Record Information |
---|
Version | 1.0 |
---|
Created at | 2022-09-10 04:12:19 UTC |
---|
Updated at | 2022-09-10 04:12:19 UTC |
---|
NP-MRD ID | NP0295296 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | (2r,4ar,6as,6br,8ar,10r,12ar,12br,14bs)-10-hydroxy-4a-(hydroxymethyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-2-carboxylic acid |
---|
Description | 3Alpha,28-Dihydroxyoleana-12-ene-29-oic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (2r,4ar,6as,6br,8ar,10r,12ar,12br,14bs)-10-hydroxy-4a-(hydroxymethyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-2-carboxylic acid is found in Tripterygium wilfordii. It was first documented in 2022 (PMID: 36092803). Based on a literature review a significant number of articles have been published on 3alpha,28-Dihydroxyoleana-12-ene-29-oic acid (PMID: 36080390) (PMID: 36049273) (PMID: 35996269) (PMID: 36076475). |
---|
Structure | CC1(C)[C@H](O)CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2CC=C2[C@@H]3C[C@@](C)(CC[C@]3(CO)CC[C@@]12C)C(O)=O InChI=1S/C30H48O4/c1-25(2)21-9-12-29(6)22(27(21,4)11-10-23(25)32)8-7-19-20-17-26(3,24(33)34)13-15-30(20,18-31)16-14-28(19,29)5/h7,20-23,31-32H,8-18H2,1-6H3,(H,33,34)/t20-,21-,22+,23+,26+,27-,28+,29+,30+/m0/s1 |
---|
Synonyms | Value | Source |
---|
3a,28-Dihydroxyoleana-12-ene-29-Oate | Generator | 3a,28-Dihydroxyoleana-12-ene-29-Oic acid | Generator | 3alpha,28-Dihydroxyoleana-12-ene-29-Oate | Generator | 3Α,28-dihydroxyoleana-12-ene-29-Oate | Generator | 3Α,28-dihydroxyoleana-12-ene-29-Oic acid | Generator |
|
---|
Chemical Formula | C30H48O4 |
---|
Average Mass | 472.7100 Da |
---|
Monoisotopic Mass | 472.35526 Da |
---|
IUPAC Name | Not Available |
---|
Traditional Name | Not Available |
---|
CAS Registry Number | Not Available |
---|
SMILES | CC1(C)[C@H](O)CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2CC=C2[C@@H]3C[C@@](C)(CC[C@]3(CO)CC[C@@]12C)C(O)=O |
---|
InChI Identifier | InChI=1S/C30H48O4/c1-25(2)21-9-12-29(6)22(27(21,4)11-10-23(25)32)8-7-19-20-17-26(3,24(33)34)13-15-30(20,18-31)16-14-28(19,29)5/h7,20-23,31-32H,8-18H2,1-6H3,(H,33,34)/t20-,21-,22+,23+,26+,27-,28+,29+,30+/m0/s1 |
---|
InChI Key | DDJYMOPTHNUMHK-QZNVJFJLSA-N |
---|
Experimental Spectra |
---|
|
| Not Available | Predicted Spectra |
---|
|
| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
---|
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 |
---|
|
| Not Available | Species |
---|
Species of Origin | |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Triterpenoids |
---|
Direct Parent | Triterpenoids |
---|
Alternative Parents | |
---|
Substituents | - Triterpenoid
- Cyclic alcohol
- Secondary alcohol
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic homopolycyclic compound
|
---|
Molecular Framework | Aliphatic homopolycyclic compounds |
---|
External Descriptors | Not Available |
---|
Physical Properties |
---|
State | Not Available |
---|
Experimental Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Predicted Properties | |
---|
General References | - Valencia-Chan LS, Moreno-Lorenzana D, Ceballos-Cruz JJ, Peraza-Sanchez SR, Chavez-Gonzalez A, Moo-Puc RE: Apoptotic and Cell Cycle Effects of Triterpenes Isolated from Phoradendron wattii on Leukemia Cell Lines. Molecules. 2022 Aug 31;27(17). pii: molecules27175616. doi: 10.3390/molecules27175616. [PubMed:36080390 ]
- Cerra B, Venturoni F, Souma M, Ceccarelli G, Lozza AM, Passeri D, De Franco F, Baxendale IR, Pellicciari R, Macchiarulo A, Gioiello A: Development of 3alpha,7alpha-dihydroxy-6alpha-ethyl-24-nor-5beta-cholan-23-sulfate sodium salt (INT-767): Process optimization, synthesis and characterization of metabolites. Eur J Med Chem. 2022 Nov 15;242:114652. doi: 10.1016/j.ejmech.2022.114652. Epub 2022 Aug 20. [PubMed:36049273 ]
- Lou D, Zhou Z, Zhang X, Cao Y, Long Q, Luo C, Li Q, Liu X, Tan J: Expression and Functional Characterization of a Novel NAD(H)- dependent 3alpha-HSDH. Protein Pept Lett. 2022;29(11):946-953. doi: 10.2174/0929866529666220822102311. [PubMed:35996269 ]
- Zheng XY, Zhang HC, Lv YD, Jin FY, Wu XJ, Zhu J, Ruan Y: Levetiracetam alleviates cognitive decline in Alzheimer's disease animal model by ameliorating the dysfunction of the neuronal network. Front Aging Neurosci. 2022 Aug 25;14:888784. doi: 10.3389/fnagi.2022.888784. eCollection 2022. [PubMed:36092803 ]
- Marzano M, Fosso B, Colliva C, Notario E, Passeri D, Intranuovo M, Gioiello A, Adorini L, Pesole G, Pellicciari R, Moschetta A, Gadaleta RM: Farnesoid X receptor activation by the novel agonist TC-100 (3alpha, 7alpha, 11beta-Trihydroxy-6alpha-ethyl-5beta-cholan-24-oic Acid) preserves the intestinal barrier integrity and promotes intestinal microbial reshaping in a mouse model of obstructed bile acid flow. Biomed Pharmacother. 2022 Sep;153:113380. doi: 10.1016/j.biopha.2022.113380. Epub 2022 Jul 19. [PubMed:36076475 ]
- LOTUS database [Link]
|
---|