Soyasapogenol B (BioCAD00000017880)
Metabolite Card
Formula: C30H50O3 (458.376)
SMILES: [H][C@@]12CC(C)(C)C[C@@H](O)[C@]1(C)CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@H](O)[C@](C)(CO)[C@]3([H])CC[C@@]12C
Synonyms [en]
soyasapogenol B; 24-hydroxysophoradiol; soyasapogenol-B; SOYASAPOGENOL I; soyasapogenin B; (3beta,4beta,22beta)-Olean-12-ene-3,22,23-triol
Last reviewed on 2024-06-28.
Cite this Page
Soyasapogenol B. 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: BioCAD00000017880). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Soyasapogenol B, also known as 24-hydroxysophoradiol, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Soyasapogenol B is an extremely weak basic (essentially neutral) compound (based on its pKa). Soyasapogenol B is found in alfalfa. Soyasapogenol B is a constituent of soya bean saponin, Medicago, Astragalus, and Trifolium species.
DBLinks
- CAS Registry Number: 595-15-3
- PubChem CID: 115012
- ChEBI: 9209
- HMDB: HMDB0034648
- LipidMaps:
- KEGG: C08980
- BioCyc: CPD-7610
- NCBI MeSH: soyasapogenol B
- Wikipedia:
Other DBLinks
- CAS Registry Number: 2611-08-7
- CAS Registry Number: 595-15-3
- CAS Registry Number: 6118-01-0
- PubChem: 115012
- ChEBI: ChEBI:9209
- HMDB: HMDB0034648
- KEGG: C08980
- BioCyc: CPD-7610
- NCBI MeSH: soyasapogenol B
- RefMet: RM0136995
- Metlin: METLIN_67323
- Coconut NaturalProduct: CNP0109751.4
- Coconut NaturalProduct: CNP0109751.5
- Coconut NaturalProduct: CNP0109751.7
- Coconut NaturalProduct: CNP0256571.1
- Coconut NaturalProduct: CNP0256571.2
Class / Ontology
- WishartLab ClassyFire: [Triterpenoids] Triterpenoids
- RefMet: [C30 isoprenoids] C30 isoprenoids
- ChEBI: [CHEBI:9209] soyasapogenol B
- Coconut NaturalProduct: [Oleanane triterpenoids] Oleanane triterpenoids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R06500 | C08980<=>C08983 | |
| KEGG:R06501 | C08616 + C00007<=>C08980 | |
| KEGG:R09605 | 1.14.14.134 | sophoradiol,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (24-hydroxylating) |
| KEGG:R09636 | 2.4.1.262 | UDP-D-glucuronate:soyasapogenol 3-O-D-glucuronosyltransferase |
| Rhea:RHEA:30996 | 1.14.14.134 | sophoradiol + reduced [NADPH—hemoprotein reductase] + O2 => soyasapogenol B + oxidized [NADPH—hemoprotein reductase] + H2O + H+ |
| Rhea:RHEA:30997 | 1.14.14.134 | soyasapogenol B + oxidized [NADPH—hemoprotein reductase] + H2O + H+ => sophoradiol + reduced [NADPH—hemoprotein reductase] + O2 |
| Rhea:RHEA:30998 | 1.14.14.134 | sophoradiol + reduced [NADPH—hemoprotein reductase] + O2 <=> soyasapogenol B + oxidized [NADPH—hemoprotein reductase] + H2O + H+ |
| Rhea:RHEA:31476 | 2.4.1.262 | soyasapogenol B + UDP-α-D-glucuronate => soyasapogenol B 3-O-β-D-glucuronate + UDP + H+ |
| Rhea:RHEA:31477 | 2.4.1.262 | soyasapogenol B 3-O-β-D-glucuronate + UDP + H+ => soyasapogenol B + UDP-α-D-glucuronate |
| Rhea:RHEA:31478 | 2.4.1.262 | soyasapogenol B + UDP-α-D-glucuronate <=> soyasapogenol B 3-O-β-D-glucuronate + UDP + H+ |
| BioCyc:RXN-8084 | 1.14.14.134 | CPD-7609 + Red-NADPH-Hemoprotein-Reductases + OXYGEN-MOLECULE --> CPD-7610 + Ox-NADPH-Hemoprotein-Reductases + WATER |
| BioCyc:RXN-8085 | 1.14.14.- | CPD-7608 + Red-NADPH-Hemoprotein-Reductases + OXYGEN-MOLECULE --> CPD-7610 + Ox-NADPH-Hemoprotein-Reductases + WATER |
| BioCyc:RXN-19688 | 2.4.1.- | CPD-12575 + CPD-7610 --> CPD-9490 + UDP + PROTON |
| BioCyc:RXN-9037 | 2.4.1.- | CPD-12575 + CPD-7610 --> CPD-9491 + UDP + PROTON |
| BioCyc:RXN-8086 | 2.4.1.262 | soyasapogenol B glucuronosyltransferase |
| BioCyc:RXN-19689 | 2.4.1.- | CPD-12575 + CPD-7610 --> CPD-9489 + UDP + PROTON |
Taxonomy Source
- Abrus pulchellus [ncbi taxid: 192852]
- Astragalus membranaceus [ncbi taxid: 649199]
- Glycine max [ncbi taxid: 3847]
- Streptomyces strain H 1082-MY 15 [ncbi taxid: ]
- A new engineered strain of Yarrowia lipolytica [n.a.] [ncbi taxid: ]
- Aaptos ciliata [ncbi taxid: ]
- Abies excelsa [ncbi taxid: ]
- Abies pinsapo var. marocana [ncbi taxid: 928731]
- Abrus pulchellus [ncbi taxid: 192852]
- Absidia caerulea [ncbi taxid: 90261]
- Achlya heterosexualis [ncbi taxid: 112030]
- Alsidium corallinum [ncbi taxid: 2008650]
- Alternaria macrospora [ncbi taxid: 119921]
- Ampelocera edentula [ncbi taxid: 1568982]
- Anaglyptus subfasciatus [ncbi taxid: 2875636]
- Angelica acutiloba [ncbi taxid: 55605]
- Anthotroche myoporoides [ncbi taxid: 195724]
- Arachis hypogaea [ncbi taxid: 3818]
- Arnica mollis [ncbi taxid: 4247]
- Artocarpus lakoocha [ncbi taxid: ]
- Aspergillus taichungensis [ncbi taxid: 482145]
- Astragalus flexus [ncbi taxid: 2764613]
- Axinella weltneri [ncbi taxid: ]
- Botrytis cinerea [ncbi taxid: 40559]
- Brassica carinata [ncbi taxid: 52824]
- Bryonia alba [ncbi taxid: 243967]
- Calycocorsus stipitatus [ncbi taxid: ]
- Carlina racemosa [ncbi taxid: 538497]
- Carpha glomerata [ncbi taxid: 224675]
- Chrysosporum ovalisporum [ncbi taxid: ]
- Croton gratissimus [ncbi taxid: 316784]
- Cyanostegia angustifolia [ncbi taxid: 664348]
- Dactylorhiza viridis [ncbi taxid: 230577]
- Dactynotus ambrosiae [ncbi taxid: ]
- Diplopterygium glaucum [ncbi taxid: 397682]
- Erythrina vogelii [ncbi taxid: 2708828]
- Eucalyptus resinifera [ncbi taxid: 1711506]
- Euphrasia genargentea [ncbi taxid: ]
- Eurycoma harmandiana [ncbi taxid: ]
- Galdieria sulphuraria [ncbi taxid: 130081]
- Glycine max [ncbi taxid: 3847]
- Halobacillus litoralis [ncbi taxid: 45668]
- Helenium virginicum [ncbi taxid: 138409]
- Heliotropium digynum [ncbi taxid: 168344]
- Hemsleya panacis-scandens [ncbi taxid: 447122]
- Hypericum caprifoliatum [ncbi taxid: ]
- Ixeris debilis [ncbi taxid: ]
- Lactococcus lactis [ncbi taxid: 1358]
- Laurencia chilensis [ncbi taxid: 2851596]
- Lespedeza juncea [ncbi taxid: 688283]
- Litsea amara [ncbi taxid: ]
- Lobophytum durum [ncbi taxid: ]
- Lupinus oreophilus [ncbi taxid: 2528748]
- Lysimachia fordiana [ncbi taxid: 213266]
- Marasmiellus troyanus [ncbi taxid: ]
- Maytenus chuchuhuasha [ncbi taxid: ]
- Medicago sativa [ncbi taxid: 3879]
- Melampodium pilosum [ncbi taxid: 185174]
- Meretrix petechialis [ncbi taxid: 311198]
- Mytilus coruscus [ncbi taxid: 42192]
- Nannoglottis ravida [ncbi taxid: 147812]
- Orthosiphon spicatus [ncbi taxid: ]
- Oxytropis falcata [ncbi taxid: 1479707]
- Phaseolus vulgaris [ncbi taxid: 3885]
- Phyllidia ocellata [ncbi taxid: 190925]
- Phyllostachys bambusoides [ncbi taxid: 35706]
- Pogostemon cablin [ncbi taxid: 28511]
- Pterolobium hexapetalum [ncbi taxid: 1905003]
- Pueraria montana [ncbi taxid: 132459]
- Ranunculus asiaticus [ncbi taxid: 529701]
- Remirea maritima [ncbi taxid: ]
- Schizophyllum lobatum [ncbi taxid: ]
- Sinapis alba [ncbi taxid: 3728]
- Solanum lanceolatum [ncbi taxid: 329782]
- Streptomyces matensis [ncbi taxid: 67325]
- Suberites caminatus [ncbi taxid: ]
- Tephrosia elata [ncbi taxid: ]
- Trididemnum cyanophorum [ncbi taxid: 1079458]
- Trigonostemon xyphophylloides [ncbi taxid: 2606840]
- Vachellia schaffnerii [ncbi taxid: 138041]
- Viburnum erubescens [ncbi taxid: 237938]
- Wikstroemia viridiflora [ncbi taxid: ]
- Xanthorhiza simplicissima [ncbi taxid: 13762]
- Xanthoria resendei [ncbi taxid: 111589]
- Abrus pulchellus [ncbi taxid: 192852]
- Agalinis purpurea [ncbi taxid: 374692]
- Arachis hypogaea [ncbi taxid: 3818]
- Astragalus [ncbi taxid: 20400]
- Astragalus angustifolius [ncbi taxid: 1302566]
- Astragalus glycyphyllos [ncbi taxid: 83862]
- Glycine max [ncbi taxid: 3847]
- Gueldenstaedtia multiflora [ncbi taxid: ]
- Lespedeza juncea [ncbi taxid: 688283]
- Lespedeza sericea [ncbi taxid: ]
- Lupinus verbasciformis [ncbi taxid: ]
- Medicago [ncbi taxid: 3877]
- Medicago lupulina [ncbi taxid: 47085]
- Medicago monspeliaca [ncbi taxid: 70959]
- Medicago sativa [ncbi taxid: 3879]
- Medicago truncatula [ncbi taxid: 3880]
- Melilotus officinalis [ncbi taxid: 47083]
- Phaseolus vulgaris [ncbi taxid: 3885]
- Pueraria montana var. lobata [ncbi taxid: 3893]
- Trifolium pratense [ncbi taxid: 57577]
- Trifolium resupinatum [ncbi taxid: 97036]
- Trifolium spp. [ncbi taxid: ]
- Ulex parviflorus [ncbi taxid: 49854]
- Wisteria brachybotrys [ncbi taxid: 185975]
- Aegiceras corniculatum [ncbi taxid: 59970]
- Clavija procera [ncbi taxid: ]
- Embelia schimperi [ncbi taxid: 2595069]
- Lepisorus thunbergianus [ncbi taxid: 32163]
- Rhododendron aureum [ncbi taxid: 184574]
- Embelia schimperi [ncbi taxid: 2595069]
- Primula sieboldii E.Morren. [ncbi taxid: ]
- Primula veris L. [ncbi taxid: ]
Pathway Synthetic
| pathway id | name |
|---|---|
| PlantCyc:SOY_PWY-5203 | soybean saponin I biosynthesis |
| PlantCyc:SWEETORANGE_PWY-5203 | soybean saponin I biosynthesis |
| PlantCyc:ARA_PWY-5203 | soybean saponin I biosynthesis |
| PlantCyc:BOLERACEA_OLERACEA_PWY-5203 | soybean saponin I biosynthesis |
| PlantCyc:CANNUUM_PWY-5774 | saponin biosynthesis IV |
| PlantCyc:CARIETINUM_ICC4958_PWY-5203 | soybean saponin I biosynthesis |
| PlantCyc:CASHEW_PWY-5203 | soybean saponin I biosynthesis |
| PlantCyc:CHINESECABBAGE_PWY-5203 | soybean saponin I biosynthesis |
| PlantCyc:CLEMENTINE_PWY-5203 | soybean saponin I biosynthesis |
| PlantCyc:CSATIVA_PK_PWY-5203 | soybean saponin I biosynthesis |
| PlantCyc:MUSKMELON_PWY-5203 | soybean saponin I biosynthesis |
| PlantCyc:OMERIDIONALIS_PWY-5203 | soybean saponin I biosynthesis |
| PlantCyc:PIGEONPEA_PWY-5203 | soybean saponin I biosynthesis |
| PlantCyc:OGLABERRIMA_PWY-5203 | soybean saponin I biosynthesis |
| PlantCyc:OGLABERRIMA_PWY-5774 | saponin biosynthesis IV |
| PlantCyc:OILSEEDRAPE_PWY-5203 | soybean saponin I biosynthesis |
| PlantCyc:ORUFIPOGON_PWY-5774 | saponin biosynthesis IV |
| PlantCyc:PHALLII_PWY-5774 | saponin biosynthesis IV |
| PlantCyc:ALYRATA_PWY-5203 | soybean saponin I biosynthesis |
| PlantCyc:BRACHYPODIUM_PWY-5203 | soybean saponin I biosynthesis |