Record Information |
---|
Version | 2.0 |
---|
Created at | 2024-10-08 09:46:39 UTC |
---|
Updated at | 2024-10-08 12:00:35 UTC |
---|
NP-MRD ID | NP0341867 |
---|
Natural Product DOI | https://doi.org/10.57994/3355 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | syzygioblane C |
---|
Description | Syzygioblane C belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. syzygioblane C was first documented in 2024 (PMID: 38728049). Based on a literature review very few articles have been published on syzygioblane C. |
---|
Structure | [H][C@]12C[C@@]3(C)[C@H](O)CC[C@]4(C[C@]56OC(CC(O)=C5C(=O)[C@@]4(C)C(=O)[C@]6(C)O)C4=CC=CC=C4)[C@]3([H])[C@@]1([H])[C@]2([H])C(C)C InChI=1S/C32H40O6/c1-16(2)22-18-14-28(3)21(34)11-12-31(25(28)23(18)22)15-32-24(26(35)29(31,4)27(36)30(32,5)37)19(33)13-20(38-32)17-9-7-6-8-10-17/h6-10,16,18,20-23,25,33-34,37H,11-15H2,1-5H3/t18-,20?,21-,22-,23-,25-,28+,29+,30+,31+,32+/m1/s1 |
---|
Synonyms | Not Available |
---|
Chemical Formula | C32H40O6 |
---|
Average Mass | 520.6660 Da |
---|
Monoisotopic Mass | 520.28249 Da |
---|
IUPAC Name | (1R,1'S,1aR,1bS,2S,5R,5aR,6aR,8'S,11'R)-5,5',11'-trihydroxy-5a,8',11'-trimethyl-3'-phenyl-1-(propan-2-yl)-1a,1b,3,4,5,5a,6,6a-octahydro-1H-2'-oxaspiro[cyclopropa[a]indene-2,9'-tricyclo[6.2.2.0^{1,6}]dodecan]-5'-ene-7',12'-dione |
---|
Traditional Name | (1R,1'S,1aR,1bS,2S,5R,5aR,6aR,8'S,11'R)-5,5',11'-trihydroxy-1-isopropyl-5a,8',11'-trimethyl-3'-phenyl-1,1a,1b,3,4,5,6,6a-octahydro-2'-oxaspiro[cyclopropa[a]indene-2,9'-tricyclo[6.2.2.0^{1,6}]dodecan]-5'-ene-7',12'-dione |
---|
CAS Registry Number | Not Available |
---|
SMILES | [H][C@]12C[C@@]3(C)[C@H](O)CC[C@]4(C[C@]56OC(CC(O)=C5C(=O)[C@@]4(C)C(=O)[C@]6(C)O)C4=CC=CC=C4)[C@]3([H])[C@@]1([H])[C@]2([H])C(C)C |
---|
InChI Identifier | InChI=1S/C32H40O6/c1-16(2)22-18-14-28(3)21(34)11-12-31(25(28)23(18)22)15-32-24(26(35)29(31,4)27(36)30(32,5)37)19(33)13-20(38-32)17-9-7-6-8-10-17/h6-10,16,18,20-23,25,33-34,37H,11-15H2,1-5H3/t18-,20?,21-,22-,23-,25-,28+,29+,30+,31+,32+/m1/s1 |
---|
InChI Key | MJEGKIXRVTVONT-FYNUOAAWSA-N |
---|
Experimental Spectra |
---|
|
| Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
---|
| Predicted Spectra |
---|
|
| Not Available | Chemical Shift Submissions |
---|
|
| Not Available | Species |
---|
Species of Origin | Species Name | Source | Reference |
---|
oblanceolatum | | |
|
---|
Chemical Taxonomy |
---|
Description | This compound belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Sesterterpenoids |
---|
Direct Parent | Sesterterpenoids |
---|
Alternative Parents | |
---|
Substituents | - Sesterterpenoid
- Alpha-branched alpha,beta-unsaturated-ketone
- Benzenoid
- Pyran
- Monocyclic benzene moiety
- Acyloin
- Vinylogous acid
- Alpha,beta-unsaturated ketone
- Tertiary alcohol
- Enone
- Cyclic alcohol
- Alpha-hydroxy ketone
- Acryloyl-group
- Secondary alcohol
- Ketone
- Oxacycle
- Organoheterocyclic compound
- Ether
- Dialkyl ether
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aromatic heteropolycyclic compound
|
---|
Molecular Framework | Aromatic heteropolycyclic 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 | - Koga N, Saito Y, Miyake K, Amuti S, Fukuyoshi S, Yoshida S, Sato S, Yamada Y, Ikeda A, Adachi N, Kawasaki M, Takasu A, Aramaki S, Senda T, Rahim A, Najib A, Alam G, Tanaka N, Nakagawa-Goto K: Cyclic Sesquiterpene-Flavanone [4+2] Hybrids, Syzygioblanes A-C, Found in an Indonesian Traditional Medicine, "Jampu Salo" (Syzygium oblanceolatum). Org Lett. 2024 May 24;26(20):4302-4307. doi: 10.1021/acs.orglett.4c01248. Epub 2024 May 10. [PubMed:38728049 ]
|
---|