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Record Information |
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| Version |
1.0 |
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| Update Date |
1/22/2018 11:54:54 AM |
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Metabolite ID | PAMDB110359 |
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Identification |
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| Name: |
soyasapogenol E |
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| Description: | A pentacyclic triterpenoid that is oleanane containing a double bond between positions 12 and 13, and is substituted by hydroxy groups at the 3β and 24-positions, and by an oxo group at position 22. |
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Structure |
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| Synonyms: | - 3,23-Dihydroxy-(3beta,4beta)-olean-12-en-22-one
- 3,24-Dihydroxy-12-oleanen-22-one
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Chemical Formula: |
C30H48O3
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| Average Molecular Weight: |
456.71 |
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| Monoisotopic Molecular
Weight: |
456.3603454071 |
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| InChI Key: |
FNRBOAGVUNHDIL-DYITYTDMSA-N |
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| InChI: |
InChI=1S/C30H48O3/c1-25(2)16-20-19-8-9-22-27(4)12-11-23(32)28(5,18-31)21(27)10-13-30(22,7)29(19,6)15-14-26(20,3)24(33)17-25/h8,20-23,31-32H,9-18H2,1-7H3/t20?,21?,22?,23?,26-,27+,28-,29-,30-/m1/s1 |
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| CAS
number: |
6750-59-0 |
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| IUPAC Name: | (3β)-3,24-dihydroxyolean-12-en-22-one |
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Traditional IUPAC Name: |
10-hydroxy-9-(hydroxymethyl)-2,2,4a,6a,6b,9,12a-heptamethyl-3,5,6,7,8,8a,10,11,12,12b,13,14b-dodecahydro-1H-picen-4-one |
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| SMILES: | CC5(CC4(C3(=CCC2(C1(CCC(C(C1CCC2(C3(CCC4(C(C5)=O)C)C)C)(C)CO)O)C))))C |
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Chemical Taxonomy |
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Taxonomy Description | This compound belongs to the class of organic compounds known as oleanane triterpenoids. These are triterpenoids with a structure based on the oleanane skeleton, an 4,4,6a,8a,11,14b-heptamethyl-hexadecahydropicene derivative. |
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Kingdom |
Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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Class |
Prenol lipids |
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| Sub Class | Triterpenoids |
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Direct Parent |
Oleanane triterpenoids |
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| Alternative Parents |
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| Substituents |
- Oleanane triterpenoid
- Steroid
- Cyclohexanone
- Cyclic alcohol
- Secondary alcohol
- Ketone
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic homopolycyclic compound
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| Molecular Framework |
Aliphatic homopolycyclic compounds |
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| External Descriptors |
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Physical Properties |
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| State: |
Not Available |
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| Charge: | 0 |
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Melting point: |
Not Available |
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| Experimental Properties: |
| Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties |
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Biological Properties |
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| Cellular Locations: |
Not Available |
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| Reactions: | |
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Pathways: |
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Spectra |
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| Spectra: |
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References |
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| References: |
- Kurosawa Y, Takahara H, Shiraiwa M (2002)UDP-glucuronic acid:soyasapogenol glucuronosyltransferase involved in saponin biosynthesis in germinating soybean seeds. Planta 215, Pubmed: 12172845
- Kinjo J, Yokomizo K, Hirakawa T, Shii Y, Nohara T, Uyeda M (2000)Anti-herpes virus activity of fabaceous triterpenoidal saponins'). Biological & pharmaceutical bulletin 23, Pubmed: 10919372
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| Synthesis Reference: |
Not Available |
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| Material Safety Data Sheet (MSDS) |
Not Available |
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Links |
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| External Links: |
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