Secoisolariciresinol (BioCAD00000017643)

blood feces urine plant natural products microbial natural products

Metabolite Card

Formula: C20H26O6 (362.1729)
SMILES: COC1=C(O)C=CC(C[C@@H](CO)[C@H](CO)CC2=CC(OC)=C(O)C=C2)=C1

Synonyms [en]

Secoisolariciresinol; (-)-secoisolariciresinol; RR-secoisolariciresinol; (2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol; Secoisolariciresinol, (r*,s*)-isomer; knotolan

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Secoisolariciresinol. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000017643). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Secoisolariciresinol is a lignan, a type of phenylpropanoids.

Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 29388-59-8
  • PubChem: 65373
  • ChEBI: ChEBI:65004
  • HMDB: HMDB0013692
  • KEGG: C18167
  • BioCyc: CPD-20975
  • BioCyc: CPD-8909
  • NCBI MeSH: secoisolariciresinol
  • Wikipedia: Secoisolariciresinol
  • DrugBank: DB12179
  • RefMet: RM0160802
  • MoNA: BML82370
  • MoNA: BML82371
  • MoNA: BML82372
  • MoNA: BML82373
  • MoNA: CCMSLIB00000079066
  • MoNA: FiehnHILIC001509
  • MoNA: FiehnHILIC002983
  • MoNA: PR308738
  • MoNA: PR308740
  • MoNA: PR310441
  • MoNA: RIKENPlaSMA004005
  • MoNA: RIKENPlaSMA004006
  • MoNA: RIKENPlaSMA004007
  • MoNA: RIKENPlaSMA004008
  • MoNA: RIKENPlaSMA004009
  • MoNA: RIKENPlaSMA004010
  • MoNA: RIKENPlaSMA004011
  • MoNA: RIKENPlaSMA004012
  • MoNA: RIKENPlaSMA004013
  • MoNA: RIKENPlaSMA004014
  • MoNA: RIKENPlaSMA007972
  • MoNA: RIKENPlaSMA007973
  • MoNA: RIKENPlaSMA007974
  • MoNA: RIKENPlaSMA007975
  • MoNA: RIKENPlaSMA007976
  • MoNA: RIKENPlaSMA007977
  • MoNA: RIKENPlaSMA007978
  • MoNA: RIKENPlaSMA007979
  • MoNA: RIKENPlaSMA007980
  • MoNA: RIKENPlaSMA007981
  • MoNA: RIKENPlaSMA007982
  • MoNA: RIKENPlaSMA007983
  • MoNA: RIKENPlaSMA007984
  • MoNA: RIKENPlaSMA007985
  • MoNA: RIKENPlaSMA007986
  • MoNA: RIKENPlaSMA007987
  • MoNA: RIKENPlaSMA007988
  • MoNA: RIKENPlaSMA007989
  • MoNA: RIKENPlaSMA007990
  • MoNA: RIKENPlaSMA007991
  • MoNA: RIKENPlaSMA007992
  • MoNA: RIKENPlaSMA007993
  • Metlin: METLIN_72069
  • Coconut NaturalProduct: CNP0283362.2
  • Coconut NaturalProduct: CNP0283362.3

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R10129 1.1.1.331 (-)-secoisolariciresinol:NAD+ oxidoreductase
KEGG:R10226 1.23.1.2 (-)-secoisolariciresinol:NADP+ oxidoreductase
Rhea:RHEA:33888 1.1.1.331 (−)-secoisolariciresinol + 2 NAD+ => (−)-matairesinol + 2 NADH + 2 H+
Rhea:RHEA:33889 1.1.1.331 (−)-matairesinol + 2 NADH + 2 H+ => (−)-secoisolariciresinol + 2 NAD+
Rhea:RHEA:33890 1.1.1.331 (−)-secoisolariciresinol + 2 NAD+ <=> (−)-matairesinol + 2 NADH + 2 H+
Rhea:RHEA:34424 1.23.1.2 (−)-secoisolariciresinol + NADP+ => (+)-lariciresinol + NADPH + H+
Rhea:RHEA:34425 1.23.1.2 (+)-lariciresinol + NADPH + H+ => (−)-secoisolariciresinol + NADP+
Rhea:RHEA:34426 1.23.1.2 (−)-secoisolariciresinol + NADP+ <=> (+)-lariciresinol + NADPH + H+
BioCyc:RXN-8680 CPD-8909 + NAD --> CPD-8911 + NADH + PROTON
BioCyc:RXN-13433 1.1.1.331 CPD-8909 + 2 NAD --> CPD-8912 + 2 NADH + 2 PROTON
BioCyc:RXN-8679 1.23.1.2 CPD-8907 + NADPH + PROTON --> CPD-8909 + NADP
View More
Organism Source

Taxonomy Source

  1. Abies pinsapo [ncbi taxid: 56046]
  2. Aframomum aulacocarpos [ncbi taxid: ]
  3. Agnorhiza ovata [ncbi taxid: 230223]
  4. Allium ampeloprasum [ncbi taxid: 4681]
  5. Allium fistulosum [ncbi taxid: 35875]
  6. Allium sativum [ncbi taxid: 4682]
  7. Alnus japonica [ncbi taxid: 109063]
  8. Ananas comosus [ncbi taxid: 4615]
  9. Annona squamosa [ncbi taxid: 301693]
  10. Anogeissus acuminata [ncbi taxid: ]
  11. Apium graveolens [ncbi taxid: 4045]
  12. Arachis hypogaea [ncbi taxid: 3818]
  13. Araucaria angustifolia [ncbi taxid: 56992]
  14. Arctium lappa [ncbi taxid: 4217]
  15. Armoracia rusticana [ncbi taxid: 3704]
  16. Asparagus officinalis [ncbi taxid: 4686]
  17. Berberis koreana [ncbi taxid: 211974]
  18. Berchemia racemosa [ncbi taxid: 1226761]
  19. Bertholletia excelsa [ncbi taxid: 3645]
  20. Brassica fruticulosa [ncbi taxid: 308264]
  21. Brassica oleracea var. sabauda [ncbi taxid: 1216010]
  22. Capparis Flavicans [ncbi taxid: ]
  23. Capsicum annuum [ncbi taxid: 4072]
  24. Cephalotaxus mannii [ncbi taxid: 89483]
  25. Chlorophora excelsa [ncbi taxid: ]
  26. Cichorium intybus [ncbi taxid: 13427]
  27. Cinnamomum oliveri [ncbi taxid: 1619381]
  28. Citrullus lanatus subsp. vulgaris [ncbi taxid: ]
  29. Citrus limon [ncbi taxid: ]
  30. Citrus paradisi [ncbi taxid: ]
  31. Citrus reticulata [ncbi taxid: 85571]
  32. Clematis terniflora var. mandshurica [ncbi taxid: ]
  33. Cryptomeria japonica [ncbi taxid: 3369]
  34. Cydonia oblonga [ncbi taxid: 36610]
  35. Cytisus austriacus [ncbi taxid: 49804]
  36. Daphne feddei [ncbi taxid: 2753873]
  37. Daphne genkwa [ncbi taxid: 1477590]
  38. Daphne odora [ncbi taxid: 329675]
  39. Daucus carota [ncbi taxid: 4039]
  40. Enterococcus faecalis [ncbi taxid: 1351]
  41. Eruca vesicaria subsp. sativa [ncbi taxid: 29727]
  42. Fitzroya cupressoides [ncbi taxid: 103972]
  43. Foeniculum vulgare [ncbi taxid: ]
  44. Forsythia intermedia [ncbi taxid: ]
  45. Forsythia koreana [ncbi taxid: 205692]
  46. Fragaria x ananassa [ncbi taxid: 3747]
  47. Galium aparine [ncbi taxid: 29788]
  48. Gardenia gordonii [ncbi taxid: ]
  49. Glehnia littoralis [ncbi taxid: 48119]
  50. Glycine max [ncbi taxid: 3847]
  51. Hymenocallis littoralis [ncbi taxid: 59040]
  52. Ilyonectria destructans [ncbi taxid: 64609]
  53. Ipomoea batatas [ncbi taxid: 4120]
  54. Isatis tinctoria [ncbi taxid: 161756]
  55. Justicia procumbens [ncbi taxid: ]
  56. Justicia procumbens L. var. leucantha [ncbi taxid: ]
  57. Larix dahurica [ncbi taxid: 669717]
  58. Larix leptolepis [ncbi taxid: ]
  59. Larix olgensis var. koreana [ncbi taxid: ]
  60. Larix sibirica [ncbi taxid: 62751]
  61. Laurus nobilis [ncbi taxid: 85223]
  62. Linum album [ncbi taxid: 191219]
  63. Linum usitatissimum [ncbi taxid: 4006]
  64. Luidia clathrata [ncbi taxid: 133437]
  65. Malus domestica [ncbi taxid: 3750]
  66. Mangifera indica [ncbi taxid: 29780]
  67. Nasturtium officinale [ncbi taxid: 65948]
  68. Ocimum basilicum [ncbi taxid: 39350]
  69. Pajanelia multijuga [ncbi taxid: ]
  70. Parsonsia laevigata [ncbi taxid: ]
  71. Passiflora edulis [ncbi taxid: 78168]
  72. Pastinaca sativa [ncbi taxid: 4041]
  73. Persea americana [ncbi taxid: 3435]
  74. Persicaria tinctoria [ncbi taxid: 96455]
  75. Petroselinum crispum [ncbi taxid: 4043]
  76. Phyllanthus polyphyllus var.siamensis [ncbi taxid: ]
  77. Pinus massoniana [ncbi taxid: 88730]
  78. Pistacia vera [ncbi taxid: 55513]
  79. Pisum sativum [ncbi taxid: ]
  80. Plectranthus albidus [ncbi taxid: ]
  81. Podocarpus spicatus [ncbi taxid: ]
  82. Prunus armeniaca [ncbi taxid: 36596]
  83. Prunus domestica [ncbi taxid: 3758]
  84. Prunus dulcis [ncbi taxid: 3755]
  85. Punica granatum [ncbi taxid: 22663]
  86. Pyrus communis [ncbi taxid: 23211]
  87. Rheum rhabarbarum [ncbi taxid: 3621]
  88. Ribes rubrum [ncbi taxid: 175228]
  89. Rubia yunnanensis [ncbi taxid: 1650721]
  90. Rubus amabilis [ncbi taxid: 616954]
  91. Salvia plebeia [ncbi taxid: 424424]
  92. Santalum album [ncbi taxid: 35974]
  93. Santalum album L. [ncbi taxid: ]
  94. Saussurea medusa [ncbi taxid: 137893]
  95. Secale cereale [ncbi taxid: 4550]
  96. Senecio sundbergii [ncbi taxid: ]
  97. Siberian larch [ncbi taxid: ]
  98. Simaba cuneata [ncbi taxid: ]
  99. Solanum aculeatissimum [ncbi taxid: 267265]
  100. Solanum lycopersicum [ncbi taxid: 4081]
  101. Solanum melongena [ncbi taxid: 4111]
  102. Solanum tuberosum [ncbi taxid: 4113]
  103. Spinacia oleracea [ncbi taxid: 3562]
  104. Stapelia grandiflora [ncbi taxid: ]
  105. Stereospermum personatum [ncbi taxid: ]
  106. Tabernaemontana cymosa [ncbi taxid: 761066]
  107. Taiwania cryptomerioides [ncbi taxid: 50187]
  108. Taxus baccata [ncbi taxid: 25629]
  109. Taxus brevifolia [ncbi taxid: 46220]
  110. Taxus cuspidata [ncbi taxid: 99806]
  111. Taxus floridana [ncbi taxid: 156270]
  112. Taxus mairei [ncbi taxid: 120273]
  113. Taxus wallichiana [ncbi taxid: 147273]
  114. Taxus yunnanensis [ncbi taxid: ]
  115. Theobroma cacao [ncbi taxid: 3641]
  116. Thuja occidentalis [ncbi taxid: 3317]
  117. Thuja plicata [ncbi taxid: 3316]
  118. Tinospora crispa [ncbi taxid: 285591]
  119. Trema humbertii [ncbi taxid: ]
  120. Trichosanthes kirilowii [ncbi taxid: 3677]
  121. Triticum aestivum [ncbi taxid: 4565]
  122. Tsuga heterophylla [ncbi taxid: 3359]
  123. Urtica dioica [ncbi taxid: 3501]
  124. Vaccinium myrtillus [ncbi taxid: 180763]
  125. Vitex rotundifolia [ncbi taxid: 413484]
  126. Wikstroemia sikokiana [ncbi taxid: ]
  127. Yersinia pseudotuberculosis [ncbi taxid: 633]
  128. Zanthoxylum ailanthoides [ncbi taxid: 159071]
  129. Zingiber officinale [ncbi taxid: 94328]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-6824 justicidin B biosynthesis
BioCyc:ARA_PWY-5466 matairesinol biosynthesis
BioCyc:META_PWY-5466 matairesinol biosynthesis
PlantCyc:SUGARBEET_PWY-5466 matairesinol biosynthesis
PlantCyc:AHALLERI_PWY-5466 matairesinol biosynthesis
PlantCyc:SVIRIDIS_PWY-5466 matairesinol biosynthesis
PlantCyc:SWEETORANGE_PWY-5466 matairesinol biosynthesis
PlantCyc:SWITCHGRASS_PWY-5466 matairesinol biosynthesis
PlantCyc:BANANA_PWY-5466 matairesinol biosynthesis
PlantCyc:WHEATD_PWY-5466 matairesinol biosynthesis
PlantCyc:BRACHYPODIUM_PWY-5466 matairesinol biosynthesis
PlantCyc:BRAPA_FPSC_PWY-5466 matairesinol biosynthesis
PlantCyc:BSTRICTA_PWY-5466 matairesinol biosynthesis
PlantCyc:CACUMINATA_PWY-5466 matairesinol biosynthesis
PlantCyc:CASHEW_PWY-5466 matairesinol biosynthesis
PlantCyc:CASTORBEAN_PWY-5466 matairesinol biosynthesis
PlantCyc:CCAPSULARIS_PWY-5466 matairesinol biosynthesis
PlantCyc:CGIGANTEA_PWY-5466 matairesinol biosynthesis
PlantCyc:TEA_PWY-5466 matairesinol biosynthesis
PlantCyc:CSATIVA_PK_PWY-5466 matairesinol biosynthesis
View All Pathways