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Yohimbine alkaloids

Description:

Alkaloids containing the pentacyclic yohimban skeleton. The Yohimbinoid alkaloids contain a carbocyclic ring E arising through C-17 to C-18 bond formation in a corynantheine precursor.

Ancestors:

Organic compounds ⮕ Alkaloids and derivatives ⮕ Yohimbine alkaloids

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  1. Raubasine
    Raubasine
    CAS: 483-04-5 EC Number: 207-589-5 PubChem CID: 441975 Formula: C21H24N2O3 Molecular Weight: 352.43
    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 #: R768872
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    Technical Identifiers
    IUPAC Name
    methyl (1S,15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate
    SMILES
    CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45
    InChIKey
    GRTOGORTSDXSFK-XJTZBENFSA-N
    InChI
    1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16+,1show more
    Synonyms
    Ajmalicine
  2. Reserpine hydrochloride
    Reserpine hydrochloride
    CAS: 16994-56-2 PubChem CID: 21155894 Formula: C33H41ClN2O9 Molecular Weight: 645.1
    ≥99%
    Out of Stock Item #: R646133
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    IUPAC Name
    methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate;hyshow more
    SMILES
    COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC.Cl
    InChIKey
    ZYWIWGUMKCZKOO-BQTSRIDJSA-N
    InChI
    1S/C33H40N2O9.ClH/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23show more
    Synonyms
    Reserpine hydrochloride | UNII-GWN3C4FTI8 | EINECS 241-074-6 | 3.BETA.,20.ALPHA.-YOHIMBAN-16.BETA.-CARBOXYLIC ACID, 1...
  3. rescinnamine
    rescinnamine
    CAS: 24815-24-5 EC Number: 246-471-8 PubChem CID: 5280954 Formula: C35H42N2O9 Molecular Weight: 634.7
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: R613154
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    Technical Identifiers
    IUPAC Name
    methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimbashow more
    SMILES
    COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C=CC6=CC(=C(C(=C6)OC)OC)OC
    InChIKey
    SZLZWPPUNLXJEA-QEGASFHISA-N
    InChI
    1S/C35H42N2O9/c1-40-21-8-9-22-23-11-12-37-18-20-15-29(46-30(38)10-7-19-13-27(41-2)33(43-4)28(14-19)42-3)34(44-5)31(35(39)45-6)24(20)17-26(37)32(23)36-show more
    Synonyms
    Methyl reserpate 3,4,5-trimethoxycinnamic acid ester | C02AA01 | Methyl 1alpha,2beta,3alpha,4,4aalpha,5,7,8,13,13bbet...
  4. no_selection
    rauwolscine
    CAS: 131-03-3 EC Number: 205-006-9 PubChem CID: 643606
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: R613103
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    Technical Identifiers
    IUPAC Name
    methyl (1S,15S,18S,19S,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
    SMILES
    COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O
    InChIKey
    BLGXFZZNTVWLAY-DIRVCLHFSA-N
    InChI
    1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15+,17+,18+show more
    Synonyms
    Benz[g]indolo[2,3-a]quinolizine, yohimban-16-carboxylic acid deriv. | BSPBio_000394 | NCGC00017260-05 | BSPBio_003221...
  5. Syrosingopine (Su-3118) - ≥98% CAS No(84-36-6) by Aladdin Scientific
    Syrosingopine (Su-3118)
    CAS: 84-36-6 PubChem CID: 6769 Formula: C35H42N2O11 Molecular Weight: 666.71
    Solid ≥98%
    In Stock Item #: S420060
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    Technical Identifiers
    IUPAC Name
    methyl (1R,15S,17R,18R,19S,20S)-17-(4-ethoxycarbonyloxy-3,5-dimethoxybenzoyl)oxy-6,18-dimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-show more
    SMILES
    CCOC(=O)OC1=C(C=C(C=C1OC)C(=O)OC2CC3CN4CCC5=C(C4CC3C(C2OC)C(=O)OC)NC6=C5C=CC(=C6)OC)OC
    InChIKey
    ZCDNRPPFBQDQHR-SSYATKPKSA-N
    InChI
    1S/C35H42N2O11/c1-7-46-35(40)48-31-26(42-3)12-18(13-27(31)43-4)33(38)47-28-14-19-17-37-11-10-22-21-9-8-20(41-2)15-24(21)36-30(22)25(37)16-23(19)29(32(show more
    Synonyms
    Londomin | Prestwick_457 | Syrosingopine (JAN/INN) | Yohimban-16-carboxylic acid,5-dimethoxybenzoyl]oxy]-11,17-dimeth...
  6. Syrosingopine (Su-3118)
    Syrosingopine (Su-3118)
    CAS: 84-36-6 PubChem CID: 6769 Formula: C35H42N2O11 Molecular Weight: 666.71
    10mM in DMSO
    Out of Stock Item #: S580532
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    Technical Identifiers
    IUPAC Name
    methyl (1R,15S,17R,18R,19S,20S)-17-(4-ethoxycarbonyloxy-3,5-dimethoxybenzoyl)oxy-6,18-dimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-show more
    SMILES
    CCOC(=O)OC1=C(C=C(C=C1OC)C(=O)OC2CC3CN4CCC5=C(C4CC3C(C2OC)C(=O)OC)NC6=C5C=CC(=C6)OC)OC
    InChIKey
    ZCDNRPPFBQDQHR-SSYATKPKSA-N
    InChI
    1S/C35H42N2O11/c1-7-46-35(40)48-31-26(42-3)12-18(13-27(31)43-4)33(38)47-28-14-19-17-37-11-10-22-21-9-8-20(41-2)15-24(21)36-30(22)25(37)16-23(19)29(32(show more
    Synonyms
    Londomin | Prestwick_457 | Syrosingopine (JAN/INN) | Yohimban-16-carboxylic acid,5-dimethoxybenzoyl]oxy]-11,17-dimeth...
  7. Yohimbine hydrochloride
    Yohimbine hydrochloride
    CAS: 65-19-0 EC Number: 200-600-4 PubChem CID: 6169 Formula: C21H26N2O3.HCl Molecular Weight: 390.9
    10mM in DMSO
    In Stock Item #: Y425298
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    Technical Identifiers
    IUPAC Name
    methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate;hydrochloride
    SMILES
    COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O.Cl
    InChIKey
    PIPZGJSEDRMUAW-VJDCAHTMSA-N
    InChI
    1S/C21H26N2O3.ClH/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24;/h2-5,12,15,17-19,22,24H,6-11H2,1H3;1H/t12-,15-show more
    Synonyms
    NCGC00094457-01 | Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, monohydrochloride, (16alpha,17alpha)- | Yoh...
  8. Yohimbine hydrochloride
    Yohimbine hydrochloride
    CAS: 65-19-0 EC Number: 200-600-4 PubChem CID: 6169 Formula: C21H26N2O3.HCl Molecular Weight: 390.9
    Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. ≥99%
    In Stock Item #: Y111138
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    Technical Identifiers
    IUPAC Name
    methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate;hydrochloride
    SMILES
    COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O.Cl
    InChIKey
    PIPZGJSEDRMUAW-VJDCAHTMSA-N
    InChI
    1S/C21H26N2O3.ClH/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24;/h2-5,12,15,17-19,22,24H,6-11H2,1H3;1H/t12-,15-show more
    Synonyms
    NCGC00094457-01 | Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, monohydrochloride, (16alpha,17alpha)- | Yoh...
  9. Tetrahydroalstonine
    Tetrahydroalstonine
    CAS: 6474-90-4 PubChem CID: 72340 Formula: C21H24N2O3 Molecular Weight: 352.43
    Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods.
    Out of Stock Item #: T304279
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    Technical Identifiers
    IUPAC Name
    methyl (1S,15S,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate
    SMILES
    CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45
    InChIKey
    GRTOGORTSDXSFK-DLLGKBFGSA-N
    InChI
    1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16-,1show more
    Synonyms
    4-27-00-07926 (Beilstein Handbook Reference) | NSC 72115 | PDSP2_001642 | Q27108406 | Alstonine, 3,4,5,6-tetrahydro-,...
  10. Reserpine
    Reserpine
    CAS: 50-55-5 EC Number: 200-047-9 PubChem CID: 5770 Formula: C33H40N2O9 Molecular Weight: 608.68
    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. ≥99.5%
    In Stock Item #: R101672
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    Technical Identifiers
    IUPAC Name
    methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
    SMILES
    COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
    InChIKey
    QEVHRUUCFGRFIF-MDEJGZGSSA-N
    InChI
    1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)show more
    Synonyms
    Carditivo | Eberpine | Rautrin | Reserp | Reserpil | Benazyl | Diurese-R | Eskaserp | Gilucard | Hydroserp | Reserpam...
  11. Rauwolscine hydrochloride
    Rauwolscine hydrochloride
    CAS: 6211-32-1 EC Number: 228-279-6 PubChem CID: 197067 Formula: C21H26N2O3.HCl Molecular Weight: 390.91
    10mM in DMSO
    In Stock Item #: R425143
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    methyl (1S,15S,18S,19S,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate;hydrochloride
    SMILES
    COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O.Cl
    InChIKey
    PIPZGJSEDRMUAW-ZKKXXTDSSA-N
    InChI
    1S/C21H26N2O3.ClH/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24;/h2-5,12,15,17-19,22,24H,6-11H2,1H3;1H/t12-,15+show more
    Synonyms
    alpha-Yohimbine hydrochloride | MLS001306433 | Rauwolscine * HCl | (1s,2s,4as,13bs,14as)-methyl 2-hydroxy-1,2,3,4,4a,...
  12. Methyl reserpate
    Methyl reserpate
    CAS: 2901-66-8 EC Number: 220-792-3 PubChem CID: 73532 Formula: C23H30N2O5 Molecular Weight: 414.49
    ≥97%
    In Stock Item #: R342807
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    methyl (1R,15S,17R,18R,19S,20S)-17-hydroxy-6,18-dimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
    SMILES
    COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)O
    InChIKey
    MDJQWFFIUHUJSB-UQVJXISSSA-N
    InChI
    1S/C23H30N2O5/c1-28-13-4-5-14-15-6-7-25-11-12-8-19(26)22(29-2)20(23(27)30-3)16(12)10-18(25)21(15)24-17(14)9-13/h4-5,9,12,16,18-20,22,24,26H,6-8,10-11Hshow more
    Synonyms
    NSC 81464 | NSC-81464 | Me reserpate | NSC81464
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