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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:44 UTC

HMDB ID

HMDB0014787

Secondary Accession Numbers

HMDB14787

Metabolite Identification

Common Name

Stavudine

Description

Stavudine, also known as D4T or sanilvudine, 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. Stavudine is a drug which is used for the treatment of human immunovirus (hiv) infections. In humans, stavudine is involved in the stavudine action pathway. Stavudine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Stavudine.

Structure

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

649
  Mrv0541 02231214522D          

 16 17  0  0  1  0            999 V2000
    3.7465   -0.5827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6409   -2.7885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.7273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    3.2023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.7273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.9648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.0978    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4916   -1.3673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4115   -0.5827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6665   -1.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9764   -2.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  1  8  1  0  0  0  0
  2 11  1  0  0  0  0
  3 13  2  0  0  0  0
  4 15  2  0  0  0  0
  7  5  1  6  0  0  0
  5 12  1  0  0  0  0
  5 13  1  0  0  0  0
  6 13  1  0  0  0  0
  6 15  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  6  0  0  0
  9 10  2  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014787

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CN([C@@H]2O[C@H](CO)C=C2)C(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h2-4,7-8,13H,5H2,1H3,(H,11,14,15)/t7-,8+/m0/s1

> <INCHI_KEY>
XNKLLVCARDGLGL-JGVFFNPUSA-N

> <FORMULA>
C10H12N2O4

> <MOLECULAR_WEIGHT>
224.2133

> <EXACT_MASS>
224.079706882

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
21.325260481985904

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

> <ALOGPS_LOGP>
-0.73

> <JCHEM_LOGP>
-0.23180609499999943

> <ALOGPS_LOGS>
-0.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.631812414933773

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.952852989475087

> <JCHEM_PKA_STRONGEST_BASIC>
-2.960262458534433

> <JCHEM_POLAR_SURFACE_AREA>
78.87

> <JCHEM_REFRACTIVITY>
55.3163

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.05e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
stavudine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 649                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       6.993  -1.088   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       6.796  -5.205   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.080   1.358   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.748   5.978   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       5.748   1.358   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       4.414   3.668   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       5.748  -0.183   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.518  -2.552   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.501  -1.088   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.977  -2.552   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.423  -3.798   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.081   2.128   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414   2.128   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.081   3.668   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.748   4.438   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.415   4.438   0.000  0.00  0.00           C+0
CONECT    1    7    8                                                       
CONECT    2   11                                                            
CONECT    3   13                                                            
CONECT    4   15                                                            
CONECT    5    7   12   13                                                  
CONECT    6   13   15                                                       
CONECT    7    1    5    9                                                  
CONECT    8    1   10   11                                                  
CONECT    9    7   10                                                       
CONECT   10    8    9                                                       
CONECT   11    2    8                                                       
CONECT   12    5   14                                                       
CONECT   13    3    5    6                                                  
CONECT   14   12   15   16                                                  
CONECT   15    4    6   14                                                  
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0014787
HETATM    1  C1  UNL     1      -4.099   1.201  -0.049  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.956   0.264  -0.239  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.691   0.527   0.235  1.00  0.00           C  
HETATM    4  N1  UNL     1      -0.655  -0.315   0.067  1.00  0.00           N  
HETATM    5  C4  UNL     1       0.648   0.004   0.579  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.369  -1.149   1.146  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.678  -0.876   0.973  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.740   0.435   0.306  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.926   0.580  -0.614  1.00  0.00           C  
HETATM   10  O1  UNL     1       3.760   1.806  -1.295  1.00  0.00           O  
HETATM   11  O2  UNL     1       1.532   0.429  -0.430  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.890  -1.456  -0.593  1.00  0.00           C  
HETATM   13  O3  UNL     1       0.071  -2.272  -0.767  1.00  0.00           O  
HETATM   14  N2  UNL     1      -2.122  -1.743  -1.070  1.00  0.00           N  
HETATM   15  C10 UNL     1      -3.175  -0.918  -0.916  1.00  0.00           C  
HETATM   16  O4  UNL     1      -4.329  -1.201  -1.370  1.00  0.00           O  
HETATM   17  H1  UNL     1      -4.362   1.719  -0.978  1.00  0.00           H  
HETATM   18  H2  UNL     1      -4.960   0.677   0.422  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.753   1.967   0.678  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.529   1.461   0.767  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.627   0.804   1.329  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.016  -2.055   1.615  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.524  -1.490   1.263  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.673   1.297   0.990  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.995  -0.255  -1.312  1.00  0.00           H  
HETATM   26  H10 UNL     1       4.819   0.707   0.024  1.00  0.00           H  
HETATM   27  H11 UNL     1       3.402   2.499  -0.710  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.262  -2.648  -1.582  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   15
CONECT    3    4   20
CONECT    4    5   12
CONECT    5    6   11   21
CONECT    6    7    7   22
CONECT    7    8   23
CONECT    8    9   11   24
CONECT    9   10   25   26
CONECT   10   27
CONECT   12   13   13   14
CONECT   14   15   28
CONECT   15   16   16
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(2,3-Dideoxy-beta-D-glycero-pent-2-enofuranosyl)thymine	ChEBI
2',3'-Didehydro-3'-deoxythimidine	ChEBI
3'-Deoxy-2'-thymidinene	ChEBI
d4T	ChEBI
Estavudina	ChEBI
Sanilvudine	ChEBI
Stavudinum	ChEBI
STV	ChEBI
Zerit	Kegg
ABBR D4T	Kegg
1-(2,3-Dideoxy-b-D-glycero-pent-2-enofuranosyl)thymine	Generator
1-(2,3-Dideoxy-β-D-glycero-pent-2-enofuranosyl)thymine	Generator
2',3'-Didehydro-2',3'-dideoxythmidine	HMDB
2',3' Didehydro 3' deoxythymidine	HMDB
2',3'-Didehydro-3'-deoxythymidine	HMDB
Bristol-myers squibb brand OF stavudine	HMDB
Bristol-myers brand OF stavudine	HMDB
Stavudine, monosodium salt	HMDB

Chemical Formula

C₁₀H₁₂N₂O₄

Average Molecular Weight

224.2133

Monoisotopic Molecular Weight

224.079706882

IUPAC Name

1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

Traditional Name

stavudine

CAS Registry Number

3056-17-5

SMILES

CC1=CN([C@@H]2O[C@H](CO)C=C2)C(=O)NC1=O

InChI Identifier

InChI=1S/C10H12N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h2-4,7-8,13H,5H2,1H3,(H,11,14,15)/t7-,8+/m0/s1

InChI Key

XNKLLVCARDGLGL-JGVFFNPUSA-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

Pyrimidone
Hydropyrimidine
Pyrimidine
Dihydrofuran
Vinylogous amide
Heteroaromatic compound
Lactam
Urea
Organoheterocyclic compound
Azacycle
Oxacycle
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

organic molecular entity (CHEBI:63581 )
dihydrofuran (CHEBI:63581 )
nucleoside analogue (CHEBI:63581 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014787)
Extracellular (HMDB: HMDB0014787)

Source

Exogenous

Exogenous (HMDB: HMDB0014787)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Stavudine Action Pathway (PathBank: SMP0000745)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	159 - 160 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	40.5 g/L	Not Available
LogP	-0.8	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	40.5 g/L	ALOGPS
logP	-0.73	ALOGPS
logP	-0.23	ChemAxon
logS	-0.74	ALOGPS
pKa (Strongest Acidic)	9.95	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	78.87 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	55.32 m³·mol⁻¹	ChemAxon
Polarizability	21.33 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	151.875	31661259
DarkChem	[M-H]-	151.338	31661259
DeepCCS	[M+H]+	153.226	30932474
DeepCCS	[M-H]-	150.831	30932474
DeepCCS	[M-2H]-	183.873	30932474
DeepCCS	[M+Na]+	159.139	30932474
AllCCS	[M+H]+	149.7	32859911
AllCCS	[M+H-H2O]+	145.7	32859911
AllCCS	[M+NH4]+	153.4	32859911
AllCCS	[M+Na]+	154.5	32859911
AllCCS	[M-H]-	150.5	32859911
AllCCS	[M+Na-2H]-	150.6	32859911
AllCCS	[M+HCOO]-	150.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Stavudine	CC1=CN([C@@H]2O[C@H](CO)C=C2)C(=O)NC1=O	3022.5	Standard polar	33892256
Stavudine	CC1=CN([C@@H]2O[C@H](CO)C=C2)C(=O)NC1=O	2129.1	Standard non polar	33892256
Stavudine	CC1=CN([C@@H]2O[C@H](CO)C=C2)C(=O)NC1=O	2159.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Stavudine,1TMS,isomer #1	CC1=CN([C@H]2C=C[C@@H](CO[Si](C)(C)C)O2)C(=O)[NH]C1=O	2127.5	Semi standard non polar	33892256
Stavudine,1TMS,isomer #2	CC1=CN([C@H]2C=C[C@@H](CO)O2)C(=O)N([Si](C)(C)C)C1=O	2166.9	Semi standard non polar	33892256
Stavudine,2TMS,isomer #1	CC1=CN([C@H]2C=C[C@@H](CO[Si](C)(C)C)O2)C(=O)N([Si](C)(C)C)C1=O	2237.6	Semi standard non polar	33892256
Stavudine,2TMS,isomer #1	CC1=CN([C@H]2C=C[C@@H](CO[Si](C)(C)C)O2)C(=O)N([Si](C)(C)C)C1=O	2266.9	Standard non polar	33892256
Stavudine,2TMS,isomer #1	CC1=CN([C@H]2C=C[C@@H](CO[Si](C)(C)C)O2)C(=O)N([Si](C)(C)C)C1=O	2764.3	Standard polar	33892256
Stavudine,1TBDMS,isomer #1	CC1=CN([C@H]2C=C[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]C1=O	2387.1	Semi standard non polar	33892256
Stavudine,1TBDMS,isomer #2	CC1=CN([C@H]2C=C[C@@H](CO)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2392.6	Semi standard non polar	33892256
Stavudine,2TBDMS,isomer #1	CC1=CN([C@H]2C=C[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2666.0	Semi standard non polar	33892256
Stavudine,2TBDMS,isomer #1	CC1=CN([C@H]2C=C[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2680.0	Standard non polar	33892256
Stavudine,2TBDMS,isomer #1	CC1=CN([C@H]2C=C[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2889.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Stavudine GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-9710000000-ec1b8accee7609d895af	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stavudine GC-MS (1 TMS) - 70eV, Positive	splash10-0fi9-9710000000-a08eaef1e27e4362b56e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stavudine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Stavudine 15V, Negative-QTOF	splash10-00di-0970000000-1b5ba27caa3ca46a5b79	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Stavudine 30V, Negative-QTOF	splash10-0fk9-0910000000-0c32425ddc6552e762c7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Stavudine 90V, Positive-QTOF	splash10-053i-1900000000-8995ae3343a9f5bbbd7e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Stavudine 75V, Positive-QTOF	splash10-052r-1900000000-b232bf6bd07c73125776	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Stavudine 35V, Negative-QTOF	splash10-0006-9000000000-b6b8d8a7acd0cee4a6be	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Stavudine 35V, Positive-QTOF	splash10-004i-0900000000-bfecc35d096bfac41070	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Stavudine 45V, Positive-QTOF	splash10-014r-0900000000-7eaff645bdf6c4509baf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Stavudine 30V, Positive-QTOF	splash10-014i-0910000000-14958ea9ed30262a4313	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Stavudine 75V, Negative-QTOF	splash10-0a4i-0900000000-f6122db2223358609e31	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Stavudine 90V, Negative-QTOF	splash10-0a4i-0900000000-c3ebc31e7ad70d77da44	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Stavudine 60V, Negative-QTOF	splash10-0a4i-0900000000-d5d5a96f8199343194ce	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Stavudine 45V, Negative-QTOF	splash10-0a4i-0900000000-2e40076ad350727ab3ef	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stavudine 10V, Positive-QTOF	splash10-004i-0900000000-a15778802feedb7e8702	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stavudine 20V, Positive-QTOF	splash10-004i-5900000000-1e77dd699ba1244d96dd	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stavudine 40V, Positive-QTOF	splash10-0a7j-9600000000-42ce2a756eceb750ac46	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stavudine 10V, Negative-QTOF	splash10-00c0-2940000000-3e2b43ac1b4b3b11d540	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stavudine 20V, Negative-QTOF	splash10-01di-3920000000-0a634444532bc0df9549	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stavudine 40V, Negative-QTOF	splash10-0006-9200000000-5a3e9da67f3d054c39c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stavudine 10V, Positive-QTOF	splash10-004i-0910000000-3590697dc556ba789bc3	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stavudine 20V, Positive-QTOF	splash10-004i-4930000000-0d37f8daf0a0e84719bf	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stavudine 40V, Positive-QTOF	splash10-0a59-9400000000-0f2472d56e156d73d0de	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stavudine 10V, Negative-QTOF	splash10-00di-0090000000-2b6aa9078cee3df72a6f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stavudine 20V, Negative-QTOF	splash10-00bc-7960000000-a5ae84e7332328ddeee2	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stavudine 40V, Negative-QTOF	splash10-0006-9100000000-22b5a0eeff96c030db6a	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Stavudine Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00649	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00649	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00649

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

17270

KEGG Compound ID

C07312

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Stavudine

METLIN ID

Not Available

PubChem Compound

18283

PDB ID

Not Available

ChEBI ID

63581

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

Transporters

Enzyme Details

1. Solute carrier family 22 member 6

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

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 ]

Showing metabocard for Stavudine (HMDB0014787)

MOL for HMDB0014787 (Stavudine)

3D MOL for HMDB0014787 (Stavudine)

3D SDF for HMDB0014787 (Stavudine)

3D-SDF for HMDB0014787 (Stavudine)

PDB for HMDB0014787 (Stavudine)

3D PDB for HMDB0014787 (Stavudine)

SMILES for HMDB0014787 (Stavudine)

INCHI for HMDB0014787 (Stavudine)

Structure for HMDB0014787 (Stavudine)

3D Structure for HMDB0014787 (Stavudine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Transporters

References