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Lignans, neolignans and related compounds

Description:

Plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.

Ancestors:

Organic compounds ⮕ Lignans, neolignans and related compounds
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Items 121-132 of 247

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  1. Berbamine
      Grade & Purity: 
    • ≥98%
    Cas Number: 478-61-5
    Formula:  C37H40N2O6        Molecular Weight: 608.72
    IUPAC Name:  (1S,14R)-20,21,25-trimethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,1show more
    SMILES:  CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)O)OC
    InChIKey: DFOCUWZXJBAUSQ-URLMMPGGSA-N
    InChI:  InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(41-3)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-31-18-23(8-11-30(31)40)17-29-35-25(13-15-39(29)2)20-34(42-4)36show more
    Synonyms: Berbaman-12-ol,6',7-trimethoxy-2,2'-dimethyl- | NCI60_003398 | BERBAMINE, (+)- | 2-27-00-00891 (Beilstein Handbook Re...
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  2. Benzoestrol
    Cas Number: 85-95-0
    Formula:  C20H26O2        Molecular Weight: 298.42
    IUPAC Name:  4-[3-ethyl-4-(4-hydroxyphenyl)hexan-2-yl]phenol
    SMILES:  CCC(C1=CC=C(C=C1)O)C(CC)C(C)C2=CC=C(C=C2)O
    InChIKey: DUTFBSAKKUNBAL-UHFFFAOYSA-N
    InChI:  InChI=1S/C20H26O2/c1-4-19(14(3)15-6-10-17(21)11-7-15)20(5-2)16-8-12-18(22)13-9-16/h6-14,19-22H,4-5H2,1-3H3
    Synonyms: Benzestrolo | UNII-A27512LR47 | DTXSID50861663 | DUTFBSAKKUNBAL-UHFFFAOYSA-N | Q4890763 | Benzoestrolum | 4-[3-ethyl-...
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  3. Arctiin
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 20362-31-6        Compound CID:  100528
    Formula:  C27H34O11        Molecular Weight: 534.55
    IUPAC Name:  (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-2-one
    SMILES:  COC1=C(C=C(C=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)OC
    InChIKey: XOJVHLIYNSOZOO-SWOBOCGESA-N
    InChI:  InChI=1S/C27H34O11/c1-33-18-6-4-14(10-20(18)34-2)8-16-13-36-26(32)17(16)9-15-5-7-19(21(11-15)35-3)37-27-25(31)24(30)23(29)22(12-28)38-27/h4-7,10-11,16show more
    Synonyms: Arctiin|20362-31-6|Arctigenin-4-glucoside|Arctii|NSC 315527|(-)-Arctiin|UNII-TM5RQ949K7|CCRIS 8412|TM5RQ949K7|CHEBI:8...
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  4. Arctiin
    Cas Number: 20362-31-6        Compound CID:  100528
    Formula:  C27H34O11        Molecular Weight: 534.55
    IUPAC Name:  (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-2-one
    SMILES:  COC1=C(C=C(C=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)OC
    InChIKey: XOJVHLIYNSOZOO-SWOBOCGESA-N
    InChI:  InChI=1S/C27H34O11/c1-33-18-6-4-14(10-20(18)34-2)8-16-13-36-26(32)17(16)9-15-5-7-19(21(11-15)35-3)37-27-25(31)24(30)23(29)22(12-28)38-27/h4-7,10-11,16show more
    Synonyms: 2(3H)-FURANONE, 4-((3,4-DIMETHOXYPHENYL)METHYL)-3-((4-(.BETA.-D-GLUCOPYRANOSYLOXY)-3-METHOXYPHENYL)METHYL)DIHYDRO-, (...
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  5. 9,10-Diphenylanthracene
    Cas Number: 1499-10-1
    Formula:  C26H18        Molecular Weight: 330.42
    IUPAC Name:  9,10-diphenylanthracene
    SMILES:  C1=CC=C(C=C1)C2=C3C=CC=CC3=C(C4=CC=CC=C42)C5=CC=CC=C5
    InChIKey: FCNCGHJSNVOIKE-UHFFFAOYSA-N
    InChI:  InChI=1S/C26H18/c1-3-11-19(12-4-1)25-21-15-7-9-17-23(21)26(20-13-5-2-6-14-20)24-18-10-8-16-22(24)25/h1-18H
    Synonyms: A808976 | D1689 | NSC24861 | C26H18 | AKOS004902510 | Q274986 | SY015328 | D4401 | 9,10-diphenyl anthracene | EINECS ...
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  6. 4′-Demethyldesoxypodophyllotoxin
      Grade & Purity: 
    • ≥98%
    Cas Number: 3590-93-0
    Formula:  C21H20O7        Molecular Weight: 384.38
    IUPAC Name:  (5R,5aR,8aR)-5-(4-hydroxy-3,5-dimethoxyphenyl)-5a,8,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one
    SMILES:  COC1=CC(=CC(=C1O)OC)C2C3C(CC4=CC5=C(C=C24)OCO5)COC3=O
    InChIKey: RFDMNXDDRXVJTM-RQUSPXKASA-N
    InChI:  InChI=1S/C21H20O7/c1-24-16-5-11(6-17(25-2)20(16)22)18-13-7-15-14(27-9-28-15)4-10(13)3-12-8-26-21(23)19(12)18/h4-7,12,18-19,22H,3,8-9H2,1-2H3/t12-,18+,show more
    Synonyms: AKOS004120062 | (-)-4'-desmethyl-deoxypodophyllotoxin | SCHEMBL15892698 | NSC267714 | 4'-desmethyldesoxypodophyllotox...
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  7. 4'-Demethylpodophyllotoxin
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 40505-27-9
    Formula:  C21H20O8        Molecular Weight: 400.38
    IUPAC Name:  (5R,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
    SMILES:  COC1=CC(=CC(=C1O)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
    InChIKey: YVCVYCSAAZQOJI-BTINSWFASA-N
    InChI:  InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,show more
    Synonyms: 4'-Demethylpodophyllotoxin|40505-27-9|4-Demethylpodophyllotoxin|(5R,5aR,8aR,9R)-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyp...
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  8. 4'-Demethylepipodophyllotoxin
      Grade & Purity: 
    • ≥98%
    Cas Number: 6559-91-7
    Formula:  C21H20O8        Molecular Weight: 400.38
    IUPAC Name:  (5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
    SMILES:  COC1=CC(=CC(=C1O)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
    InChIKey: YVCVYCSAAZQOJI-JHQYFNNDSA-N
    InChI:  InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,show more
    Synonyms: (5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxy-phenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[6,5-f][1,3]benzodio...
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  9. 4'-Demethylpodophyllotoxin
      Grade & Purity: 
    • ≥98%
    Cas Number: 40505-27-9
    Formula:  C21H20O8        Molecular Weight: 400.38
    IUPAC Name:  (5R,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
    SMILES:  COC1=CC(=CC(=C1O)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
    InChIKey: YVCVYCSAAZQOJI-BTINSWFASA-N
    InChI:  InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,show more
    Synonyms: AS-58706 | FURO(3',4':6,7)NAPHTHO(2,3-D)-1,3-DIOXOL-6(5AH)-ONE, 5,8,8A,9-TETRAHYDRO-9-HYDROXY-5-(4-HYDROXY-3,5-DIMETH...
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  10. 4'-Demethylepipodophyllotoxin
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 6559-91-7
    Formula:  C21H20O8        Molecular Weight: 400.38
    IUPAC Name:  (5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
    SMILES:  COC1=CC(=CC(=C1O)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
    InChIKey: YVCVYCSAAZQOJI-JHQYFNNDSA-N
    InChI:  InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,show more
    Synonyms: 4'-Demethylepipodophyllotoxin|6559-91-7|4'-DMEP|4-Demethylepipodophyllotoxin|(-)-4'-Demethylepipodophyllotoxin|DMEP|4...
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  11. (-)-Asarinin
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 133-04-0
    Formula:  C20H18O6        Molecular Weight: 354.359
    IUPAC Name:  5-[(3R,3aS,6S,6aS)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole
    SMILES:  C1C2C(COC2C3=CC4=C(C=C3)OCO4)C(O1)C5=CC6=C(C=C5)OCO6
    InChIKey: PEYUIKBAABKQKQ-FQZPYLGXSA-N
    InChI:  InChI=1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19-,20+/m1/show more
    Synonyms: EDTA disodium calcium salt | 1,3-Benzodioxole,5,5'-[(1R,3aS,4S,6aS)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis- |...
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  12. (-)-Arctigenin
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 7770-78-7
    Formula:  C21H24O6        Molecular Weight: 372.41
    IUPAC Name:  (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
    SMILES:  COC1=C(C=C(C=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)O)OC)OC
    InChIKey: NQWVSMVXKMHKTF-JKSUJKDBSA-N
    InChI:  InChI=1S/C21H24O6/c1-24-18-7-5-13(11-20(18)26-3)8-15-12-27-21(23)16(15)9-14-4-6-17(22)19(10-14)25-2/h4-7,10-11,15-16,22H,8-9,12H2,1-3H3/t15-,16+/m0/s1
    Synonyms: Arctigenin|(-)-Arctigenin|7770-78-7|(+/-)-Arctigenin|Arctigenin, (+/-)-|UNII-U76MR9VS6M|U76MR9VS6M|Arctigenin, trans-...
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