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Benzophenanthridine alkaloids

Description:

Polycyclic alkaloids with a structure based on the benzo[c]phenanthridine skeleton. They derived from tetrahydroprotoberberine precursors by oxidation of the C6-N bond followed by cyclization of C6 on to position 13.

Ancestors:

Organic compounds ⮕ Alkaloids and derivatives ⮕ Benzophenanthridine alkaloids

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  1. 6-Ethoxydihydrosanguinarine - ≥98% CAS No(28342-31-6) by Aladdin Scientific
    6-Ethoxydihydrosanguinarine
    CAS: 28342-31-6 Formula: C22H19NO5 Molecular Weight: 377.39
    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 #: E709627
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    IUPAC Name
    23-ethoxy-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21)-octaene
    SMILES
    CCOC1C2=C(C=CC3=C2OCO3)C4=C(N1C)C5=CC6=C(C=C5C=C4)OCO6
    InChIKey
    FCEXWTOTHXCQCQ-UHFFFAOYSA-N
    InChI
    1S/C22H19NO5/c1-3-24-22-19-13(6-7-16-21(19)28-11-25-16)14-5-4-12-8-17-18(27-10-26-17)9-15(12)20(14)23(22)2/h4-9,22H,3,10-11H2,1-2H3
    Synonyms
    Ethoxysanguinarine
  2. Dihydrochelerythrine
    Dihydrochelerythrine
    CAS: 6880-91-7 EC Number: 807-650-1 PubChem CID: 485077 Formula: C21H19NO4 Molecular Weight: 349.38
    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 #: D664291
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    IUPAC Name
    1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine
    SMILES
    COc1ccc-2c(CN(C)c3c-2ccc2cc4OCOc4cc32)c1OC
    InChIKey
    ALZAZMCIBRHMFF-UHFFFAOYSA-N
    InChI
    1S/C21H19NO4/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22/h4-9H,10-11H2,1-3H3
  3. Angoline - ≥99% CAS No(21080-31-9) by Aladdin Scientific
    Angoline
    CAS: 21080-31-9 Formula: C22H21NO5 Molecular Weight: 379.41
    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 #: A649791
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    IUPAC Name
    1,2,13-trimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine
    SMILES
    CN1C(C2=C(C=CC(=C2OC)OC)C3=C1C4=CC5=C(C=C4C=C3)OCO5)OC
    InChIKey
    LVWAKZBZWYHYCJ-UHFFFAOYSA-N
    InChI
    1S/C22H21NO5/c1-23-20-14(6-5-12-9-17-18(10-15(12)20)28-11-27-17)13-7-8-16(24-2)21(25-3)19(13)22(23)26-4/h5-10,22H,11H2,1-4H3
    Synonyms
    HY-N7674 | ( inverted exclamation markA)-Angoline | SureCN13103356 | DTXSID90943391 | AKOS040763668 | C09336 | SCHEMB...
  4. Corynoline
    Corynoline
    CAS: 18797-79-0 Formula: C21H21NO5 Molecular Weight: 367.40
    10mM in DMSO
    In Stock Item #: C580354
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    IUPAC Name
    (1R,12S,13R)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol
    SMILES
    CC12C(CC3=CC4=C(C=C3C1N(CC5=C2C=CC6=C5OCO6)C)OCO4)O
    InChIKey
    IQUGPRHKZNCHGC-TYPHKJRUSA-N
    InChI
    1S/C21H21NO5/c1-21-14-3-4-15-19(27-10-24-15)13(14)8-22(2)20(21)12-7-17-16(25-9-26-17)5-11(12)6-18(21)23/h3-5,7,18,20,23H,6,8-10H2,1-2H3/t18-,20+,21-/mshow more
    Synonyms
    (invertedexclamationmarkA)-Corynoline | CLIMBAZOLE [USP-RS] | (11S,13R,14R)-corynoline | ZQ9W3JU6N3 | HY-N0826 | UNII...
  5. Sanguinarine chloride hydrate
    Sanguinarine chloride hydrate
    CAS: 5578-73-4 EC Number: 621-641-8 PubChem CID: 68635 Formula: C20H14ClNO4 · xH2O Molecular Weight: 367.78(anhydrous basis)
    Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. ≥98%(HPLC)
    In Stock Item #: S101539
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    Technical Identifiers
    IUPAC Name
    24-methyl-5,7,18,20-tetraoxa-24-azoniahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene;chloride
    SMILES
    C[N+]1=C2C(=C3C=CC4=C(C3=C1)OCO4)C=CC5=CC6=C(C=C52)OCO6.[Cl-]
    InChIKey
    GIZKAXHWLRYMLE-UHFFFAOYSA-M
    InChI
    1S/C20H14NO4.ClH/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21;/h2-8H,9-10H2,1H3;1H/q+1;/p-1
    Synonyms
    SANGUINARINE CHLORIDE | FD10130 | Q-100647 | (1,3)Benzodioxolo(5,6-c)-1,3-dioxolo(4,5-i)phenanthridinium, 13-methyl-,...
  6. Sanguinarine chloride hydrate
    Sanguinarine chloride hydrate
    CAS: 5578-73-4 EC Number: 621-641-8 PubChem CID: 68635 Formula: C20H14ClNO4 · xH2O Molecular Weight: 367.78(anhydrous basis)
    10mM in DMSO
    In Stock Item #: S424745
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    Technical Identifiers
    IUPAC Name
    24-methyl-5,7,18,20-tetraoxa-24-azoniahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene;chloride
    SMILES
    C[N+]1=C2C(=C3C=CC4=C(C3=C1)OCO4)C=CC5=CC6=C(C=C52)OCO6.[Cl-]
    InChIKey
    GIZKAXHWLRYMLE-UHFFFAOYSA-M
    InChI
    1S/C20H14NO4.ClH/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21;/h2-8H,9-10H2,1H3;1H/q+1;/p-1
    Synonyms
    SANGUINARINE CHLORIDE | FD10130 | Q-100647 | (1,3)Benzodioxolo(5,6-c)-1,3-dioxolo(4,5-i)phenanthridinium, 13-methyl-,...
  7. Sanguinarine
    Sanguinarine
    CAS: 2447-54-3 EC Number: 219-503-3 PubChem CID: 5154 Formula: C20H14NO4 Molecular Weight: 332.33
    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 #: S422828
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    Technical Identifiers
    IUPAC Name
    24-methyl-5,7,18,20-tetraoxa-24-azoniahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene
    SMILES
    C[N+]1=C2C(=C3C=CC4=C(C3=C1)OCO4)C=CC5=CC6=C(C=C52)OCO6
    InChIKey
    INVGWHRKADIJHF-UHFFFAOYSA-N
    InChI
    1S/C20H14NO4/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21/h2-8H,9-10H2,1H3/q+1
    Synonyms
    CHEBI:17183 | sangvinarin | AB00053789_04 | compound 1 [PMID: 28621943] | BDBM25525 | NCGC00015959-04 | 13-Methyl[1,3...
  8. Chelerythrine chloride
    Chelerythrine chloride
    CAS: 3895-92-9 EC Number: 223-444-9 Formula: C21H18NO4.Cl Molecular Weight: 383.82
    Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. ≥98%
    In Stock Item #: C107686
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    Technical Identifiers
    IUPAC Name
    1,2-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-12-ium;chloride
    SMILES
    C[N+]1=C2C(=C3C=CC(=C(C3=C1)OC)OC)C=CC4=CC5=C(C=C42)OCO5.[Cl-]
    InChIKey
    WEEFNMFMNMASJY-UHFFFAOYSA-M
    InChI
    1S/C21H18NO4.ClH/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22;/h4-10H,11H2,1-3H3;1H/q+1;/p-1
    Synonyms
    Chelerythrine hydrochloride | Q-200825 | SR-01000075750 | UNII-7IC98TZ0PZ | BCP0726000282 | CHELERYTHRINIUM CHLORIDE ...
  9. Chelidonin
    Chelidonin
    CAS: 476-32-4 EC Number: 207-504-1 Formula: C20H19NO5 Molecular Weight: 353.37
    10mM in DMSO
    In Stock Item #: C424146
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    Technical Identifiers
    IUPAC Name
    (1S,12S,13R)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol
    SMILES
    CN1CC2=C(C=CC3=C2OCO3)C4C1C5=CC6=C(C=C5CC4O)OCO6
    InChIKey
    GHKISGDRQRSCII-ZOCIIQOWSA-N
    InChI
    1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3/t14-,18-,19+/m0show more
    Synonyms
    (1)-Chelidonine | Helidonine | (+/-)-chelidonine | [1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol, 5b,...
  10. Chelerythrine chloride
    Chelerythrine chloride
    CAS: 3895-92-9 EC Number: 223-444-9 Formula: C21H18NO4.Cl Molecular Weight: 383.82
    10mM in DMSO
    In Stock Item #: C423802
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    Technical Identifiers
    IUPAC Name
    1,2-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-12-ium;chloride
    SMILES
    C[N+]1=C2C(=C3C=CC(=C(C3=C1)OC)OC)C=CC4=CC5=C(C=C42)OCO5.[Cl-]
    InChIKey
    WEEFNMFMNMASJY-UHFFFAOYSA-M
    InChI
    1S/C21H18NO4.ClH/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22;/h4-10H,11H2,1-3H3;1H/q+1;/p-1
    Synonyms
    Chelerythrine hydrochloride | Q-200825 | SR-01000075750 | UNII-7IC98TZ0PZ | BCP0726000282 | CHELERYTHRINIUM CHLORIDE ...
  11. Acetylcorynoline
    Acetylcorynoline
    CAS: 18797-80-3 Formula: C23H23NO6 Molecular Weight: 409.43
    ≥98%
    In Stock Item #: A412876
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    Technical Identifiers
    IUPAC Name
    [(1R,12S,13R)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl] aceshow more
    SMILES
    CC(=O)OC1CC2=CC3=C(C=C2C4C1(C5=C(CN4C)C6=C(C=C5)OCO6)C)OCO3
    InChIKey
    PUHCFWFODBLSAP-WWNPGLIZSA-N
    InChI
    1S/C23H23NO6/c1-12(25)30-20-7-13-6-18-19(28-10-27-18)8-14(13)22-23(20,2)16-4-5-17-21(29-11-26-17)15(16)9-24(22)3/h4-6,8,20,22H,7,9-11H2,1-3H3/t20-,22+show more
    Synonyms
    CHEBI:188060 | MFCD28385837 | Q-100226 | (+)-Corynoline acetate | DTXSID70172127 | SCHEMBL23246123 | AKOS030632865 | ...
  12. Acetylcorynoline
    Acetylcorynoline
    CAS: 18797-80-3 EC Number: 683-178-8 Formula: C23H23NO6 Molecular Weight: 409.43
    10mM in DMSO
    In Stock Item #: A422292
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    [(1R,12S,13R)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl] aceshow more
    SMILES
    CC(=O)OC1CC2=CC3=C(C=C2C4C1(C5=C(CN4C)C6=C(C=C5)OCO6)C)OCO3
    InChIKey
    PUHCFWFODBLSAP-WWNPGLIZSA-N
    InChI
    1S/C23H23NO6/c1-12(25)30-20-7-13-6-18-19(28-10-27-18)8-14(13)22-23(20,2)16-4-5-17-21(29-11-26-17)15(16)9-24(22)3/h4-6,8,20,22H,7,9-11H2,1-3H3/t20-,22+show more
    Synonyms
    CHEBI:188060 | MFCD28385837 | Q-100226 | (+)-Corynoline acetate | DTXSID70172127 | SCHEMBL23246123 | AKOS030632865 | ...
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