(-)-Lariciresinol (BioCAD00000000065)

blood plant natural products microbial natural products

Metabolite Card

Formula: C20H24O6 (360.1573)
SMILES: COC1=C(C=CC(=C1)CC2COC(C2CO)C3=CC(=C(C=C3)O)OC)O

Synonyms [en]

(-)-lariciresinol; ( inverted exclamation markA)-Lariciresinol; TETRAHYDRO-2-(4-HYDROXY-3-METHOXYPHENYL)-4-((4-HYDROXY-3-METHOXYPHENYL)METHYL)-3-FURANEMETHANOL; (??)-Lariciresinol; MHXCIKYXNYCMHY-SXGZJXTBSA-N; ACon1_002360

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

(-)-Lariciresinol. 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: BioCAD00000000065). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

(-)-lariciresinol is a lignan that is tetrahydrofuran substituted at positions 2, 3 and 4 by 4-hydroxy-3-methoxyphenyl, hydroxymethyl and 4-hydroxy-3-methoxybenzyl groups respectively (the 2R,3S,4S-diastereomer). It is a lignan, a member of oxolanes and a member of phenols. It is an enantiomer of a (+)-lariciresinol. (-)-Lariciresinol is a natural product found in Balanophora japonica, Saussurea medusa, and other organisms with data available.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 105367-81-5
  • CAS Registry Number: 198953-21-8
  • CAS Registry Number: 83327-19-9
  • PubChem: 23815394
  • ChEBI: ChEBI:67244
  • KEGG: C20454
  • NCBI MeSH: lariciresinol
  • Coconut NaturalProduct: CNP0193057.3
  • Coconut NaturalProduct: CNP0298753.3
  • Coconut NaturalProduct: CNP0377426.3

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R10227 1.23.1.3 (-)-lariciresinol:NADP+ oxidoreductase
KEGG:R10228 1.23.1.4 (+)-secoisolariciresinol:NADPH+ oxidoreductase
Rhea:RHEA:34428 1.23.1.3 (−)-lariciresinol + NADP+ => (−)-pinoresinol + NADPH + H+
Rhea:RHEA:34429 1.23.1.3 (−)-pinoresinol + NADPH + H+ => (−)-lariciresinol + NADP+
Rhea:RHEA:34430 1.23.1.3 (−)-lariciresinol + NADP+ <=> (−)-pinoresinol + NADPH + H+
Rhea:RHEA:34432 1.23.1.4 (+)-secoisolariciresinol + NADP+ => (−)-lariciresinol + NADPH + H+
Rhea:RHEA:34433 1.23.1.4 (−)-lariciresinol + NADPH + H+ => (+)-secoisolariciresinol + NADP+
Rhea:RHEA:34434 1.23.1.4 (+)-secoisolariciresinol + NADP+ <=> (−)-lariciresinol + NADPH + H+
BioCyc:RXN-8684 1.23.1.4 CPD-8908 + NADPH + PROTON --> CPD-8910 + NADP
BioCyc:RXN-8683 1.23.1.3 CPD-8906 + NADPH + PROTON --> CPD-8908 + NADP
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Organism Source

Taxonomy Source

  1. Abies chensiensis [ncbi taxid: 425836]
  2. Acer caudatifolium [ncbi taxid: 171206]
  3. Aconitum heterophyllum [ncbi taxid: 279769]
  4. Ailanthus altissima [ncbi taxid: ]
  5. Araucaria angustifolia [ncbi taxid: 56992]
  6. Arctium lappa [ncbi taxid: 4217]
  7. Aspergillus citricus [ncbi taxid: ]
  8. Astragalus sinicus [ncbi taxid: 47065]
  9. Auricularia auricula-judae [ncbi taxid: 29892]
  10. Baccharis macraei [ncbi taxid: 1654443]
  11. Balanophora abbreviata B1 [ncbi taxid: ]
  12. Chrysanthemum leptophyllum [ncbi taxid: ]
  13. Clematis armandii [ncbi taxid: ]
  14. Clematis montana [ncbi taxid: 454322]
  15. Coptis chinensis [ncbi taxid: 261450]
  16. Coptis deltoidea [ncbi taxid: 261449]
  17. Coptis japonica [ncbi taxid: 3442]
  18. Coptis teeta [ncbi taxid: 261448]
  19. Cynoglossum formosanum [ncbi taxid: ]
  20. Daphne feddei [ncbi taxid: 2753873]
  21. Daphne genkwa [ncbi taxid: 1477590]
  22. Daphne odora [ncbi taxid: 329675]
  23. Daphne tangutica [ncbi taxid: 885948]
  24. Dipteryx odorata [ncbi taxid: 53873]
  25. Dirca occidentalis [ncbi taxid: 699060]
  26. Eucommia ulmoides [ncbi taxid: 4392]
  27. Eugenia sandwicensis [ncbi taxid: ]
  28. Eupatorium buniifolium [ncbi taxid: ]
  29. Globicephala melas [ncbi taxid: 9731]
  30. Grateloupia livida [ncbi taxid: 118374]
  31. Ilyonectria destructans [ncbi taxid: 64609]
  32. Isatis tinctoria [ncbi taxid: 161756]
  33. Larix decidua [ncbi taxid: 71402]
  34. Lecanora stenotropa [ncbi taxid: 3113343]
  35. Lindera glauca [ncbi taxid: 332435]
  36. Linum usitatissimum [ncbi taxid: 4006]
  37. Marshallia graminifolia [ncbi taxid: 1611546]
  38. Mikania goyazensis [ncbi taxid: 1745109]
  39. Nummularia discreta [ncbi taxid: ]
  40. Oxytropis ochrocephala [ncbi taxid: 483875]
  41. Pajanelia multijuga [ncbi taxid: ]
  42. Persicaria tinctoria [ncbi taxid: 96455]
  43. Pinellia ternata [ncbi taxid: 199225]
  44. Prosopis juliflora (Sw.) DC. [ncbi taxid: ]
  45. Rubia cordifolia [ncbi taxid: 339321]
  46. Rumohra adiantiformis [ncbi taxid: 32119]
  47. Salacia cordata [ncbi taxid: 670368]
  48. Sambucus williamsii [ncbi taxid: 180062]
  49. Serratula strangulata [ncbi taxid: 324596]
  50. Sesamum orientale [ncbi taxid: ]
  51. Solanum aculeatissimum [ncbi taxid: 267265]
  52. Spongia communis [ncbi taxid: ]
  53. Thuja plicata [ncbi taxid: 3316]
  54. Trametes feei [ncbi taxid: ]
  55. Verbascum salviifolium [ncbi taxid: ]
  56. Vernonia megapotamica [ncbi taxid: ]
  57. Broussonetia kazinoki [ncbi taxid: 66380]

Pathway Synthetic

pathway id name
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:TOMATO_PWY-6824 justicidin B biosynthesis
PlantCyc:BANANA_PWY-5466 matairesinol biosynthesis
PlantCyc:WHEATD_PWY-5466 matairesinol biosynthesis
PlantCyc:WHEATD_PWY-6824 justicidin B 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:CARROT_PWY-6824 justicidin B biosynthesis
PlantCyc:CASHEW_PWY-6824 justicidin B biosynthesis
PlantCyc:CASHEW_PWY-5466 matairesinol biosynthesis
PlantCyc:CASTORBEAN_PWY-5466 matairesinol biosynthesis
PlantCyc:CCAPSULARIS_PWY-5466 matairesinol biosynthesis
View All Pathways