Amaryllidaceae alkaloids

Description:

Isoquinoline alkaloids with a skeleton deriving from lycorine, norbelladine, homolycorine, hemanthamine, crinine, tazettine, montanine, plicamine, galanthindole, galanthamine, gracilline, among others. Amaryllidaceae Alkaloids represent a large group of biogenetically related isoquinoline alkaloids that are found exclusively in plants belonging to this family of Amaryllidaceae. This group of alkaloids is also derived from two tyrosine units which combine, with loss of one carbon atom, to give a benzylphenylethylamine precursor unit, e.g. Norbelladine, which by various oxidative cyclisation processes, prominent among which are phenol oxidative coupling reactions, can give rise to the nine major skeletal groups.

Ancestors:

Organic compounds ⮕ Alkaloids and derivatives ⮕ Amaryllidaceae alkaloids

SBE13
- ≥98%
Cas Number: 775294-82-1

Formula: C₂₄H₂₇ClN₂O₄ Molecular Weight: 442.94

IUPAC Name: N-[[4-[(6-chloropyridin-3-yl)methoxy]-3-methoxyphenyl]methyl]-2-(3,4-dimethoxyphenyl)ethanamine

SMILES: COC1=C(C=C(C=C1)CCNCC2=CC(=C(C=C2)OCC3=CN=C(C=C3)Cl)OC)OC

InChIKey: XNPRQBVQOJZMMA-UHFFFAOYSA-N

InChI: InChI=1S/C24H27ClN2O4/c1-28-20-7-4-17(12-22(20)29-2)10-11-26-14-18-5-8-21(23(13-18)30-3)31-16-19-6-9-24(25)27-15-19/h4-9,12-13,15,26H,10-11,14,16H2,1-show more
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Lycorenine
- ≥98%(HPLC)
Cas Number: 477-19-0 Compound CID: 160472

IUPAC Name: (5aR,7S,11bS,11cS)-9,10-dimethoxy-1-methyl-3,5,5a,7,11b,11c-hexahydro-2H-isochromeno[3,4-g]indol-7-ol

SMILES: CN1CCC2=CCC3C(C21)C4=CC(=C(C=C4C(O3)O)OC)OC

InChIKey: VHYYSQODIQWPDO-PILAGYSTSA-N

InChI: InChI=1S/C18H23NO4/c1-19-7-6-10-4-5-13-16(17(10)19)11-8-14(21-2)15(22-3)9-12(11)18(20)23-13/h4,8-9,13,16-18,20H,5-7H2,1-3H3/t13-,16-,17-,18+/m1/s1
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4-bromo-5-({[2-(4-hydroxyphenyl)ethyl]amino}methyl)-2-methoxyphenol
Cas Number: 179107-93-8 Compound CID: 9429823

Formula: C₁₆H₁₈BrNO₃ Molecular Weight: 352.22

IUPAC Name: 4-bromo-5-[[2-(4-hydroxyphenyl)ethylamino]methyl]-2-methoxyphenol

SMILES: COC1=CC(Br)=C(CNCCC2=CC=C(O)C=C2)C=C1O

InChIKey: JBFKJIRYXUAQSW-UHFFFAOYSA-N

InChI: InChI=1S/C16H18BrNO3/c1-21-16-9-14(17)12(8-15(16)20)10-18-7-6-11-2-4-13(19)5-3-11/h2-5,8-9,18-20H,6-7,10H2,1H3

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Haemanthamine
- ≥96%
Cas Number: 466-75-1 Compound CID: 441593

Formula: C₁₇H₁₉NO₄ Molecular Weight: 301.34

IUPAC Name: (1S,13S,15S,18R)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol

SMILES: COC1CC2C3(C=C1)C(CN2CC4=CC5=C(C=C34)OCO5)O

InChIKey: YGPRSGKVLATIHT-HSHDSVGOSA-N

InChI: InChI=1S/C17H19NO4/c1-20-11-2-3-17-12-6-14-13(21-9-22-14)4-10(12)7-18(8-16(17)19)15(17)5-11/h2-4,6,11,15-16,19H,5,7-9H2,1H3/t11-,15+,16+,17+/m1/s1

Synonyms: VBL6HZX2ZB | 3-Epicrinamine | 3-epi-Crinamine | SCHEMBL19915195 | NSC403140 | NSC-403140 | BDBM50221069 | 4a.beta.,11...
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ASN04450772
IUPAC Name: 4-amino-N'-(furan-2-ylmethyl)-N'-[1-(4-hydroxyphenyl)-2-[(4-methoxyphenyl)methylamino]-2-oxoethyl]-1,2-thiazole-3,5-dicarboxamide

SMILES: COc1ccc(cc1)CNC(=O)C(N(C(=O)c1snc(c1N)C(=O)N)Cc1ccco1)c1ccc(cc1)O

InChIKey: TVONKIFIPYRNRD-UHFFFAOYSA-N

InChI: InChI=1S/C26H25N5O6S/c1-36-18-10-4-15(5-11-18)13-29-25(34)22(16-6-8-17(32)9-7-16)31(14-19-3-2-12-37-19)26(35)23-20(27)21(24(28)33)30-38-23/h2-12,22,32show more

Synonyms: ASN 04450772;ASN-04450772
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SBE 13 hydrochloride
- 10mM in DMSO
Cas Number: 1052532-15-6 Compound CID: 11948807

Formula: C₂₄H₂₈Cl₂N₂O₄ Molecular Weight: 479.4

IUPAC Name: N-[[4-[(6-chloropyridin-3-yl)methoxy]-3-methoxyphenyl]methyl]-2-(3,4-dimethoxyphenyl)ethanamine;hydrochloride

SMILES: COC1=C(C=C(C=C1)CCNCC2=CC(=C(C=C2)OCC3=CN=C(C=C3)Cl)OC)OC.Cl

InChIKey: QBGSVDJLQQXEGG-UHFFFAOYSA-N

InChI: InChI=1S/C24H27ClN2O4.ClH/c1-28-20-7-4-17(12-22(20)29-2)10-11-26-14-18-5-8-21(23(13-18)30-3)31-16-19-6-9-24(25)27-15-19;/h4-9,12-13,15,26H,10-11,14,16show more

Synonyms: 1052532-15-6|SBE13 hydrochloride|SBE 13 hydrochloride|SBE 13 HCl|SBE13 (Hydrochloride)|SBE-13 HCl|N-(4-((6-chloropyri...
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N-Desmethyl Galanthamine
- ≥95%
Cas Number: 41303-74-6

Formula: C₁₆H₁₉NO₃ Molecular Weight: 273.33

IUPAC Name: (1S,12S,14R)-9-methoxy-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-ol

SMILES: COC1=C2C3=C(CNCCC34C=CC(CC4O2)O)C=C1

InChIKey: AIXQQSTVOSFSMO-RBOXIYTFSA-N

InChI: InChI=1S/C16H19NO3/c1-19-12-3-2-10-9-17-7-6-16-5-4-11(18)8-13(16)20-15(12)14(10)16/h2-5,11,13,17-18H,6-9H2,1H3/t11-,13-,16-/m0/s1

Synonyms: 2BPQ4IVQ21 | Stephaoxocanidine derivative | (4AS,6R,8AS)-3-METHOXY-5,6,9,10,11,12-HEXAHYDRO-4AH-(1)BENZOFURO(3A,3,2-E...
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Lycorine
- ≥98%
Cas Number: 476-28-8

Formula: C₁₆H₁₇NO₄ Molecular Weight: 287.31

IUPAC Name: (1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraene-17,18-diol

SMILES: C1CN2CC3=CC4=C(C=C3C5C2C1=CC(C5O)O)OCO4

InChIKey: XGVJWXAYKUHDOO-DANNLKNASA-N

InChI: InChI=1S/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1

Synonyms: Bunt-no-more | Bio2_000502 | EINECS 207-503-6 | Ethyl o-hydroxybenzoate | U-17312E | KBio2_000022 | HMS1791B04 | KBio...
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Lycorine
- 10mM in DMSO
Cas Number: 476-28-8

Formula: C₁₆H₁₇NO₄ Molecular Weight: 287.31

IUPAC Name: (1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraene-17,18-diol

SMILES: C1CN2CC3=CC4=C(C=C3C5C2C1=CC(C5O)O)OCO4

InChIKey: XGVJWXAYKUHDOO-DANNLKNASA-N

InChI: InChI=1S/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1

Synonyms: lycorine|476-28-8|Amarylline|Galanthidine|Narcissine|Licorine|(-)-Lycorine|NSC401360|NSC683873|CHEBI:6601|CHEMBL40009...
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Lycoramine
- ≥98%
Cas Number: 21133-52-8

Formula: C₁₇H₂₃NO₃ Molecular Weight: 289.37

IUPAC Name: (1R,12S,14S)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9-trien-14-ol

SMILES: CN1CCC23CCC(CC2OC4=C(C=CC(=C34)C1)OC)O

InChIKey: GJRMHIXYLGOZSE-JDFRZJQESA-N

InChI: InChI=1S/C17H23NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-4,12,14,19H,5-10H2,1-2H3/t12-,14-,17-/m0/s1

Synonyms: (4AS,6S,8AR)-3-METHOXY-11-METHYL-5,6,7,8,9,10,11,12-OCTAHYDRO-4AH-(1)BENZOFURO(3A,3,2-EF)(2)BENZAZEPIN-6-OL | GALANTA...
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Lycorine hydrochloride
Cas Number: 2188-68-3

Formula: C₁₆H₁₈ClNO₄·HCl Molecular Weight: 323.77

IUPAC Name: (1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraene-17,18-diol;hydrochloride

SMILES: C1CN2CC3=CC4=C(C=C3C5C2C1=CC(C5O)O)OCO4.Cl

InChIKey: VUVNTYCHKZBOMV-NVJKKXITSA-N

InChI: InChI=1S/C16H17NO4.ClH/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19;/h3-5,11,14-16,18-19H,1-2,6-7H2;1H/t11-,14-,15+,16+;/m0./s1

Synonyms: 58F70VH0HS | NSC14453 | UNII-58F70VH0HS | Lycorine-chloride | Q-100273 | s3800 | BS-42350 | Narcissine hydrochloride ...
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Lycorine hydrochloride
- 10mM in DMSO
Cas Number: 2188-68-3(DMSO)

Formula: C₁₆H₁₈ClNO₄ Molecular Weight: 323.77

Synonyms: Lycorine hydrochloride|2188-68-3|Lycorine chloride|Lycorine HCl|Licorin hydrochloride|Lycorine (hydrochloride)|58F70V...
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