Artemisinins

Description:

Sesquiterpenoids originally isolated from the herb Artemisia annua. Their structure is based on artemisinin, a tetracyclic compound that contains a 1,2-dioxepane fused to an octahydrobenzopyran moiety. The internal peroxide bridge is believed to be a key to the mode of action of artemisinins.

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  1. Artelinic Acid
    CAS: 120020-26-0 PubChem CID: 10341948
    Out of Stock Item #: A1319635
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    IUPAC Name
    4-[[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxymethyl]benzoic acid
    SMILES
    CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)OCC5=CC=C(C=C5)C(=O)O)C
    InChIKey
    UVNHKOOJXSALHN-ILQPJIFQSA-N
    InChI
    1S/C23H30O7/c1-13-4-9-18-14(2)20(26-12-15-5-7-16(8-6-15)19(24)25)27-21-23(18)17(13)10-11-22(3,28-21)29-30-23/h5-8,13-14,17-18,20-21H,4,9-12H2,1-3H3,(Hshow more
  2. beta-Aminoarteether
    CAS: 133162-24-0 Formula: C17H29NO5 Molecular Weight: 327.4
    Out of Stock Item #: B1225266
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    IUPAC Name
    2-[[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]ethanamine
    SMILES
    C[C@@H]1CC[C@H]2[C@H]([C@H](O[C@H]3[C@@]24[C@H]1CC[C@](O3)(OO4)C)OCCN)C
    InChIKey
    HPGHCIXRRLNXRN-XQLAAWPRSA-N
    InChI
    1S/C17H29NO5/c1-10-4-5-13-11(2)14(19-9-8-18)20-15-17(13)12(10)6-7-16(3,21-15)22-23-17/h10-15H,4-9,18H2,1-3H3/t10-,11-,12+,13+,14+,15-,16-,17-/m1/s1
  3. Artenimolum
    CAS: 81496-81-3 EC Number: 615-698-8, 617-239-7 Formula: C15H24O5 Molecular Weight: 284.35
    Out of Stock Item #: A671083
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    IUPAC Name
    (1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-ol
    SMILES
    CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)O)C
    InChIKey
    BJDCWCLMFKKGEE-KDTBHNEXSA-N
    InChI
    1S/C15H24O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-13,16H,4-7H2,1-3H3/t8-,9-,10+,11+,12-,13-,14-,15-/m1/s1
    Synonyms
    Artenimol | (1S,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexa...
  4. Artemisone
    CAS: 255730-18-8 PubChem CID: 11531457 Formula: C19H31NO6S Molecular Weight: 401.52
    Out of Stock Item #: A650926
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    IUPAC Name
    4-[(1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]-1,4-thiazinane 1,1-dioxide
    SMILES
    CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)N5CCS(=O)(=O)CC5)C
    InChIKey
    FDMUNKXWYMSZIR-NQWKWHCYSA-N
    InChI
    1S/C19H31NO6S/c1-12-4-5-15-13(2)16(20-8-10-27(21,22)11-9-20)23-17-19(15)14(12)6-7-18(3,24-17)25-26-19/h12-17H,4-11H2,1-3H3/t12-,13-,14+,15+,16-,17-,18show more
    Synonyms
    artemisone | 4-((3R,5aS,6R,8aS,9R,10R,12R,12aR)-3,6,9-Trimethyldecahydro-12H-3,12-epoxypyrano(4,3-j)(1,2)benzodioxepi...
  5. Artemether
    CAS: 71963-77-4 Formula: C16H26O5 Molecular Weight: 298.38
    Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
    In Stock Item #: A107446
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    IUPAC Name
    (1R,4S,5R,8S,9R,10S,12R,13R)-10-methoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane
    SMILES
    CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)OC)C
    InChIKey
    SXYIRMFQILZOAM-HVNFFKDJSA-N
    InChI
    1S/C16H26O5/c1-9-5-6-12-10(2)13(17-4)18-14-16(12)11(9)7-8-15(3,19-14)20-21-16/h9-14H,5-8H2,1-4H3/t9-,10-,11+,12+,13+,14-,15-,16-/m1/s1
    Synonyms
    10-methoxy-1,5,9-trimethyl-(1R,4S,5R,8S,9R,10S,12R,13R)-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane ...
  6. Arteether
    CAS: 75887-54-6 EC Number: 112-004-0 Formula: C17H28O5 Molecular Weight: 312.40
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. 10mM in DMSO
    In Stock Item #: A425858
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    IUPAC Name
    (1R,4S,5R,8S,9R,10S,12R,13R)-10-ethoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane
    SMILES
    CCOC1C(C2CCC(C3C24C(O1)OC(CC3)(OO4)C)C)C
    InChIKey
    NLYNIRQVMRLPIQ-XQLAAWPRSA-N
    InChI
    1S/C17H28O5/c1-5-18-14-11(3)13-7-6-10(2)12-8-9-16(4)20-15(19-14)17(12,13)22-21-16/h10-15H,5-9H2,1-4H3/t10-,11-,12+,13+,14+,15-,16-,17-/m1/s1
    Synonyms
    Arteether|Artemotil|75887-54-6|Beta-Arteether|SM-227|NSC-665971|(3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-Ethoxydecahydro-3,...
  7. Arteether
    CAS: 75887-54-6 Formula: C17H28O5 Molecular Weight: 312.40
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥97%
    Out of Stock Item #: A304568
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    IUPAC Name
    (1R,4S,5R,8S,9R,10S,12R,13R)-10-ethoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane
    SMILES
    CCOC1C(C2CCC(C3C24C(O1)OC(CC3)(OO4)C)C)C
    InChIKey
    NLYNIRQVMRLPIQ-XQLAAWPRSA-N
    InChI
    1S/C17H28O5/c1-5-18-14-11(3)13-7-6-10(2)12-8-9-16(4)20-15(19-14)17(12,13)22-21-16/h10-15H,5-9H2,1-4H3/t10-,11-,12+,13+,14+,15-,16-,17-/m1/s1
    Synonyms
    β-Arteether | (+)-Arteether | (3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-Ethoxydecahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyran...
  8. Arteether
    CAS: 75887-54-6 Formula: C17H28O5 Molecular Weight: 312.40
    Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    In Stock Item #: A304569
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    Technical Identifiers
    IUPAC Name
    (1R,4S,5R,8S,9R,10S,12R,13R)-10-ethoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane
    SMILES
    CCOC1C(C2CCC(C3C24C(O1)OC(CC3)(OO4)C)C)C
    InChIKey
    NLYNIRQVMRLPIQ-XQLAAWPRSA-N
    InChI
    1S/C17H28O5/c1-5-18-14-11(3)13-7-6-10(2)12-8-9-16(4)20-15(19-14)17(12,13)22-21-16/h10-15H,5-9H2,1-4H3/t10-,11-,12+,13+,14+,15-,16-,17-/m1/s1
  9. Artemether
    CAS: 71963-77-4 Formula: C16H26O5 Molecular Weight: 298.38
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
    In Stock Item #: A107447
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    Technical Identifiers
    IUPAC Name
    (1R,4S,5R,8S,9R,10S,12R,13R)-10-methoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane
    SMILES
    CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)OC)C
    InChIKey
    SXYIRMFQILZOAM-HVNFFKDJSA-N
    InChI
    1S/C16H26O5/c1-9-5-6-12-10(2)13(17-4)18-14-16(12)11(9)7-8-15(3,19-14)20-21-16/h9-14H,5-8H2,1-4H3/t9-,10-,11+,12+,13+,14-,15-,16-/m1/s1
    Synonyms
    10-methoxy-1,5,9-trimethyl-(1R,4S,5R,8S,9R,10S,12R,13R)-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane ...
  10. Dihydroartemisinin
    CAS: 71939-50-9 Formula: C15H24O5 Molecular Weight: 284.35
    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%
    In Stock Item #: D140839
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    Technical Identifiers
    IUPAC Name
    (1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-ol
    SMILES
    CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)O)C
    InChIKey
    BJDCWCLMFKKGEE-ISOSDAIHSA-N
    InChI
    1S/C15H24O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-13,16H,4-7H2,1-3H3/t8-,9-,10+,11+,12+,13-,14-,15-/m1/s1
    Synonyms
    β-Dihydroartemisinin | (3R,5aS,6R,8aS,9R,12R,12aR)-Decahydro-10-hydroxy-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-...
  11. Dihydroartemisinin
    CAS: 71939-50-9 Formula: C15H24O5 Molecular Weight: 284.35
    Solid Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98% mixture of α and β isomers
    In Stock Item #: D110217
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    Technical Identifiers
    IUPAC Name
    (1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-ol
    SMILES
    CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)O)C
    InChIKey
    BJDCWCLMFKKGEE-ISOSDAIHSA-N
    InChI
    1S/C15H24O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-13,16H,4-7H2,1-3H3/t8-,9-,10+,11+,12+,13-,14-,15-/m1/s1
    Synonyms
    (3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol | Artenim...
  12. Artesunate
    CAS: 88495-63-0 EC Number: 618-170-5 Formula: C19H28O8 Molecular Weight: 384.42
    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%
    In Stock Item #: A107818
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    IUPAC Name
    4-oxo-4-[[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]butanoic acid
    SMILES
    CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)OC(=O)CCC(=O)O)C
    InChIKey
    FIHJKUPKCHIPAT-AHIGJZGOSA-N
    InChI
    1S/C19H28O8/c1-10-4-5-13-11(2)16(23-15(22)7-6-14(20)21)24-17-19(13)12(10)8-9-18(3,25-17)26-27-19/h10-13,16-17H,4-9H2,1-3H3,(H,20,21)/t10-,11-,12+,13+,show more
    Synonyms
    4-oxo-4-{[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0?,(1)(3).0?,(1)(3)]hexa...
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