Raffinose (BioCAD00000017156)

blood feces platelet plant natural products microbial natural products

Metabolite Card

Formula: C18H32O16 (504.169)
SMILES: OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO[C@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O

Synonyms [en]

Raffinose; Melitriose; Melitose; Gossypose; 6G-alpha-D-galactosylsucrose; D-Raffinose

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Raffinose. 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: BioCAD00000017156). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Raffinose is a complex carbohydrate. It is a trisaccharide composed of galactose, fructose, and glucose. It can be found in beans, cabbage, brussels sprouts, broccoli, asparagus, other vegetables, and whole grains. Raffinose is hydrolyzed to D-galactose and sucrose by D-galactosidase (D-GAL). D-GAL also hydrolyzes other D-galactosides such as stachyose, verbascose, and galactinol [1-O-(D-galactosyl)-myoinositol], if present. The enzyme does not cleave linked galactose, as in lactose. Raffinose is also known as melitose and may be thought of as galactose and sucrose connected via an alpha(1->6) glycosidic linkage. Thus, raffinose can be broken down into galactose and sucrose via the enzyme alpha-galactosidase. Human intestines do not contain this enzyme. Raffinose is a trisaccharide occurring in Australian manna (from Eucalyptus spp, Myrtaceae) and in cottonseed meal.

Cytoplasm
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 17629-30-0
  • CAS Registry Number: 405283-36-5
  • CAS Registry Number: 512-69-6
  • PubChem: 10542
  • PubChem: 439242
  • ChEBI: ChEBI:16634
  • ChEBI: ChEBI:181444
  • ChEBI: ChEBI:397485
  • HMDB: HMDB0003213
  • HMDB: HMDB03213
  • KEGG: C00492
  • BioCyc: CPD-1099
  • NCBI MeSH: Raffinose
  • Wikipedia: Raffinose
  • DrugBank: DB16839
  • RefMet: RM0155913
  • MoNA: BAF_UVA_POS001382
  • MoNA: CCMSLIB00005464561
  • MoNA: CCMSLIB00005464598
  • MoNA: FiehnHILIC001482
  • MoNA: FiehnHILIC002292
  • MoNA: FiehnHILIC002958
  • MoNA: FiehnLib000315
  • MoNA: MoNA016916
  • MoNA: MoNA023985
  • MoNA: MoNA032224
  • MoNA: MoNA032226
  • MoNA: MoNA032227
  • MoNA: MoNA033687
  • MoNA: MoNA033688
  • MoNA: MoNA033691
  • MoNA: MoNA034184
  • MoNA: MoNA034186
  • MoNA: MoNA034187
  • MoNA: MoNA034792
  • MoNA: MoNA034794
  • MoNA: MoNA034795
  • MoNA: MoNA035854
  • MoNA: MoNA035855
  • MoNA: MoNA035856
  • MoNA: MoNA036140
  • MoNA: MoNA036142
  • MoNA: MoNA036146
  • MoNA: MoNA036632
  • MoNA: MoNA036636
  • MoNA: MoNA036638
  • MoNA: MoNA037724
  • MoNA: MoNA037922
  • MoNA: MoNA038475
  • MoNA: MoNA038594
  • MoNA: MoNA038755
  • MoNA: MoNA_0006924
  • MoNA: MoNA_0006925
  • MoNA: MoNA_0006926
  • MoNA: MoNA_0006927
  • MoNA: MoNA_0006928
  • MoNA: MoNA_0006930
  • MoNA: MoNA_0007194
  • MoNA: MoNA_0007195
  • MoNA: MoNA_0007196
  • MoNA: MoNA_0007197
  • MoNA: MoNA_0007198
  • MoNA: MoNA_0007199
  • MoNA: MoNA_0007339
  • MoNA: MoNA_0008644
  • MoNA: MoNA_0008645
  • MoNA: MoNA_0008646
  • MoNA: MoNA_0008647
  • MoNA: MoNA_0008648
  • MoNA: MoNA_0008649
  • MoNA: MoNA_0008918
  • MoNA: MoNA_0008919
  • MoNA: MoNA_0008920
  • MoNA: MoNA_0008921
  • MoNA: MoNA_0008922
  • MoNA: MoNA_0008923
  • MoNA: MoNA_0009101
  • MoNA: MoNA_0009102
  • MoNA: MoNA_0009103
  • MoNA: MoNA_0009104
  • MoNA: MoNA_0009105
  • MoNA: MoNA_0009106
  • MoNA: MoNA_0009327
  • MoNA: MoNA_0009328
  • MoNA: MoNA_0009329
  • MoNA: MoNA_0009617
  • MoNA: MoNA_0009618
  • MoNA: MoNA_0009619
  • MoNA: MoNA_0009620
  • MoNA: MoNA_0009621
  • MoNA: MoNA_0009622
  • MoNA: MoNA_0009637
  • MoNA: MoNA_0009958
  • MoNA: MoNA_0009959
  • MoNA: MoNA_0009960
  • MoNA: MT000046
  • MoNA: OUF00153
  • MoNA: PR100890
  • MoNA: PS109907
  • MoNA: PS109908
  • MoNA: PS109909
  • MoNA: RP023001
  • MoNA: RP023002
  • MoNA: RP023003
  • Metlin: METLIN_138
  • Coconut NaturalProduct: CNP0063279.1
  • Coconut NaturalProduct: CNP0063279.2
  • Coconut NaturalProduct: CNP0063279.3
  • Coconut NaturalProduct: CNP0063279.4
  • Coconut NaturalProduct: CNP0115845.1
  • Coconut NaturalProduct: CNP0203260.2
  • Coconut NaturalProduct: CNP0203260.4
  • Coconut NaturalProduct: CNP0244994.2
  • Coconut NaturalProduct: CNP0246211.1
  • Coconut NaturalProduct: CNP0246211.10
  • Coconut NaturalProduct: CNP0246211.8
  • Coconut NaturalProduct: CNP0246211.9
  • Coconut NaturalProduct: CNP0253388.2
  • Coconut NaturalProduct: CNP0261813.2
  • Coconut NaturalProduct: CNP0349076.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00039 2.4.1.166 raffinose:raffinose 1F-alpha-D-galactosyltransferase
KEGG:R01103 3.2.1.22 raffinose galactohydrolase
KEGG:R02410 3.2.1.26 raffinose fructohydrolase
KEGG:R02411 2.4.1.82 1-alpha-D-galactosyl-myo-inositol:sucrose 6-alpha-D-galactosyltransferase
KEGG:R03418 2.4.1.67 1-alpha-D-galactosyl-myo-inositol:raffinose galactosyltransferase
KEGG:R03634 3.2.1.22 C01613 + C00001<=>C00492 + C00124
KEGG:R08616 2.4.1.166 raffinose:raffinose 3F-alpha-D-galactosyltransferase
BioCyc:RXN-11502 3.2.1.- CPD-1099 + WATER --> ALPHA-D-GALACTOSE + SUCROSE
BioCyc:RXN-11501 3.2.1.22 CPD-170 + WATER --> CPD-1099 + ALPHA-D-GALACTOSE
Rhea:RHEA:14126 2.4.1.166 2 raffinose => 1F-α-D-galactosylraffinose + sucrose
Rhea:RHEA:14127 2.4.1.166 1F-α-D-galactosylraffinose + sucrose => 2 raffinose
Rhea:RHEA:14128 2.4.1.166 2 raffinose <=> 1F-α-D-galactosylraffinose + sucrose
Rhea:RHEA:20162 2.4.1.82 α-D-galactosyl-(1→3)-1D-myo-inositol + sucrose => raffinose + myo-inositol
Rhea:RHEA:20163 2.4.1.82 raffinose + myo-inositol => α-D-galactosyl-(1→3)-1D-myo-inositol + sucrose
Rhea:RHEA:20164 2.4.1.82 α-D-galactosyl-(1→3)-1D-myo-inositol + sucrose <=> raffinose + myo-inositol
Rhea:RHEA:20777 2.4.1.67 α-D-galactosyl-(1→3)-1D-myo-inositol + raffinose => stachyose + myo-inositol
Rhea:RHEA:20778 2.4.1.67 stachyose + myo-inositol => α-D-galactosyl-(1→3)-1D-myo-inositol + raffinose
Rhea:RHEA:20779 2.4.1.67 α-D-galactosyl-(1→3)-1D-myo-inositol + raffinose <=> stachyose + myo-inositol
Rhea:RHEA:70276 raffinose + H2O => sucrose + D-galactose
Rhea:RHEA:70277 sucrose + D-galactose => raffinose + H2O
View More
Organism Source

Taxonomy Source

  1. Styrax ferrugineus [ncbi taxid: 153532]
  2. Rehmannia glutinosa [ncbi taxid: 99300]
  3. Islaya minor [ncbi taxid: ]
  4. Larix laricina [ncbi taxid: 3326]
  5. Brassica oleracea var. sabauda [ncbi taxid: 1216010]
  6. Cocos nucifera [ncbi taxid: 13894]
  7. Ginkgo biloba [ncbi taxid: 3311]
  8. Glycine max [ncbi taxid: 3847]
  9. Heteropogon contortus [ncbi taxid: 79849]
  10. Homo sapiens [ncbi taxid: 9606]
  11. Mus musculus [ncbi taxid: 10090]
  12. Phoenix dactylifera [ncbi taxid: 42345]
  13. Pisum sativum [ncbi taxid: ]
  14. Plantago asiatica [ncbi taxid: 197796]
  15. Pogostemon cablin [ncbi taxid: 28511]
  16. Rehmannia glutinosa [ncbi taxid: 99300]
  17. Rubia akane [ncbi taxid: ]
  18. Saccharomyces cerevisiae [ncbi taxid: 4932]
  19. Syzygium cumini [ncbi taxid: 260142]
  20. Trigonella foenum-graecum [ncbi taxid: 78534]
  21. Triticum aestivum [ncbi taxid: 4565]
  22. Vicia faba [ncbi taxid: 3906]
  23. Vigna mungo [ncbi taxid: 3915]
  24. Vigna radiata [ncbi taxid: 157791]
  25. Xanthium strumarium [ncbi taxid: 318068]
  26. Zea mays [ncbi taxid: 4577]
  27. Arabidopsis thaliana [ncbi taxid: 3702]
  28. FOOD SAKE [ncbi taxid: ]
  29. Panax ginseng [ncbi taxid: 4054]
  30. Plantago asiatica [ncbi taxid: 197796]
  31. Rehmannia glutinosa [ncbi taxid: 99300]
  32. Syzygium cumini [ncbi taxid: 260142]
  33. Taxus baccata [ncbi taxid: 25629]
  34. Vicia faba [ncbi taxid: 3906]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-5338 galactosylcyclitol biosynthesis
BioCyc:META_PWY-6527 stachyose degradation
BioCyc:ARA_PWY-5343 ajugose biosynthesis II (galactinol-independent)
BioCyc:META_PWY-6524 lychnose and isolychnose biosynthesis
BioCyc:META_PWY-5343 ajugose biosynthesis II (galactinol-independent)
BioCyc:ARA_PWY-5337 stachyose biosynthesis
BioCyc:THAPS_PWY-6527 stachyose degradation
BioCyc:META_PWY-6525 stellariose and mediose biosynthesis
BioCyc:META_PWY-5337 stachyose biosynthesis
BioCyc:ARA_PWY-6527 stachyose degradation
Plant Reactome:R-OSA-2883407 Carbohydrate metabolism
Plant Reactome:R-OSA-2744345 Metabolism and regulation
Plant Reactome:R-OSA-1119417 Stachyose biosynthesis
PlantCyc:SPENNELLII_PWY-6527 stachyose degradation
PlantCyc:SPIRODELA_PWY-5343 ajugose biosynthesis II (galactinol-independent)
PlantCyc:SUNFLOWER_PWY-6527 stachyose degradation
PlantCyc:SVIRIDIS_PWY-5337 stachyose biosynthesis
PlantCyc:AHYPOCHONDRIACUS_PWY-5337 stachyose biosynthesis
PlantCyc:ALYRATA_PWY-5343 ajugose biosynthesis II (galactinol-independent)
PlantCyc:ALYRATA_PWY-5337 stachyose biosynthesis
View All Pathways