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

(-)-Syringaresinol
- ≥98%
Cas Number: 6216-81-5 Compound CID: 11604108

IUPAC Name: 4-[(3R,3aS,6R,6aS)-6-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenol

SMILES: COC1=CC(=CC(=C1O)OC)C2C3COC(C3CO2)C4=CC(=C(C(=C4)OC)O)OC

InChIKey: KOWMJRJXZMEZLD-WRMVBYCNSA-N

InChI: InChI=1S/C22H26O8/c1-25-15-5-11(6-16(26-2)19(15)23)21-13-9-30-22(14(13)10-29-21)12-7-17(27-3)20(24)18(8-12)28-4/h5-8,13-14,21-24H,9-10H2,1-4H3/t13-,14show more
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isopicropophyllin
- ≥98%
Cas Number: 60660-50-6

Formula: C₂₂H₂₂O₈ Molecular Weight: 414.4

IUPAC Name: 5-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(COC3=O)C(C4=CC5=C(C=C24)OCO5)O

InChIKey: YJGVMLPVUAXIQN-UHFFFAOYSA-N

InChI: InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3
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ENTERODIOL
- ≥95%(HPLC)
Cas Number: 80226-00-2 EC Number: 634-752-1 Compound CID: 115089

IUPAC Name: (2R,3R)-2,3-bis[(3-hydroxyphenyl)methyl]butane-1,4-diol

SMILES: C1=CC(=CC(=C1)O)CC(CO)C(CC2=CC(=CC=C2)O)CO

InChIKey: DWONJCNDULPHLV-HOTGVXAUSA-N

InChI: InChI=1S/C18H22O4/c19-11-15(7-13-3-1-5-17(21)9-13)16(12-20)8-14-4-2-6-18(22)10-14/h1-6,9-10,15-16,19-22H,7-8,11-12H2/t15-,16-/m0/s1
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Dimethylmatairesinol
- ≥98%
Cas Number: 25488-59-9 Compound CID: 384877

IUPAC Name: (3R,4R)-3,4-bis[(3,4-dimethoxyphenyl)methyl]oxolan-2-one

SMILES: COC1=C(C=C(C=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)OC)OC)OC

InChIKey: SNAOLIMFHAAIER-DLBZAZTESA-N

InChI: InChI=1S/C22H26O6/c1-24-18-7-5-14(11-20(18)26-3)9-16-13-28-22(23)17(16)10-15-6-8-19(25-2)21(12-15)27-4/h5-8,11-12,16-17H,9-10,13H2,1-4H3/t16-,17+/m0/sshow more
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4，4'-(2，3-Dimethylbutane-1，4-diyl)bis(1，2-dimethoxybenzene)
- ≥95%
Cas Number: 5701-82-6 Compound CID: 97616

IUPAC Name: 4-[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-UHFFFAOYSA-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
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Galgravin
- ≥98%
Cas Number: 528-63-2 Compound CID: 101749

Formula: C₂₂H₂₈O₅ Molecular Weight: 372.5

IUPAC Name: (2S,3S,4R,5R)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane

SMILES: CC1C(C(OC1C2=CC(=C(C=C2)OC)OC)C3=CC(=C(C=C3)OC)OC)C

InChIKey: JLJAVUZBHSLLJL-DQEHQXCCSA-N

InChI: InChI=1S/C22H28O5/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)27-21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14+,21-,22+
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1，3，5-Triphenylpentane-1，5-dione
- ≥95%
Cas Number: 6263-84-9 Compound CID: 138708

Formula: C₂₃H₂₀O₂ Molecular Weight: 328.41

IUPAC Name: 1,3,5-triphenylpentane-1,5-dione

SMILES: C1=CC=C(C=C1)C(CC(=O)C2=CC=CC=C2)CC(=O)C3=CC=CC=C3

InChIKey: SQFIJFCIFAVGEG-UHFFFAOYSA-N

InChI: InChI=1S/C23H20O2/c24-22(19-12-6-2-7-13-19)16-21(18-10-4-1-5-11-18)17-23(25)20-14-8-3-9-15-20/h1-15,21H,16-17H2
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17-oxapentacyclo[6.6.5.0(2，7).0(9，14).0(15，19)]-nonadeca-2，4，6，9，11，13-hexaene-16，18-dione
- ≥95%
Cas Number: 5443-16-3 Compound CID: 138503

Formula: C₁₈H₁₂O₃ Molecular Weight: 276.29

IUPAC Name: 17-oxapentacyclo[6.6.5.02,7.09,14.015,19]nonadeca-2,4,6,9,11,13-hexaene-16,18-dione

SMILES: C1=CC=C2C3C4C(C(C2=C1)C5=CC=CC=C35)C(=O)OC4=O

InChIKey: PSKVQQJLLWSBFV-UHFFFAOYSA-N

InChI: InChI=1S/C18H12O3/c19-17-15-13-9-5-1-2-6-10(9)14(16(15)18(20)21-17)12-8-4-3-7-11(12)13/h1-8,13-16H
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(-)-Syringaresinol di-O-glucoside
- ≥98%
Cas Number: 66791-77-3

Formula: C₃₄H₄₆O₁₈ Molecular Weight: 742.73

IUPAC Name: (2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,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-NYYYOYJKSA-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
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(+)-Epipinoresinol
- ≥98%
Cas Number: 24404-50-0

Formula: C₂₀H₂₂O₆ Molecular Weight: 358.4

IUPAC Name: 4-[(3R,3aR,6S,6aR)-6-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol

SMILES: COC1=C(C=CC(=C1)C2C3COC(C3CO2)C4=CC(=C(C=C4)O)OC)O

InChIKey: HGXBRUKMWQGOIE-WZBLMQSHSA-N

InChI: InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19-,20+/m0show more
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Dihydrocubebin
Cas Number: 24563-03-9 Compound CID: 193042

Formula: C₂₀H₂₂O₆ Molecular Weight: 358.4

IUPAC Name: (2R,3R)-2,3-bis(1,3-benzodioxol-5-ylmethyl)butane-1,4-diol

SMILES: C1OC2=C(O1)C=C(C=C2)CC(CO)C(CC3=CC4=C(C=C3)OCO4)CO

InChIKey: JKCVMTYNARDGET-HOTGVXAUSA-N

InChI: InChI=1S/C20H22O6/c21-9-15(5-13-1-3-17-19(7-13)25-11-23-17)16(10-22)6-14-2-4-18-20(8-14)26-12-24-18/h1-4,7-8,15-16,21-22H,5-6,9-12H2/t15-,16-/m0/s1

Synonyms: Dihydrocubebin | (-)-Dihydrocubebin | (2R,3R)-2,3-bis(1,3-benzodioxol-5-ylmethyl)butane-1,4-diol | CHEBI:543841 | 1,4...

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3,4-Divanillyltetrahydrofuran
Cas Number: 34730-78-4 Compound CID: 182210

Formula: C₂₀H₂₄O₅ Molecular Weight: 344.4

IUPAC Name: 4-[[4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl]-2-methoxyphenol

SMILES: COC1=C(C=CC(=C1)CC2COCC2CC3=CC(=C(C=C3)O)OC)O

InChIKey: ROGUIJKVZZROIQ-UHFFFAOYSA-N

InChI: InChI=1S/C20H24O5/c1-23-19-9-13(3-5-17(19)21)7-15-11-25-12-16(15)8-14-4-6-18(22)20(10-14)24-2/h3-6,9-10,15-16,21-22H,7-8,11-12H2,1-2H3

Synonyms: 3,4-divanillyltetrahydrofuran | 4-[[4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl]-2-methoxyphenol | SCUTEL...

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