Record Information |
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Version | 1.0 |
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Created at | 2022-09-11 13:28:49 UTC |
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Updated at | 2022-09-11 13:28:50 UTC |
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NP-MRD ID | NP0315044 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (2r,3r,4s,5s,6r)-2-{[(3s,4s,4ar,6ar,6bs,8as,12r,12ar,14ar,14br)-12-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol |
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Description | Sigmoiside F belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (2r,3r,4s,5s,6r)-2-{[(3s,4s,4ar,6ar,6bs,8as,12r,12ar,14ar,14br)-12-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol is found in Erythrina sigmoidea. It was first documented in 2022 (PMID: 36123117). Based on a literature review a significant number of articles have been published on Sigmoiside F (PMID: 36123101) (PMID: 36123093) (PMID: 36123078) (PMID: 36122937). |
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Structure | CC1(C)CC[C@]2(C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@](C)(CO)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1O InChI=1S/C36H60O8/c1-31(2)14-15-32(3)16-17-35(6)20(25(32)29(31)42)8-9-23-33(4)12-11-24(34(5,19-38)22(33)10-13-36(23,35)7)44-30-28(41)27(40)26(39)21(18-37)43-30/h8,21-30,37-42H,9-19H2,1-7H3/t21-,22-,23-,24+,25-,26-,27+,28-,29-,30+,32-,33+,34-,35-,36-/m1/s1 |
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Synonyms | Not Available |
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Chemical Formula | C36H60O8 |
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Average Mass | 620.8680 Da |
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Monoisotopic Mass | 620.42882 Da |
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IUPAC Name | (2R,3R,4S,5S,6R)-2-{[(3S,4S,4aR,6aR,6bS,8aS,12R,12aR,14aR,14bR)-12-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol |
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Traditional Name | (2R,3R,4S,5S,6R)-2-{[(3S,4S,4aR,6aR,6bS,8aS,12R,12aR,14aR,14bR)-12-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol |
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CAS Registry Number | Not Available |
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SMILES | CC1(C)CC[C@]2(C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@](C)(CO)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1O |
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InChI Identifier | InChI=1S/C36H60O8/c1-31(2)14-15-32(3)16-17-35(6)20(25(32)29(31)42)8-9-23-33(4)12-11-24(34(5,19-38)22(33)10-13-36(23,35)7)44-30-28(41)27(40)26(39)21(18-37)43-30/h8,21-30,37-42H,9-19H2,1-7H3/t21-,22-,23-,24+,25-,26-,27+,28-,29-,30+,32-,33+,34-,35-,36-/m1/s1 |
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InChI Key | VHADUAVTQFILRV-PSXVGVCCSA-N |
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Experimental Spectra |
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| Not Available | Predicted Spectra |
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| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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1D NMR | 13C NMR Spectrum (1D, 25 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. |
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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 | Triterpenoids |
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Alternative Parents | |
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Substituents | - Triterpenoid
- Steroid
- Hexose monosaccharide
- Glycosyl compound
- O-glycosyl compound
- Oxane
- Monosaccharide
- Cyclic alcohol
- Secondary alcohol
- Polyol
- Acetal
- Oxacycle
- Organoheterocyclic compound
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Alcohol
- Organic oxygen compound
- Aliphatic heteropolycyclic compound
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Molecular Framework | Aliphatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Physical Properties |
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State | 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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General References | - Kozhemiako N, Mylonas D, Pan JQ, Prerau MJ, Redline S, Purcell SM: Sources of Variation in the Spectral Slope of the Sleep EEG. eNeuro. 2022 Sep 22;9(5). pii: ENEURO.0094-22.2022. doi: 10.1523/ENEURO.0094-22.2022. Print 2022 Sep-Oct. [PubMed:36123117 ]
- Horio Y, Takihara T, Takahashi F, Enokida K, Nakamura N, Tanaka J, Tomomatsu K, Niimi K, Tajiri S, Hayama N, Ito Y, Oguma T, Asano K: Prognosis of acute exacerbation in idiopathic pulmonary fibrosis with pulmonary emphysema: a retrospective cohort study in Japan. BMJ Open. 2022 Sep 19;12(9):e062236. doi: 10.1136/bmjopen-2022-062236. [PubMed:36123101 ]
- Tran V, Hong A, Sutherland T, Taubman K, Lee SF, Lenaghan D, Sethi K, Corcoran NM, Lawrentschuk N, Woo H, Tarlinton L, Bolton D, Spelman T, Thomas L, Booth R, Hegarty J, Perry E, Wong LM: PEDAL protocol: a prospective single-arm paired comparison of multiparametric MRI and 18F-DCPFyl PSMA PET/CT to diagnose prostate cancer. BMJ Open. 2022 Sep 19;12(9):e061815. doi: 10.1136/bmjopen-2022-061815. [PubMed:36123093 ]
- Jin S, Jiang C, Xia T, Gu Z, Yu H, Li J, Zheng Y, Pan H, Qiao J, Cai R, Wu H, Wang C: Age-dependent and sex-dependent differences in mortality from influenza-associated cardiovascular diseases among older adults in Shanghai, China: a population-based study. BMJ Open. 2022 Sep 19;12(9):e061068. doi: 10.1136/bmjopen-2022-061068. [PubMed:36123078 ]
- Iskander MMZ, Lamont GJ, Tan J, Pisano M, Uriarte SM, Scott DA: Tobacco smoke exacerbates Filifactor alocis pathogenicity. J Clin Periodontol. 2022 Sep 19. doi: 10.1111/jcpe.13729. [PubMed:36122937 ]
- LOTUS database [Link]
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