulfoxide 20V, Negative-QTOF	splash10-0006-4900000000-01d178cf401a4d93caf6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lamivudine sulfoxide 40V, Negative-QTOF	splash10-0007-9000000000-15e4d8cb62057a01e18e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lamivudine sulfoxide 10V, Positive-QTOF	splash10-03di-0900000000-61fe3ac4032a2baf1b89	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lamivudine sulfoxide 20V, Positive-QTOF	splash10-03di-2900000000-230b224d4d0dd71d0a49	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lamivudine sulfoxide 40V, Positive-QTOF	splash10-02t9-9200000000-a6bfc3e9e9eb515dc639	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lamivudine sulfoxide 10V, Negative-QTOF	splash10-000l-0950000000-48771aeea64e340f2989	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lamivudine sulfoxide 20V, Negative-QTOF	splash10-0gvx-4900000000-3064775e4cd9496d7836	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lamivudine sulfoxide 40V, Negative-QTOF	splash10-0006-9400000000-82532a473432d6e507e3	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Lamivudine Metabolism Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

398148

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

452020

PDB ID

Not Available

ChEBI ID

168474

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Lamivudine sulfoxide (HMDB0060599)

MOL for HMDB0060599 (Lamivudine sulfoxide)

3D MOL for HMDB0060599 (Lamivudine sulfoxide)

3D SDF for HMDB0060599 (Lamivudine sulfoxide)

3D-SDF for HMDB0060599 (Lamivudine sulfoxide)

PDB for HMDB0060599 (Lamivudine sulfoxide)

3D PDB for HMDB0060599 (Lamivudine sulfoxide)

SMILES for HMDB0060599 (Lamivudine sulfoxide)

INCHI for HMDB0060599 (Lamivudine sulfoxide)

Structure for HMDB0060599 (Lamivudine sulfoxide)

3D Structure for HMDB0060599 (Lamivudine sulfoxide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra