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Furanoid lignans

Organic heterocyclic compounds that consist of lignans with a structure that contains any variant of a furan ring; furan rings consist of a five-membered ring with four carbon atoms, one oxygen atom, and two double bonds.

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1

(R)-Nornicotine, TRC

CAS: 7076-23-5 Molecular Formula: C9H12N2 Molecular Weight (g/mol): 148.2 Synonym: 3-(2R)-2-pyrrolidinylpyridine,(+)-1'-demethylnicotine,(R)-3-(2-pyrrolidinyl)pyridine,(+)-1'-Demethylnicotine,(+)-2-(3'-Pyridyl)pyrrolidine,(+)-Nornicotine,(R)-(+)-Nornicotine,(R)-(+)-Nornicotine IUPAC Name: 3-[(2R)-pyrrolidin-2-yl]pyridine SMILES: C1CN[C@H](C1)c2cccnc2

CAS 7076-23-5
Molecular Weight (g/mol) 148.2
SMILES C1CN[C@H](C1)c2cccnc2
Synonym 3-(2R)-2-pyrrolidinylpyridine,(+)-1'-demethylnicotine,(R)-3-(2-pyrrolidinyl)pyridine,(+)-1'-Demethylnicotine,(+)-2-(3'-Pyridyl)pyrrolidine,(+)-Nornicotine,(R)-(+)-Nornicotine,(R)-(+)-Nornicotine
IUPAC Name 3-[(2R)-pyrrolidin-2-yl]pyridine
Molecular Formula C9H12N2
2

Matairesinol, TRC

CAS: 580-72-3 Molecular Formula: C20 H22 O6 Molecular Weight (g/mol): 358.39 Synonym: 2(3H)-Furanone, dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, (3R,4R)-,2(3H)-Furanone, dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, (3R-trans)-,2(3H)-Furanone, dihydro-3,4-divanillyl- (8CI),Matairesinol (6CI),(-)-Matairesinol,(3R,4R)-Dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone,(8R,8'R)-(-)-Matairesinol IUPAC Name: (3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one SMILES: COc1cc(C[C@H]2COC(=O)[C@@H]2Cc3ccc(O)c(OC)c3)ccc1O

CAS 580-72-3
Molecular Weight (g/mol) 358.39
SMILES COc1cc(C[C@H]2COC(=O)[C@@H]2Cc3ccc(O)c(OC)c3)ccc1O
Synonym 2(3H)-Furanone, dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, (3R,4R)-,2(3H)-Furanone, dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, (3R-trans)-,2(3H)-Furanone, dihydro-3,4-divanillyl- (8CI),Matairesinol (6CI),(-)-Matairesinol,(3R,4R)-Dihydro-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone,(8R,8'R)-(-)-Matairesinol
IUPAC Name (3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
Molecular Formula C20 H22 O6
3

(+)-Pinoresinol (>80% ee), TRC

CAS: 487-36-5 Molecular Formula: C20 H22 O6 Molecular Weight (g/mol): 358.38 Synonym: 4,4'-((1S,3aR,4S,6aR)-Hexahydrofuro[3,4-c]furan-1,4-diyl)bis(2-methoxyphenol),Pinoresinol,(+)-Pinoresinol,Phenol, 4,4'-[(1S,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis[2-methoxy-,Phenol, 4,4'-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis[2-methoxy-, [1S-(1α,3aα,4α,6aα)]-,Phenol, 4,4'-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis[2-methoxy-, stereoisomer (8CI),Pinoresinol (6CI,7CI),1H,3H-Furo[3,4-c]furan, phenol deriv.,(+)-Pinoresinol,4,4'-[(1S,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis[2-methoxyphenol],NSC 35444,d-Pinoresinol,1H,3H-Furo[3,4-c]furan Phenol Derivative,Pinoresinol IUPAC Name: 4-[(3S,3aR,6S,6aR)-6-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol SMILES: COc1cc(ccc1O)[C@H]2OC[C@H]3[C@@H]2CO[C@@H]3c4ccc(O)c(OC)c4

CAS 487-36-5
Molecular Weight (g/mol) 358.38
SMILES COc1cc(ccc1O)[C@H]2OC[C@H]3[C@@H]2CO[C@@H]3c4ccc(O)c(OC)c4
Synonym 4,4'-((1S,3aR,4S,6aR)-Hexahydrofuro[3,4-c]furan-1,4-diyl)bis(2-methoxyphenol),Pinoresinol,(+)-Pinoresinol,Phenol, 4,4'-[(1S,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis[2-methoxy-,Phenol, 4,4'-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis[2-methoxy-, [1S-(1α,3aα,4α,6aα)]-,Phenol, 4,4'-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis[2-methoxy-, stereoisomer (8CI),Pinoresinol (6CI,7CI),1H,3H-Furo[3,4-c]furan, phenol deriv.,(+)-Pinoresinol,4,4'-[(1S,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis[2-methoxyphenol],NSC 35444,d-Pinoresinol,1H,3H-Furo[3,4-c]furan Phenol Derivative,Pinoresinol
IUPAC Name 4-[(3S,3aR,6S,6aR)-6-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol
Molecular Formula C20 H22 O6
4

l-Asarinin, TRC

CAS: 133-04-0 Molecular Formula: C20 H18 O6 Molecular Weight (g/mol): 354.35 Synonym: Sesamin,(-)-Asarinin,Xanthoxyln S,(1R-(1α,3aα,4β,6aα))-5,5'-(tetrahydro-1H,3H-furo(3,4-c)furan-1,4-diyl)bis-1,3-Benzodioxole IUPAC Name: 5-[(3S,3aS,6R,6aS)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole SMILES: C1Oc2ccc(cc2O1)[C@@H]3OC[C@@H]4[C@H]3CO[C@@H]4c5ccc6OCOc6c5

CAS 133-04-0
Molecular Weight (g/mol) 354.35
SMILES C1Oc2ccc(cc2O1)[C@@H]3OC[C@@H]4[C@H]3CO[C@@H]4c5ccc6OCOc6c5
Synonym Sesamin,(-)-Asarinin,Xanthoxyln S,(1R-(1α,3aα,4β,6aα))-5,5'-(tetrahydro-1H,3H-furo(3,4-c)furan-1,4-diyl)bis-1,3-Benzodioxole
IUPAC Name 5-[(3S,3aS,6R,6aS)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole
Molecular Formula C20 H18 O6
5

Sesamin, TRC

CAS: 607-80-7 Molecular Formula: C20 H18 O6 Molecular Weight (g/mol): 354.35 Synonym: 1,3-Benzodioxole, 5,5'-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-, [1S-(1α,3aα,4α,6aα)]-,1H,3H-Furo[3,4-c]furan, tetrahydro-1,4-bis[3,4-(methylenedioxy)phenyl]-, (1S,3aR,4S,6aR)- (8CI),(1S,3aR,4S,6aR)-5,5'-(Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis[1,3-benzodioxole],1H,3H-Furo[3,4-c]furan, 1,3-benzodioxole deriv.,(+)-Sesamin,Fagarol,NSC 36403,Sesamin,Sesamin, (+)-,Sesavita,Sezamin,Tetrahydro-1,4-bis[3,4-(methylenedioxy)phenyl]-1H,3H-furo[3,4-c]furan,Zengxiaomin,d-Sesamin,δ-Sesamin IUPAC Name: 5-[(3S,3aR,6S,6aR)-6-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-1,3-benzodioxole SMILES: C1Oc2ccc(cc2O1)[C@H]3OC[C@H]4[C@@H]3CO[C@@H]4c5ccc6OCOc6c5

CAS 607-80-7
Molecular Weight (g/mol) 354.35
SMILES C1Oc2ccc(cc2O1)[C@H]3OC[C@H]4[C@@H]3CO[C@@H]4c5ccc6OCOc6c5
Synonym 1,3-Benzodioxole, 5,5'-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-, [1S-(1α,3aα,4α,6aα)]-,1H,3H-Furo[3,4-c]furan, tetrahydro-1,4-bis[3,4-(methylenedioxy)phenyl]-, (1S,3aR,4S,6aR)- (8CI),(1S,3aR,4S,6aR)-5,5'-(Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis[1,3-benzodioxole],1H,3H-Furo[3,4-c]furan, 1,3-benzodioxole deriv.,(+)-Sesamin,Fagarol,NSC 36403,Sesamin,Sesamin, (+)-,Sesavita,Sezamin,Tetrahydro-1,4-bis[3,4-(methylenedioxy)phenyl]-1H,3H-furo[3,4-c]furan,Zengxiaomin,d-Sesamin,δ-Sesamin
IUPAC Name 5-[(3S,3aR,6S,6aR)-6-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-1,3-benzodioxole
Molecular Formula C20 H18 O6