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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 61-72 of 247

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  1. Arctiin
      Grade & Purity: 
    • ≥95%(LC/MS-ELSD)
    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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  2. 4-[2-(4-Allyl-2,6-dimethoxyphenoxy)-1-hydroxypropyl]-2-methoxyphenol
      Grade & Purity: 
    • ≥95%(LC/MS-ELSD)
    Cas Number: 52190-21-3
    Formula:  C21H26O6        Molecular Weight: 374.43
    IUPAC Name:  4-[2-(2,6-dimethoxy-4-prop-2-enylphenoxy)-1-hydroxypropyl]-2-methoxyphenol
    SMILES:  CC(C(C1=CC(=C(C=C1)O)OC)O)OC2=C(C=C(C=C2OC)CC=C)OC
    InChIKey: ULZFTGWWPHYLGI-UHFFFAOYSA-N
    InChI:  InChI=1S/C21H26O6/c1-6-7-14-10-18(25-4)21(19(11-14)26-5)27-13(2)20(23)15-8-9-16(22)17(12-15)24-3/h6,8-13,20,22-23H,1,7H2,2-5H3
    Synonyms: SB44200 | (Rac)-Myrislignan | AKOS037515054 | MS-26054 | BDBM50269675 | 2-(4-Allyl-2,6-dimethoxyphenoxy)-1-(4-hydroxy...
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  3. 4,4'-(Anthracene-9,10-diyl)dibenzoic acid
      Grade & Purity: 
    • ≥98%
    Cas Number: 42824-53-3
    Formula:  C28H18O4        Molecular Weight: 418.44
    IUPAC Name:  4-[10-(4-carboxyphenyl)anthracen-9-yl]benzoic acid
    SMILES:  C1=CC=C2C(=C1)C(=C3C=CC=CC3=C2C4=CC=C(C=C4)C(=O)O)C5=CC=C(C=C5)C(=O)O
    InChIKey: ZSLCDSMUKOZRPQ-UHFFFAOYSA-N
    InChI:  InChI=1S/C28H18O4/c29-27(30)19-13-9-17(10-14-19)25-21-5-1-2-6-22(21)26(24-8-4-3-7-23(24)25)18-11-15-20(16-12-18)28(31)32/h1-16H,(H,29,30)(H,31,32)
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  4. DBP
      Grade & Purity: 
    • ≥98%(HPLC)
    Cas Number: 175606-05-0
    Formula:  C64H36       
    IUPAC Name:  7,14,25,32-tetraphenylundecacyclo[21.13.2.22,5.03,19.04,16.06,15.08,13.020,37.024,33.026,31.034,38]tetraconta-1,3,5,7,9,11,13,15,17,19,21,23,25,27,29,show more
    SMILES:  C1=CC=C(C=C1)C2=C3C=CC=CC3=C(C4=C5C=CC6=C7C=CC8=C9C(=C1C=CC=CC1=C(C9=C1C8=C7C(=C3C6=C5C(=C24)C=C3)C=C1)C1=CC=CC=C1)C1=CC=CC=C1)C1=CC=CC=C1
    InChIKey: WPPDXAHGCGPUPK-UHFFFAOYSA-N
    InChI:  InChI=1S/C64H36/c1-5-17-37(18-6-1)53-41-25-13-14-26-42(41)54(38-19-7-2-8-20-38)62-50-34-30-46-48-32-36-52-60-51(35-31-47(58(48)60)45-29-33-49(61(53)62show more
    Synonyms: cd :1 inverted exclamation mark ,2 inverted exclamation mark ,3 inverted exclamation mark -lm]perylene | Dibenzo{[f,f...
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  5. Eleutheroside E
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 39432-56-9(DMSO)
    Formula:  C34H46O18        Molecular Weight: 742.72
    IUPAC Name:  (2S,3R,4S,5S,6R)-2-[4-[(3S,3aR,6R,6aS)-6-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahshow more
    SMILES:  COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)OC)C3C4COC(C4CO3)C5=CC(=C(C(=C5)OC)OC6C(C(C(C(O6)CO)O)O)O)OC
    InChIKey: FFDULTAFAQRACT-JSGUJALWSA-N
    InChI:  InChI=1S/C34H46O18/c1-43-17-5-13(6-18(44-2)31(17)51-33-27(41)25(39)23(37)21(9-35)49-33)29-15-11-48-30(16(15)12-47-29)14-7-19(45-3)32(20(8-14)46-4)52-3show more
    Synonyms: Eleutheroside E|39432-56-9|UNII-8JP2P44H3Z|8JP2P44H3Z|(2S,3R,4S,5S,6R)-2-[4-[(3S,3aR,6R,6aS)-6-[3,5-dimethoxy-4-[(2S,...
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  6. Fangchinoline
      Grade & Purity: 
    • ≥98%(HPLC)
    Cas Number: 436-77-1
    Formula:  C37H40N2O6        Molecular Weight: 608.72
    IUPAC Name:  (1S,14S)-9,20,25-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),8,10,12show more
    SMILES:  CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CCN6C)OC)O)OC)OC
    InChIKey: IIQSJHUEZBTSAT-VMPREFPWSA-N
    InChI:  InChI=1S/C37H40N2O6/c1-38-14-12-24-19-31(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-32-18-23(8-11-30(32)41-3)17-29-35-25(13-15-39(29)2)20-34(43-5)show more
    Synonyms: F1173 | Menisidine | Tetrandrine B | (+)-Fangchinoline | (1S,14S)-9,20,25-trimethoxy-15,30-dimethyl-7,23-dioxa-15,30-...
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  7. Fargesin
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 31008-19-2(DMSO)
    Formula:  C21H22O6        Molecular Weight: 370.40
    IUPAC Name:  5-[(3S,3aR,6R,6aR)-6-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-1,3-benzodioxole
    SMILES:  COC1=C(C=C(C=C1)C2C3COC(C3CO2)C4=CC5=C(C=C4)OCO5)OC
    InChIKey: AWOGQCSIVCQXBT-LATRNWQMSA-N
    InChI:  InChI=1S/C21H22O6/c1-22-16-5-3-12(7-18(16)23-2)20-14-9-25-21(15(14)10-24-20)13-4-6-17-19(8-13)27-11-26-17/h3-8,14-15,20-21H,9-11H2,1-2H3/t14-,15-,20-,show more
    Synonyms: Fargesin|31008-19-2|(+/-)-Fargesin|Demethoxyaschantin|5-[(3S,3aR,6R,6aR)-6-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahy...
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  8. 8-Hydroxypinoresinol-4′-O-β-D-glucopyranoside
      Grade & Purity: 
    • ≥95%(LC/MS-ELSD)
    Cas Number: 102582-69-4        Compound CID:  21591950
    Formula:  C26H32O12        Molecular Weight: 536.53
    IUPAC Name:  (2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6S,6aR)-3a-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydshow more
    SMILES:  COC1=C(C=CC(=C1)C2C3COC(C3(CO2)O)C4=CC(=C(C=C4)O)OC)OC5C(C(C(C(O5)CO)O)O)O
    InChIKey: GQLQVPZSTWXDBQ-ZOKOZUFBSA-N
    InChI:  InChI=1S/C26H32O12/c1-33-17-8-13(3-5-15(17)28)24-26(32)11-36-23(14(26)10-35-24)12-4-6-16(18(7-12)34-2)37-25-22(31)21(30)20(29)19(9-27)38-25/h3-8,14,19show more
    Synonyms: FS-8431 | NCGC00347731-02 | CHEBI:189506 | 4-[(1s,3as,4r,6ar)-3a-hydroxy-4-(4-hydroxy-3-methoxyphenyl)tetrahydro-1h,3...
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  9. (+)-Lariciresinol
      Grade & Purity: 
    • ≥95%(HPLC)
    Cas Number: 27003-73-2
    Formula:  C20H24O6        Molecular Weight: 360.4
    IUPAC Name:  4-[[(3R,4R,5S)-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenol
    SMILES:  COC1=C(C=CC(=C1)CC2COC(C2CO)C3=CC(=C(C=C3)O)OC)O
    InChIKey: MHXCIKYXNYCMHY-AUSJPIAWSA-N
    InChI:  InChI=1S/C20H24O6/c1-24-18-8-12(3-5-16(18)22)7-14-11-26-20(15(14)10-21)13-4-6-17(23)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15-,20+/m0show more
    Synonyms: 4-[(2S,3R,4R)-4-(4-hydroxy-3-methoxybenzyl)-3-(hydroxymethyl)tetrahydrofuran-2-yl]-2-methoxyphenol | NSC329247 | NSC-...
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  10. Nirtetralin
    Cas Number: 50656-78-5
    Formula:  C24H30O7        Molecular Weight: 430.49
    IUPAC Name:  (5R,6S,7S)-5-(3,4-dimethoxyphenyl)-4-methoxy-6,7-bis(methoxymethyl)-5,6,7,8-tetrahydrobenzo[f][1,3]benzodioxole
    SMILES:  COCC1CC2=CC3=C(C(=C2C(C1COC)C4=CC(=C(C=C4)OC)OC)OC)OCO3
    InChIKey: LHQDZANQXMRHIV-LZJOCLMNSA-N
    InChI:  InChI=1S/C24H30O7/c1-25-11-16-8-15-10-20-23(31-13-30-20)24(29-5)22(15)21(17(16)12-26-2)14-6-7-18(27-3)19(9-14)28-4/h6-7,9-10,16-17,21H,8,11-13H2,1-5H3show more
    Synonyms: Nirtetralin, >=95% (LC/MS-ELSD) | (+-)-Nirtetralin | HY-N10830 | Naphtho(2,3-d)-1,3-dioxole, 5-(3,4-dimethoxyphenyl)-...
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  11. (−)-Olivil 4″-O-glucoside
    Cas Number: 76880-93-8        Compound CID:  14033815
    Formula:  C26H34O12        Molecular Weight: 538.54
    IUPAC Name:  (2S,3R,4S,5S,6R)-2-[4-[[(3S,4R,5S)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxashow more
    SMILES:  COC1=C(C=CC(=C1)CC2(COC(C2CO)C3=CC(=C(C=C3)O)OC)O)OC4C(C(C(C(O4)CO)O)O)O
    InChIKey: SXGSYHDLSPXCMU-CTQTXEDXSA-N
    InChI:  InChI=1S/C26H34O12/c1-34-18-8-14(4-5-16(18)29)24-15(10-27)26(33,12-36-24)9-13-3-6-17(19(7-13)35-2)37-25-23(32)22(31)21(30)20(11-28)38-25/h3-8,15,20-25show more
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  12. Details
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