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

Paulownin
- ≥95%(LC/MS-ELSD)
Cas Number: 13040-46-5 Compound CID: 3084131

Formula: C₂₀H₁₈O₇ Molecular Weight: 370.35

IUPAC Name: (3R,3aS,6S,6aR)-3,6-bis(1,3-benzodioxol-5-yl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-ol

SMILES: C1C2C(OCC2(C(O1)C3=CC4=C(C=C3)OCO4)O)C5=CC6=C(C=C5)OCO6

InChIKey: CAQZFLPWHBKTTR-WNISUXOKSA-N

InChI: InChI=1S/C20H18O7/c21-20-8-23-18(11-1-3-14-16(5-11)26-9-24-14)13(20)7-22-19(20)12-2-4-15-17(6-12)27-10-25-15/h1-6,13,18-19,21H,7-10H2/t13-,18-,19-,20-show more

Synonyms: MS-25951 | CCG-268295 | AC-33983 | s9013 | Paulownin | 1H,3H-Furo(3,4-c)furan-3a(4H)-ol, 1,4-bis(1,3-benzodioxol-5-yl...
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Rubrene
- ≥99.99% metals basis
Cas Number: 517-51-1 EC Number: 208-242-0 Compound CID: 68203

Formula: C₄₂H₂₈ Molecular Weight: 532.67

IUPAC Name: 5,6,11,12-tetraphenyltetracene

SMILES: C1=CC=C(C=C1)C2=C3C=CC=CC3=C(C4=C(C5=CC=CC=C5C(=C24)C6=CC=CC=C6)C7=CC=CC=C7)C8=CC=CC=C8

InChIKey: YYMBJDOZVAITBP-UHFFFAOYSA-N

InChI: InChI=1S/C42H28/c1-5-17-29(18-6-1)37-33-25-13-14-26-34(33)39(31-21-9-3-10-22-31)42-40(32-23-11-4-12-24-32)36-28-16-15-27-35(36)38(41(37)42)30-19-7-2-8show more

Synonyms: rubreneperoxide | Q415911 | 5,11,12-Tetraphenylnaphthacene | Naphthacene,6,11,12-tetraphenyl- | 5,6,11,12-tetraphenyl...
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Rubrene
- powder
Cas Number: 517-51-1 EC Number: 208-242-0 Compound CID: 68203

Formula: C₄₂H₂₈ Molecular Weight: 532.67

IUPAC Name: 5,6,11,12-tetraphenyltetracene

SMILES: C1=CC=C(C=C1)C2=C3C=CC=CC3=C(C4=C(C5=CC=CC=C5C(=C24)C6=CC=CC=C6)C7=CC=CC=C7)C8=CC=CC=C8

InChIKey: YYMBJDOZVAITBP-UHFFFAOYSA-N

InChI: InChI=1S/C42H28/c1-5-17-29(18-6-1)37-33-25-13-14-26-34(33)39(31-21-9-3-10-22-31)42-40(32-23-11-4-12-24-32)36-28-16-15-27-35(36)38(41(37)42)30-19-7-2-8show more

Synonyms: rubreneperoxide | Q415911 | 5,11,12-Tetraphenylnaphthacene | Naphthacene,6,11,12-tetraphenyl- | 5,6,11,12-tetraphenyl...
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Secoisolariciresinol diglucoside
- ≥97%(HPLC)
Cas Number: 148244-82-0 Compound CID: 9917980

Formula: C₃₂H₄₆O₁₆ Molecular Weight: 686.71

IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutoxy]-6-(hshow more

SMILES: COC1=C(C=CC(=C1)CC(COC2C(C(C(C(O2)CO)O)O)O)C(CC3=CC(=C(C=C3)O)OC)COC4C(C(C(C(O4)CO)O)O)O)O

InChIKey: SBVBJPHMDABKJV-PGCJWIIOSA-N

InChI: InChI=1S/C32H46O16/c1-43-21-9-15(3-5-19(21)35)7-17(13-45-31-29(41)27(39)25(37)23(11-33)47-31)18(8-16-4-6-20(36)22(10-16)44-2)14-46-32-30(42)28(40)26(3show more

Synonyms: DTXCID60383588 | DTXSID40432760 | (R,R)-SDG | 2,3-Bis(3-methoxy-4-hydroxybenzyl)butane-1,4-diol 1,4-diglucoside | E14...
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Berbamine dihydrochloride
- ≥98%
Cas Number: 6078-17-7 Compound CID: 16217067

Formula: C₃₇H₄₀N₂O₆ ·2HCl Molecular Weight: 681.65

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.Cl.Cl

InChIKey: USRXDYNDPPUBSG-KKXMJGKMSA-N

InChI: InChI=1S/C37H40N2O6.2ClH/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(42show more

Synonyms: Berbaman-12-ol, 6,6',7-trimethoxy-2,2'-dimethyl-, dihydrochloride | (1S,14R)-20,21,25-trimethoxy-15,30-dimethyl-7,23-...
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1,2,3,4-Tetraphenylnaphthalene
- ≥97%
Cas Number: 751-38-2 Compound CID: 69783

Formula: C₁₀H₄(C₆H₅)₄ Molecular Weight: 432.55

IUPAC Name: 1,2,3,4-tetraphenylnaphthalene

SMILES: C1=CC=C(C=C1)C2=C(C(=C(C3=CC=CC=C32)C4=CC=CC=C4)C5=CC=CC=C5)C6=CC=CC=C6

InChIKey: UCTTYTFENYGAPP-UHFFFAOYSA-N

InChI: InChI=1S/C34H24/c1-5-15-25(16-6-1)31-29-23-13-14-24-30(29)32(26-17-7-2-8-18-26)34(28-21-11-4-12-22-28)33(31)27-19-9-3-10-20-27/h1-24H

Synonyms: 1,2,3,4 Tetraphenylnaphthalene | Q-102007 | UNII-AQ533SQ362 | UCTTYTFENYGAPP-UHFFFAOYSA-N | 1,2,3,4-Tetraphenylnaphth...
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WAY-354896
- ≥97%
Cas Number: 136498-37-8 Compound CID: 2917176

Formula: C₁₈H₁₆O₅ Molecular Weight: 312.31664

IUPAC Name: 2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-methoxy-2,3-dihydrochromen-4-one

SMILES: COC1=CC2=C(C=C1)OC(CC2=O)C3=CC4=C(C=C3)OCCO4

InChIKey: VPUHJQWPTZSKEP-UHFFFAOYSA-N

InChI: InChI=1S/C18H16O5/c1-20-12-3-5-15-13(9-12)14(19)10-17(23-15)11-2-4-16-18(8-11)22-7-6-21-16/h2-5,8-9,17H,6-7,10H2,1H3

Synonyms: 2-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-6-methoxychroman-4-one
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β-Peltatin
Cas Number: 518-29-6 Compound CID: 92122

Formula: C₂₂H₂₂O₈ Molecular Weight: 414.41

IUPAC Name: (5aR,8aR,9R)-4-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one

SMILES: COC1=CC(=CC(=C1OC)OC)C2C3C(CC4=C(C5=C(C=C24)OCO5)O)COC3=O

InChIKey: HLBPOYVRLSXWJJ-PDSMFRHLSA-N

InChI: InChI=1S/C22H22O8/c1-25-14-5-10(6-15(26-2)20(14)27-3)17-12-7-16-21(30-9-29-16)19(23)13(12)4-11-8-28-22(24)18(11)17/h5-7,11,17-18,23H,4,8-9H2,1-3H3/t11show more

Synonyms: beta-peltatin-a | DTXSID10199732 | KBioSS_002261 | Spectrum3_001096 | Hemihydrate gypsum | NCI60_001982 | .BETA.-PELT...

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WAY-354896
- 10mM in DMSO
Cas Number: 136498-37-8 Compound CID: 2917176

Formula: C₁₈H₁₆O₅ Molecular Weight: 312.31664

IUPAC Name: 2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-methoxy-2,3-dihydrochromen-4-one

SMILES: COC1=CC2=C(C=C1)OC(CC2=O)C3=CC4=C(C=C3)OCCO4

InChIKey: VPUHJQWPTZSKEP-UHFFFAOYSA-N

InChI: InChI=1S/C18H16O5/c1-20-12-3-5-15-13(9-12)14(19)10-17(23-15)11-2-4-16-18(8-11)22-7-6-21-16/h2-5,8-9,17H,6-7,10H2,1H3
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Tracheloside
- ≥98%
Cas Number: 33464-71-0 Compound CID: 169511

Formula: C₂₇H₃₄O₁₂ Molecular Weight: 550.55

IUPAC Name: (3S,4S)-4-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolashow more

SMILES: COC1=C(C=C(C=C1)CC2COC(=O)C2(CC3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)O)OC

InChIKey: LWYAMIUSVGPFKS-CGLYQLBNSA-N

InChI: InChI=1S/C27H34O12/c1-34-17-6-4-14(9-19(17)35-2)8-16-13-37-26(32)27(16,33)11-15-5-7-18(20(10-15)36-3)38-25-24(31)23(30)22(29)21(12-28)39-25/h4-7,9-10,show more

Synonyms: MFCD00870631 | s3284 | DTXSID30955094 | Tracheloside | 2(3H)-FURANONE, 4-((3,4-DIMETHOXYPHENYL)METHYL)-3-((4-(.BETA.-...
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Tracheloside
- 10mM in DMSO
Cas Number: 33464-71-0 Compound CID: 169511

Formula: C₂₇H₃₄O₁₂ Molecular Weight: 550.55

IUPAC Name: (3S,4S)-4-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolashow more

SMILES: COC1=C(C=C(C=C1)CC2COC(=O)C2(CC3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)O)OC

InChIKey: LWYAMIUSVGPFKS-CGLYQLBNSA-N

InChI: InChI=1S/C27H34O12/c1-34-17-6-4-14(9-19(17)35-2)8-16-13-37-26(32)27(16,33)11-15-5-7-18(20(10-15)36-3)38-25-24(31)23(30)22(29)21(12-28)39-25/h4-7,9-10,show more

Synonyms: Tracheloside|33464-71-0|CU15UC170Q|(3S,4S)-4-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R...
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Terameprocol
Cas Number: 24150-24-1 Compound CID: 476861

Formula: C₂₂H₃₀O₄ Molecular Weight: 358.47

IUPAC Name: 4-[(2S,3R)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,2-dimethoxybenzene

SMILES: CC(CC1=CC(=C(C=C1)OC)OC)C(C)CC2=CC(=C(C=C2)OC)OC

InChIKey: ORQFDHFZSMXRLM-IYBDPMFKSA-N

InChI: InChI=1S/C22H30O4/c1-15(11-17-7-9-19(23-3)21(13-17)25-5)16(2)12-18-8-10-20(24-4)22(14-18)26-6/h7-10,13-16H,11-12H2,1-6H3/t15-,16+

Synonyms: D09014 | UNII-53YET703F2 | Tmndga | DB12226 | 1,4-BIS(3,4-DIMETHOXYPHENYL)-2,3-DIMETHYL-, MESO- | 4-[(2S,3R)-4-(3,4-d...

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