Record Information |
---|
Version | 1.0 |
---|
Created at | 2021-06-22 17:25:23 UTC |
---|
Updated at | 2021-06-22 17:25:23 UTC |
---|
NP-MRD ID | NP0043843 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | Astraeusin D |
---|
Description | Astraeusin D belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Astraeusin D is found in Astraeus odoratus. It was first documented in 2021 (PMID: 34610616). Based on a literature review a significant number of articles have been published on Astraeusin D (PMID: 34610566) (PMID: 34610527) (PMID: 34610525) (PMID: 34610470). |
---|
Structure | C[C@H]([C@@H](O)C\C=C(/C)CO)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@@H]1CC3 InChI=1S/C30H48O3/c1-19(18-31)8-10-24(32)20(2)21-12-16-30(7)23-9-11-25-27(3,4)26(33)14-15-28(25,5)22(23)13-17-29(21,30)6/h8,20-21,24-25,31-32H,9-18H2,1-7H3/b19-8+/t20-,21+,24-,25-,28+,29+,30-/m0/s1 |
---|
Synonyms | Not Available |
---|
Chemical Formula | C30H48O3 |
---|
Average Mass | 456.7110 Da |
---|
Monoisotopic Mass | 456.36035 Da |
---|
IUPAC Name | (2S,7R,11R,14R,15R)-14-[(2S,3S,5E)-3,7-dihydroxy-6-methylhept-5-en-2-yl]-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-one |
---|
Traditional Name | (2S,7R,11R,14R,15R)-14-[(2S,3S,5E)-3,7-dihydroxy-6-methylhept-5-en-2-yl]-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-one |
---|
CAS Registry Number | Not Available |
---|
SMILES | C[C@H]([C@@H](O)C\C=C(/C)CO)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@@H]1CC3 |
---|
InChI Identifier | InChI=1S/C30H48O3/c1-19(18-31)8-10-24(32)20(2)21-12-16-30(7)23-9-11-25-27(3,4)26(33)14-15-28(25,5)22(23)13-17-29(21,30)6/h8,20-21,24-25,31-32H,9-18H2,1-7H3/b19-8+/t20-,21+,24-,25-,28+,29+,30-/m0/s1 |
---|
InChI Key | GEDRJURLYBVEGS-OABDCZROSA-N |
---|
Experimental Spectra |
---|
|
| Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
---|
1D NMR | 13C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, Chloroform-d, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Predicted Spectra |
---|
|
| Not Available | Chemical Shift Submissions |
---|
|
| Not Available | Species |
---|
Species of Origin | Species Name | Source | Reference |
---|
Astraeus odoratus | Linigton's dataset | - Masahiko Isaka, Somporn Palasarn, Prasert Srikitikulchai, Vanicha Vichai, Somjit Komwijit. Astrae...
|
|
---|
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
- 26-hydroxysteroid
- Dihydroxy bile acid, alcohol, or derivatives
- Hydroxy bile acid, alcohol, or derivatives
- 22-hydroxysteroid
- Bile acid, alcohol, or derivatives
- 14-alpha-methylsteroid
- 3-oxo-5-alpha-steroid
- Oxosteroid
- Hydroxysteroid
- 3-oxosteroid
- Steroid
- Fatty alcohol
- Fatty acyl
- Cyclic ketone
- Secondary alcohol
- Ketone
- 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 | - Tanaka T, Iwamoto K, Wada M, Yano E, Suzuki T, Kawaguchi N, Shirasaka N, Moriyama T, Homma Y: Dietary syringic acid reduces fat mass in an ovariectomy-induced mouse model of obesity. Menopause. 2021 Oct 4. pii: 00042192-900000000-96887. doi: 10.1097/GME.0000000000001853. [PubMed:34610616 ]
- Venasse M, Gauthier A, Giroux I, Pilutti LA: Dietary intake and characteristics in persons with multiple sclerosis. Mult Scler Relat Disord. 2021 Sep 9;56:103237. doi: 10.1016/j.msard.2021.103237. [PubMed:34610566 ]
- Zhang CL, Zhang JJ, Zhu QF, Guan HY, Yang YX, He X, Fu Y, Chen TX, Dong L, Yang XS, Tang KF, Xu GB, Liao SG: Antihyperuricemia and antigouty arthritis effects of Persicaria capitata herba in mice. Phytomedicine. 2021 Sep 23;93:153765. doi: 10.1016/j.phymed.2021.153765. [PubMed:34610527 ]
- Koloski CW, Cassone BJ: Transcriptional profiling of Dermacentor variabilis (Acari: Ixodidae) provides insights into the role of the Haller's organ in spatial DEET recognition. Ticks Tick Borne Dis. 2021 Sep 24;13(1):101827. doi: 10.1016/j.ttbdis.2021.101827. [PubMed:34610525 ]
- Cai M, Wang Z, Luu TTT, Zhang D, Finke B, He J, Tay LWR, Di Paolo G, Du G: PLD1 Promotes Reactive Oxygen Species Production in Vascular Smooth Muscle Cells and Injury-Induced Neointima Formation. Biochim Biophys Acta Mol Cell Biol Lipids. 2021 Oct 2:159062. doi: 10.1016/j.bbalip.2021.159062. [PubMed:34610470 ]
- Masahiko Isaka, Somporn Palasarn, Prasert Srikitikulchai, Vanicha Vichai, Somjit Komwijit (2016). Masahiko Isaka, Somporn Palasarn, Prasert Srikitikulchai, Vanicha Vichai, Somjit Komwijit. Astraeusins A–L, lanostane triterpenoids from the edible mushroom Astraeus odoratus. Tetrahedron Volume 72, Issue 23, 9 June 2016, Pages 3288-3295 DOI: 10.1016/j.tet.2016.04.057. Tetrahedron.
|
---|