Nucleosides, nucleotides, and analogues

Description:

Compounds containing a nucleobase linked to a ribose or deoxyribose sugar via a beta-glycosidic linkage. The ribose or deoxyribose moiety bears at least a phosphate group in case of nucleotides.

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  1. Tetrahydrouridine
    CAS: 18771-50-1 EC Number: 987-001-8 PubChem CID: 29243 Formula: C9H16N2O6 Molecular Weight: 248.23
    Solid ≥95%
    In Stock Item #: T275504
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    Technical Identifiers
    IUPAC Name
    1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,3-diazinan-2-one
    SMILES
    C1CN(C(=O)NC1O)C2C(C(C(O2)CO)O)O
    InChIKey
    UCKYOOZPSJFJIZ-XVKVHKPRSA-N
    InChI
    1S/C9H16N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h4-8,12-15H,1-3H2,(H,10,16)/t4-,5?,6-,7-,8-/m1/s1
    Synonyms
    1-[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,3-diazinan-2-one
  2. β-Nicotinamide adenine dinucleotide(NAD)
    CAS: 53-84-9 EC Number: 200-184-4 Formula: C21H27N7O14P2 · xH2O Molecular Weight: 663.43 (anhydrous basis)
    ≥98% lyophilized powder
    In Stock Item #: N1492518
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    IUPAC Name
    [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroshow more
    SMILES
    C1=CC(=C[N+](=C1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)N4C=NC5=C(N=CN=C54)N)O)O)O)O)C(=O)N
    InChIKey
    BAWFJGJZGIEFAR-NNYOXOHSSA-N
    InChI
    1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(show more
    Synonyms
    beta-Diphosphopyridine nucleotide | DPN | β-DPN | β-NAD
  3. β-Nicotinamide adenine dinucleotide(NAD)
    CAS: 53-84-9 EC Number: 200-184-4 Formula: C21H27N7O14P2 · xH2O Molecular Weight: 663.43 (anhydrous basis)
    Solid ≥99.5%
    Out of Stock Item #: N1492516
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    Technical Identifiers
    IUPAC Name
    [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroshow more
    SMILES
    C1=CC(=C[N+](=C1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)N4C=NC5=C(N=CN=C54)N)O)O)O)O)C(=O)N
    InChIKey
    BAWFJGJZGIEFAR-NNYOXOHSSA-N
    InChI
    1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(show more
    Synonyms
    beta-Diphosphopyridine nucleotide | DPN | β-DPN, β-NAD
  4. β-Nicotinamide Mononucleotide(NMN)
    CAS: 1094-61-7 EC Number: 214-136-5 Formula: C11H15N2O8P Molecular Weight: 334.22
    Solid ≥99.5%
    Out of Stock Item #: N1492501
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    IUPAC Name
    [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
    SMILES
    C1=CC(=C[N+](=C1)C2C(C(C(O2)COP(=O)(O)[O-])O)O)C(=O)N
    InChIKey
    DAYLJWODMCOQEW-TURQNECASA-N
    InChI
    1S/C11H15N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8(14)7(21-11)5-20-22(17,18)19/h1-4,7-9,11,14-15H,5H2,(H3-,12,16,17,18,19)/t7-,8-,9-,11-/m1/s1
    Synonyms
    Nicotinamidemononucleotide | Fosribnicotinamide | β-NM
  5. N-Acetyladenosine
    CAS: 16265-37-5 PubChem CID: 24886781
    Out of Stock Item #: N1288609
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    IUPAC Name
    N-[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]acetamide
    SMILES
    CC(=O)NC1=C2C(=NC=N1)N(C=N2)C3C(C(C(O3)CO)O)O
    InChIKey
    SLLVJTURCPWLTP-WOUKDFQISA-N
    InChI
    1S/C12H15N5O5/c1-5(19)16-10-7-11(14-3-13-10)17(4-15-7)12-9(21)8(20)6(2-18)22-12/h3-4,6,8-9,12,18,20-21H,2H2,1H3,(H,13,14,16,19)/t6-,8-,9-,12-/m1/s1
  6. N(3)-methyl-2'-deoxycytidine
    CAS: 22882-02-6 PubChem CID: 3081452
    Out of Stock Item #: N1298043
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    IUPAC Name
    1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-(methylamino)pyrimidin-2-one
    SMILES
    CNC1=NC(=O)N(C=C1)C2CC(C(O2)CO)O
    InChIKey
    DNYQNXJGNKQOQK-LKEWCRSYSA-N
    InChI
    1S/C10H15N3O4/c1-11-8-2-3-13(10(16)12-8)9-4-6(15)7(5-14)17-9/h2-3,6-7,9,14-15H,4-5H2,1H3,(H,11,12,16)/t6-,7+,9+/m0/s1
  7. 9-((2S,3S,4R,5S)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one
    CAS: 21138-24-9 PubChem CID: 135522261 Formula: C10H12N4O5 Molecular Weight: 268.23
    Out of Stock Item #: S1348856
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    Technical Identifiers
    IUPAC Name
    9-[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
    SMILES
    C1=NC2=C(C(=O)N1)N=CN2C3C(C(C(O3)CO)O)O
    InChIKey
    UGQMRVRMYYASKQ-DEGSGYPDSA-N
    InChI
    1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m0/s1
  8. 4'-Thiouridine
    CAS: 6741-73-7 Formula: C9H12N2O5S Molecular Weight: 260.27
    Solid Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
    Out of Stock Item #: T1044181
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    IUPAC Name
    1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)thiolan-2-yl]pyrimidine-2,4-dione
    SMILES
    C1=CN(C(=O)NC1=O)C2C(C(C(S2)CO)O)O
    InChIKey
    MUSPKJVFRAYWAR-XVFCMESISA-N
    InChI
    1S/C9H12N2O5S/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1
    Synonyms
    1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrothiophen-2-yl)pyrimidine-2,4(1H,3H)-dione | 1-(4-thio-beta-...
  9. 3'-Deoxy-3'-fluoroguanosine
    CAS: 123402-21-1 PubChem CID: 135532713 Formula: C10H12FN5O4 Molecular Weight: 285.23
    Out of Stock Item #: D1365087
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    Technical Identifiers
    IUPAC Name
    2-amino-9-[(2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
    SMILES
    C1=NC2=C(N1C3C(C(C(O3)CO)F)O)N=C(NC2=O)N
    InChIKey
    VDOWHLFGBWKXJC-DXTOWSMRSA-N
    InChI
    1S/C10H12FN5O4/c11-4-3(1-17)20-9(6(4)18)16-2-13-5-7(16)14-10(12)15-8(5)19/h2-4,6,9,17-18H,1H2,(H3,12,14,15,19)/t3-,4-,6-,9-/m1/s1
  10. 3'-Deoxyinosine
    CAS: 13146-72-0 PubChem CID: 135513783 Formula: C10H12N4O4 Molecular Weight: 252.23
    Out of Stock Item #: D1065854
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    Technical Identifiers
    IUPAC Name
    9-[(2R,3R,5S)-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
    SMILES
    C1C(OC(C1O)N2C=NC3=C2N=CNC3=O)CO
    InChIKey
    RPZDLTVHZJHPAW-BAJZRUMYSA-N
    InChI
    1S/C10H12N4O4/c15-2-5-1-6(16)10(18-5)14-4-13-7-8(14)11-3-12-9(7)17/h3-6,10,15-16H,1-2H2,(H,11,12,17)/t5-,6+,10+/m0/s1
  11. 3'-Deoxy-3'-fluorouridine
    CAS: 57944-13-5 PubChem CID: 451602
    Out of Stock Item #: D1356351
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    Technical Identifiers
    IUPAC Name
    1-[(2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
    SMILES
    C1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)F)O
    InChIKey
    FVBOTRDLABQYMI-XVFCMESISA-N
    InChI
    1S/C9H11FN2O5/c10-6-4(3-13)17-8(7(6)15)12-2-1-5(14)11-9(12)16/h1-2,4,6-8,13,15H,3H2,(H,11,14,16)/t4-,6-,7-,8-/m1/s1
  12. 1-((2R,3R,4R,5R)-3-ethynyl-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
    CAS: 188413-98-1 Formula: C11H12N2O6 Molecular Weight: 268.22
    Out of Stock Item #: R1298491
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    Technical Identifiers
    IUPAC Name
    1-[(2R,3R,4R,5R)-3-ethynyl-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
    SMILES
    C#C[C@]1([C@@H]([C@H](O[C@H]1N2C=CC(=O)NC2=O)CO)O)O
    InChIKey
    KPLKOOBPQQYUTM-PNHWDRBUSA-N
    InChI
    1S/C11H12N2O6/c1-2-11(18)8(16)6(5-14)19-9(11)13-4-3-7(15)12-10(13)17/h1,3-4,6,8-9,14,16,18H,5H2,(H,12,15,17)/t6-,8-,9-,11-/m1/s1
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