Soyasapogenol B is a steroidal saponin found in soybeans. It has been shown to exhibit various biological activities, including anti-cancer, anti-inflammatory, and antioxidant effects. Research on soyasapogenol B is motivated by its potential therapeutic applications in treating diseases such as cancer and inflammation. Its synthesis is achieved through various methods, including extraction from soybeans and chemical synthesis. Studies have explored its mechanism of action, which involves modulating cellular signaling pathways and inhibiting the growth of cancer cells.'
soyasapogenol B: RN given for (3beta,4beta,22beta)-isomer; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
soyasapogenol B : A pentacyclic triterpenoid that is oleanane containing a double bond between positions 12 and 13 and substituted by hydroxy groups at the 3beta, 22beta and 24-positions. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]
| ID Source | ID |
|---|---|
| PubMed CID | 115012 |
| CHEMBL ID | 1762007 |
| CHEBI ID | 9209 |
| SCHEMBL ID | 398310 |
| MeSH ID | M0361468 |
| Synonym |
|---|
| soyasapogenol b |
| 24-hydroxysophoradiol |
| C08980 |
| 595-15-3 |
| (3beta,22beta)-olean-12-ene-3,22,24-triol |
| 4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-3,9-diol |
| 6118-01-0 |
| (3s,4s,4ar,6ar,6bs,8ar,9r,12as,14ar,14br)-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-3,9-diol |
| CHEBI:9209 , |
| CHEMBL1762007 |
| soyasapogenol-b |
| olean-12-ene-3,22,23-triol, (3beta,4beta,22beta)- |
| 1ez10d7e2f , |
| unii-1ez10d7e2f |
| olean-12-ene-3.beta.,22.beta.,24-triol |
| 3.beta.,22.beta.,24-trihydroxyolean-12-ene |
| olean-12-ene-3,22,23-triol, (3.beta.,4.beta.,22.beta.)- |
| soyasapogenol i |
| soyasapogenin |
| olean-12-en-3.beta.,22.beta.,24-triol |
| soyasapogenin b |
| SCHEMBL398310 |
| DTXSID10276153 , |
| soyasapogenol b, >=98% (hplc) |
| soyasapogenol m2 |
| (3beta,4beta,22beta)-olean-12-ene-3,22,23-triol |
| soyasapogenol b(p) |
| AKOS032962063 |
| 3-bromopropylisocyanate,98% |
| Q27108312 |
| HY-N6074 |
| CS-0032502 |
| MS-28400 |
| dtxcid40227496 |
| 3beta,22beta,24-trihydroxyolean-12-ene |
| olean-12-ene-3,22,24-triol, (3beta,22beta)- |
| olean-12-ene-3beta,22beta,24-triol |
| olean-12-en-3beta,22beta,24-triol |
Soyasapogenol B is an oleanane-type pentacyclic triterpene that has various applications in food and healthcare. It has a higher biological activity than soyasaponin.
| Excerpt | Reference | Relevance |
|---|---|---|
| "Soyasapogenol B is an oleanane-type pentacyclic triterpene that has various applications in food and healthcare and has a higher biological activity than soyasaponin. " | ( Biosynthesis of Soyasapogenol B by Engineered Saccharomyces cerevisiae. Li, M; Lu, W; Wei, P; Zhang, C; Zhao, M, 2021) | 2.41 |
| Excerpt | Reference | Relevance |
|---|---|---|
| "A human study was conducted to evaluate soyasaponin bioavailability in humans." | ( Soyasaponin I and sapongenol B have limited absorption by Caco-2 intestinal cells and limited bioavailability in women. Hendrich, S; Hu, J; Murphy, PA; Reddy, MB, 2004) | 0.32 |
| "The bioavailability and absorption of soyasaponins and soyasapogenols remain unclear; therefore, the aim of this study was to evaluate plasma soyasaponin and soyasapogenol concentrations and absorption characteristics." | ( Comparison of bioavailability (I) between soyasaponins and soyasapogenols, and (II) between group A and B soyasaponins. Kamo, S; Sato, T; Suzuki, S, 2014) | 0.4 |
| "These results suggest that bioavailability of soyasapogenols is better than that of corresponding soyasaponins and that of group B soyasaponins is better than that of group A soyasaponins." | ( Comparison of bioavailability (I) between soyasaponins and soyasapogenols, and (II) between group A and B soyasaponins. Kamo, S; Sato, T; Suzuki, S, 2014) | 0.4 |
| "Research suggests that soyasaponins are poorly absorbed in the GI tract and that soyasaponin aglycones or soyasapogenols are absorbed faster and in greater amounts than the corresponding soyasaponins." | ( The Fate and Intermediary Metabolism of Soyasapogenol in the Rat. Pan, C; Yan, Y; Zhao, D, 2022) | 0.72 |
| Class | Description |
|---|---|
| pentacyclic triterpenoid | |
| [compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Pathway | Proteins | Compounds |
|---|---|---|
| soybean saponin I biosynthesis | 3 | 16 |
| saponin biosynthesis IV | 0 | 6 |
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1506908 | Antifeedant activity in Spodoptera litura third-instar larvae assessed as larval duration time after 24 hrs by leaf disk method (Rvb = 10.1 +/- 0.1 day) | |||
| AID1506881 | Cytotoxicity against human DU145 cells assessed as reduction in cell viability after 48 hrs by MTT assay | |||
| AID1506902 | Antifeedant activity in Spodoptera litura third-instar larvae assessed as increase in feeding deterrence by measuring antifeedant index at 5 ug/cm2 after 24 hrs by leaf disk method | |||
| AID1506878 | Cytotoxicity against human HeLa cells assessed as reduction in cell viability after 48 hrs by MTT assay | |||
| AID589626 | Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced IL-1 release by ELISA | 2011 | Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8 | Anti-inflammatory effect of soyasaponins through suppressing nitric oxide production in LPS-stimulated RAW 264.7 cells by attenuation of NF-κB-mediated nitric oxide synthase expression. |
| AID1831041 | Antiinflammatory activity against mouse RAW264.7 cells assessed as inhibition of HMGB1-induced NO production pretreated with compounds for 15 mins followed by HMGB1 stimulation measured after 24 hrs by Griess reagent based assay | 2021 | Bioorganic & medicinal chemistry, 12-15, Volume: 52 | Microbial transformation of pentacyclic triterpenes for anti-inflammatory agents on the HMGB1 stimulated RAW 264.7 cells by Streptomyces olivaceus CICC 23628. |
| AID589620 | Inhibition of iNOS mRNA expression in LPS-stimulated mouse RAW264.7 cells at 25 ug/ml after 24 hrs by real time fluorescent quantitative real time PCR relative to negative control | 2011 | Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8 | Anti-inflammatory effect of soyasaponins through suppressing nitric oxide production in LPS-stimulated RAW 264.7 cells by attenuation of NF-κB-mediated nitric oxide synthase expression. |
| AID1506879 | Cytotoxicity against human A549 cells assessed as reduction in cell viability after 48 hrs by MTT assay | |||
| AID589623 | Inhibition of iNOS mRNA expression in LPS-stimulated mouse RAW264.7 cells at 200 ug/ml after 24 hrs by real time fluorescent quantitative real time PCR relative to negative control | 2011 | Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8 | Anti-inflammatory effect of soyasaponins through suppressing nitric oxide production in LPS-stimulated RAW 264.7 cells by attenuation of NF-κB-mediated nitric oxide synthase expression. |
| AID1506880 | Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 48 hrs by MTT assay | |||
| AID1506882 | Cytotoxicity against human HEK293 cells assessed as reduction in cell viability after 48 hrs by MTT assay | |||
| AID589617 | Inhibition of iNOS activity in LPS-stimulated mouse RAW264.7 cells assessed as conversion of L-[14H] arginine to L-[3H] citruline per mg of protein at 100 ug/ml after 24 hrs | 2011 | Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8 | Anti-inflammatory effect of soyasaponins through suppressing nitric oxide production in LPS-stimulated RAW 264.7 cells by attenuation of NF-κB-mediated nitric oxide synthase expression. |
| AID589625 | Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced IL-6 release by ELISA | 2011 | Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8 | Anti-inflammatory effect of soyasaponins through suppressing nitric oxide production in LPS-stimulated RAW 264.7 cells by attenuation of NF-κB-mediated nitric oxide synthase expression. |
| AID589622 | Inhibition of iNOS mRNA expression in LPS-stimulated mouse RAW264.7 cells at 100 ug/ml after 24 hrs by real time fluorescent quantitative real time PCR relative to negative control | 2011 | Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8 | Anti-inflammatory effect of soyasaponins through suppressing nitric oxide production in LPS-stimulated RAW 264.7 cells by attenuation of NF-κB-mediated nitric oxide synthase expression. |
| AID589621 | Inhibition of iNOS mRNA expression in LPS-stimulated mouse RAW264.7 cells at 50 ug/ml after 24 hrs by real time fluorescent quantitative real time PCR relative to negative control | 2011 | Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8 | Anti-inflammatory effect of soyasaponins through suppressing nitric oxide production in LPS-stimulated RAW 264.7 cells by attenuation of NF-κB-mediated nitric oxide synthase expression. |
| AID589619 | Inhibition of iNOS activity in LPS-stimulated mouse RAW264.7 cells assessed as conversion of L-[14H] arginine to L-[3H] citruline per mg of protein at 25 ug/ml after 24 hrs | 2011 | Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8 | Anti-inflammatory effect of soyasaponins through suppressing nitric oxide production in LPS-stimulated RAW 264.7 cells by attenuation of NF-κB-mediated nitric oxide synthase expression. |
| AID1506909 | Antifeedant activity in Spodoptera litura assessed as pupal weight after 24 hrs by leaf disk method (Rvb = 0.245 +/- 0.02 g) | |||
| AID1506910 | Antifeedant activity in Spodoptera litura assessed as pupal mortality after 24 hrs by leaf disk method (Rvb = 0%) | |||
| AID589530 | Cytotoxicity against mouse RAW264.7 cells at 25 to 200 ug/ml after 24 hrs by MTT assay | 2011 | Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8 | Anti-inflammatory effect of soyasaponins through suppressing nitric oxide production in LPS-stimulated RAW 264.7 cells by attenuation of NF-κB-mediated nitric oxide synthase expression. |
| AID1506905 | Insecticidal activity in Spodoptera litura third-instar larvae assessed as larval mortality at 5 ug/cm2 after 24 hrs by leaf disk method relative to control | |||
| AID589628 | Inhibition of iNOS-mediated nitric oxide production in LPS-stimulated mouse RAW264.7 cells at 25 to 200 ug/ml measured after 24 hrs by Griess reaction method | 2011 | Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8 | Anti-inflammatory effect of soyasaponins through suppressing nitric oxide production in LPS-stimulated RAW 264.7 cells by attenuation of NF-κB-mediated nitric oxide synthase expression. |
| AID589618 | Inhibition of iNOS activity in LPS-stimulated mouse RAW264.7 cells assessed as conversion of L-[14H] arginine to L-[3H] citruline per mg of protein at 50 ug/ml after 24 hrs | 2011 | Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8 | Anti-inflammatory effect of soyasaponins through suppressing nitric oxide production in LPS-stimulated RAW 264.7 cells by attenuation of NF-κB-mediated nitric oxide synthase expression. |
| AID589624 | Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced TNFalpha release by ELISA | 2011 | Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8 | Anti-inflammatory effect of soyasaponins through suppressing nitric oxide production in LPS-stimulated RAW 264.7 cells by attenuation of NF-κB-mediated nitric oxide synthase expression. |
| AID589616 | Inhibition of iNOS activity in LPS-stimulated mouse RAW264.7 cells assessed as conversion of L-[14H] arginine to L-[3H] citruline per mg of protein at 200 ug/ml after 24 hrs | 2011 | Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8 | Anti-inflammatory effect of soyasaponins through suppressing nitric oxide production in LPS-stimulated RAW 264.7 cells by attenuation of NF-κB-mediated nitric oxide synthase expression. |
| AID1506904 | Antifeedant activity in Spodoptera litura third-instar larvae assessed as increase in feeding deterrence after 24 hrs by leaf disk method | |||
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 17 (47.22) | 29.6817 |
| 2010's | 14 (38.89) | 24.3611 |
| 2020's | 5 (13.89) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.
| This Compound (23.89) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 1 (2.70%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 36 (97.30%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||