Record Information |
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Version | 1.0 |
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Created at | 2022-09-05 14:26:32 UTC |
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Updated at | 2022-09-05 14:26:32 UTC |
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NP-MRD ID | NP0214991 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | 6-[(1r,3ar,4s,5ar,7s,9as,11s,11ar)-4,7,11-trihydroxy-3a,6,6,9a,11a-pentamethyl-3,10-dioxo-1h,2h,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoic acid |
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Description | Ganoderic Acid G, also known as ganoderate g, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. It was first documented in 2008 (PMID: 18589746). Based on a literature review a significant number of articles have been published on Ganoderic Acid G (PMID: 29090550) (PMID: 36075691) (PMID: 36075690) (PMID: 34500238) (PMID: 36075689) (PMID: 23477148). |
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Structure | CC(CC(=O)CC(C)C(O)=O)[C@H]1CC(=O)[C@@]2(C)C3=C(C(=O)[C@@H](O)[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1C[C@@H]3O InChI=1S/C30H44O8/c1-14(10-16(31)11-15(2)26(37)38)17-12-21(34)30(7)22-18(32)13-19-27(3,4)20(33)8-9-28(19,5)23(22)24(35)25(36)29(17,30)6/h14-15,17-20,25,32-33,36H,8-13H2,1-7H3,(H,37,38)/t14?,15?,17-,18+,19+,20+,25-,28+,29+,30+/m1/s1 |
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Synonyms | Value | Source |
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Ganoderate g | Generator |
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Chemical Formula | C30H44O8 |
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Average Mass | 532.6740 Da |
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Monoisotopic Mass | 532.30362 Da |
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IUPAC Name | 2-methyl-4-oxo-6-[(2S,5S,7R,9S,11R,14R,15R,16S)-5,9,16-trihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]heptanoic acid |
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Traditional Name | 2-methyl-4-oxo-6-[(2S,5S,7R,9S,11R,14R,15R,16S)-5,9,16-trihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]heptanoic acid |
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CAS Registry Number | Not Available |
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SMILES | CC(CC(=O)CC(C)C(O)=O)[C@H]1CC(=O)[C@@]2(C)C3=C(C(=O)[C@@H](O)[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1C[C@@H]3O |
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InChI Identifier | InChI=1S/C30H44O8/c1-14(10-16(31)11-15(2)26(37)38)17-12-21(34)30(7)22-18(32)13-19-27(3,4)20(33)8-9-28(19,5)23(22)24(35)25(36)29(17,30)6/h14-15,17-20,25,32-33,36H,8-13H2,1-7H3,(H,37,38)/t14?,15?,17-,18+,19+,20+,25-,28+,29+,30+/m1/s1 |
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InChI Key | BPJPBLZKOVIJQD-WHZQEJOUSA-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 | Not Available |
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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
- Trihydroxy bile acid, alcohol, or derivatives
- 23-oxosteroid
- Hydroxy bile acid, alcohol, or derivatives
- Bile acid, alcohol, or derivatives
- Steroid acid
- 14-alpha-methylsteroid
- 12-beta-hydroxysteroid
- 7-hydroxysteroid
- 7-alpha-hydroxysteroid
- 3-beta-hydroxysteroid
- Oxosteroid
- 15-oxosteroid
- 11-oxosteroid
- Hydroxysteroid
- 12-hydroxysteroid
- 3-hydroxysteroid
- Steroid
- Medium-chain keto acid
- Gamma-keto acid
- Cyclohexenone
- Keto acid
- Cyclic alcohol
- Secondary alcohol
- Ketone
- Polyol
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic homopolycyclic compound
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Molecular Framework | Aliphatic homopolycyclic 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 | - Che XQ, Li SP, Zhao J: [Ganoderma triterpenoids from aqueous extract of Ganoderma lucidum]. Zhongguo Zhong Yao Za Zhi. 2017 May;42(10):1908-1915. doi: 10.19540/j.cnki.cjcmm.20170412.001. [PubMed:29090550 ]
- Abioye AI, Sudfeld CR, Hughes MD, Aboud S, Muhihi A, Ulenga N, Nagu TJ, Wang M, Mugusi F, Fawzi WW: Iron status among HIV-infected adults during the first year of antiretroviral therapy in Tanzania. HIV Med. 2022 Sep 8. doi: 10.1111/hiv.13396. [PubMed:36075691 ]
- Authors unspecified: Resources Round-up. Altern Lab Anim. 2022 Sep 8:2611929221121256. doi: 10.1177/02611929221121256. [PubMed:36075690 ]
- Adotey G, Alolga RN, Quarcoo A, Gedel MA, Anang AK, Holliday JC: Ultra Performance Liquid Chromatography-Quadrupole Time-of-Flight Mass Spectrometry (UPLC-Q-TOF-MS)-based metabolomic analysis of mycelial biomass of three Ganoderma isolates from the Lower Volta River Basin of Ghana. J Pharm Biomed Anal. 2021 Oct 25;205:114355. doi: 10.1016/j.jpba.2021.114355. Epub 2021 Sep 1. [PubMed:34500238 ]
- Kim JU, Khan W, Arowoshola L, Ahmad M: Correspondence. Eur Heart J Qual Care Clin Outcomes. 2022 Aug 26. pii: 6677390. doi: 10.1093/ehjqcco/qcac051. [PubMed:36075689 ]
- Li BM, Gu HF, Li Y, Liu C, Wang HQ, Kang J, Wu CH, Chen RY: [Determination of nine triterpenoid acids from Ganoderma lucidum of different producting areas by HPLC]. Zhongguo Zhong Yao Za Zhi. 2012 Dec;37(23):3599-603. [PubMed:23477148 ]
- Wu JY, Ding HY, Luo SY, Wang TY, Tsai YL, Chang TS: Novel Glycosylation by Amylosucrase to Produce Glycoside Anomers. Biology (Basel). 2022 May 27;11(6):822. doi: 10.3390/biology11060822. [PubMed:35741343 ]
- Wu JY, Ding HY, Wang TY, Zhang YR, Chang TS: Glycosylation of Ganoderic Acid G by Bacillus Glycosyltransferases. Int J Mol Sci. 2021 Sep 9;22(18):9744. doi: 10.3390/ijms22189744. [PubMed:34575908 ]
- Wu L, Liang W, Chen W, Li S, Cui Y, Qi Q, Zhang L: Screening and Analysis of the Marker Components in Ganoderma lucidum by HPLC and HPLC-MS(n) with the Aid of Chemometrics. Molecules. 2017 Apr 6;22(4):584. doi: 10.3390/molecules22040584. [PubMed:28383512 ]
- Zhang XQ, Pang GL, Cheng Y, Wang Y, Ye WC: [Chemical constituents of the spores of Ganoderma lucidum]. Zhong Yao Cai. 2008 Jan;31(1):41-4. [PubMed:18589746 ]
- LOTUS database [Link]
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