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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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Items 1-12 of 17

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  1. Raubasine
      Grade & Purity: 
    • ≥98%(HPLC)
    Cas Number: 483-04-5        EC Number: 207-589-5        Compound CID:  441975
    Formula:  C21H24N2O3        Molecular Weight: 352.43
    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:  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-show more
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  2. Reserpine hydrochloride
      Grade & Purity: 
    • ≥99%
    Cas Number: 16994-56-2        Compound CID:  21155894
    Formula:  C33H41ClN2O9        Molecular Weight: 645.1
    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:  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(21show more
    Synonyms: Reserpine hydrochloride | UNII-GWN3C4FTI8 | CS-1914 | EINECS 241-074-6 | 3.BETA.,20.ALPHA.-YOHIMBAN-16.BETA.-CARBOXYL...
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  3. rescinnamine
    Cas Number: 24815-24-5        EC Number: 246-471-8        Compound CID:  5280954
    Formula:  C35H42N2O9        Molecular Weight: 634.7
    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:  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(show more
    Synonyms: Methyl reserpate 3,4,5-trimethoxycinnamic acid ester | C02AA01 | Methyl 1alpha,2beta,3alpha,4,4aalpha,5,7,8,13,13bbet...
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  4. rauwolscine
    Cas Number: 131-03-3        EC Number: 205-006-9        Compound CID:  643606
    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:  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+,1show more
    Synonyms: Benz[g]indolo[2,3-a]quinolizine, yohimban-16-carboxylic acid deriv. | BSPBio_000394 | NCGC00017260-05 | BSPBio_003221...
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  5. Syrosingopine (Su-3118)
      Grade & Purity: 
    • ≥98%
    Cas Number: 84-36-6        Compound CID:  6769
    Formula:  C35H42N2O11        Molecular Weight: 666.71
    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:  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)show more
    Synonyms: Londomin | Prestwick_457 | Syrosingopine (JAN/INN) | Yohimban-16-carboxylic acid,5-dimethoxybenzoyl]oxy]-11,17-dimeth...
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  6. Syrosingopine (Su-3118)
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 84-36-6(DMSO)        Compound CID:  6769
    Formula:  C35H42N2O11        Molecular Weight: 666.71
    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:  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)show more
    Synonyms: Londomin | Prestwick_457 | Syrosingopine (JAN/INN) | Yohimban-16-carboxylic acid,5-dimethoxybenzoyl]oxy]-11,17-dimeth...
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  7. Yohimbine hydrochloride
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 65-19-0        EC Number: 200-600-4        Compound CID:  6169
    Formula:  C21H26N2O3.HCl        Molecular Weight: 390.9
    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:  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/t1show more
    Synonyms: YOHIMBINE HYDROCHLORIDE|65-19-0|Yohimbine HCl|Antagonil|Yohimbe|Aphrodine hydrochloride|Yohimbine monohydrochloride|Y...
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  8. Yohimbine hydrochloride
    Cas Number: 65-19-0        EC Number: 200-600-4        Compound CID:  6169
    Formula:  C21H26N2O3.HCl        Molecular Weight: 390.9
    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:  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/t1show more
    Synonyms: NCGC00094457-01 | Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, monohydrochloride, (16alpha,17alpha)- | Yoh...
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  9. Tetrahydroalstonine
    Cas Number: 6474-90-4        Compound CID:  72340
    Formula:  C21H24N2O3        Molecular Weight: 352.43
    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:  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-show more
    Synonyms: 4-27-00-07926 (Beilstein Handbook Reference) | NSC 72115 | PDSP2_001642 | Q27108406 | Alstonine, 3,4,5,6-tetrahydro-,...
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  10. Reserpine
    Cas Number: 50-55-5        EC Number: 200-047-9        Compound CID:  5770
    Formula:  C33H40N2O9        Molecular Weight: 608.68
    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:  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-show more
    Synonyms: Carditivo | Eberpine | Rautrin | Reserp | Reserpil | Benazyl | Diurese-R | Eskaserp | Gilucard | Hydroserp | Reserpam...
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  11. Rauwolscine hydrochloride
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 6211-32-1        Compound CID:  197067
    Formula:  C21H26N2O3.HCl        Molecular Weight: 390.91
    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:  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/t1show more
    Synonyms: Rauwolscine hydrochloride|6211-32-1|alpha-Yohimbine hydrochloride|Rauwolscine HCl|PQ323MIB24|Fauwolscine, hydrochlori...
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  12. Methyl reserpate
      Grade & Purity: 
    • ≥97%
    Cas Number: 2901-66-8        EC Number: 220-792-3        Compound CID:  73532
    Formula:  C23H30N2O5        Molecular Weight: 414.49
    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:  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,show more
    Synonyms: NSC 81464 | NSC-81464 | Me reserpate | NSC81464
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