| Record Information |
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| Version | 2.0 |
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| Created at | 2023-12-21 12:02:09 UTC |
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| Updated at | 2024-09-03 04:18:40 UTC |
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| NP-MRD ID | NP0332272 |
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| Natural Product DOI | https://doi.org/10.57994/1467 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | Compound 14 |
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| Description | Compound 14 belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively. Compound 14 was first documented in 2024 (PMID: 39306048). Based on a literature review a small amount of articles have been published on Compound 14 (PMID: 39241564) (PMID: 39230656) (PMID: 39140772) (PMID: 39082357). |
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| Structure | [H][C@@]1(CO[C@@H](C2=CC(OC)=C(OCC3=CC=CC=C3)C=C2)[C@]1([H])COC(C)=O)[C@H](O)C1=CC=C(OC)C(OC)=C1 InChI=1S/C30H34O8/c1-19(31)36-18-24-23(29(32)21-10-12-25(33-2)27(14-21)34-3)17-38-30(24)22-11-13-26(28(15-22)35-4)37-16-20-8-6-5-7-9-20/h5-15,23-24,29-30,32H,16-18H2,1-4H3/t23-,24+,29+,30-/m0/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C30H34O8 |
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| Average Mass | 522.5940 Da |
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| Monoisotopic Mass | 522.22537 Da |
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| IUPAC Name | [(2R,3S,4R)-2-[4-(benzyloxy)-3-methoxyphenyl]-4-[(S)-(3,4-dimethoxyphenyl)(hydroxy)methyl]oxolan-3-yl]methyl acetate |
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| Traditional Name | [(2R,3S,4R)-2-[4-(benzyloxy)-3-methoxyphenyl]-4-[(S)-(3,4-dimethoxyphenyl)(hydroxy)methyl]oxolan-3-yl]methyl acetate |
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| CAS Registry Number | Not Available |
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| SMILES | [H][C@@]1(CO[C@@H](C2=CC(OC)=C(OCC3=CC=CC=C3)C=C2)[C@]1([H])COC(C)=O)[C@H](O)C1=CC=C(OC)C(OC)=C1 |
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| InChI Identifier | InChI=1S/C30H34O8/c1-19(31)36-18-24-23(29(32)21-10-12-25(33-2)27(14-21)34-3)17-38-30(24)22-11-13-26(28(15-22)35-4)37-16-20-8-6-5-7-9-20/h5-15,23-24,29-30,32H,16-18H2,1-4H3/t23-,24+,29+,30-/m0/s1 |
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| InChI Key | GJRLOJNVRCJJQW-JPBZRQQJSA-N |
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| Experimental Spectra |
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| | Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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| COSY NMR | [1H, 1H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental) | halkiku@keio.jp | Keio University | Haruhisa Kikuchi | 2024-05-14 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, CDCl3, experimental) | halkiku@keio.jp | Keio University | Haruhisa Kikuchi | 2024-05-14 | View Spectrum | | HMBC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental) | halkiku@keio.jp | Keio University | Haruhisa Kikuchi | 2024-05-14 | View Spectrum | | HMQC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental) | halkiku@keio.jp | Keio University | Haruhisa Kikuchi | 2024-05-14 | View Spectrum |
| | Predicted Spectra |
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| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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| | 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 | This compound belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively. |
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| Kingdom | Organic compounds |
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| Super Class | Lignans, neolignans and related compounds |
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| Class | Furanoid lignans |
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| Sub Class | Tetrahydrofuran lignans |
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| Direct Parent | 7,9'-epoxylignans |
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| Alternative Parents | |
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| Substituents | - 7,9p-epoxylignan
- Fatty alcohol ester
- Phenoxy compound
- Methoxybenzene
- Phenol ether
- Anisole
- Alkyl aryl ether
- Benzenoid
- Monocyclic benzene moiety
- Tetrahydrofuran
- Secondary alcohol
- Carboxylic acid ester
- Oxacycle
- Organoheterocyclic compound
- Monocarboxylic acid or derivatives
- Ether
- Dialkyl ether
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Aromatic alcohol
- Organooxygen compound
- Alcohol
- Aromatic heteromonocyclic compound
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| Molecular Framework | Aromatic heteromonocyclic 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 | - Das D, Xie L, Qiao D, Jia J, Hong J: Discovery of novel, orally bioavailable phenylacetamide derivatives as multikinase inhibitors and in vivo efficacy study in hepatocellular carcinoma animal models. Bioorg Med Chem Lett. 2024 Sep 19:129971. doi: 10.1016/j.bmcl.2024.129971. [PubMed:39306048 ]
- Zhou X, Zhang H, Zhou Y, Yi Y, Yuan R, Pu W, Wang S, Shang R: Antimicrobial activity, safety and pharmacokinetics evaluation of PMTM: A novel pleuromutilin candidate. Biomed Pharmacother. 2024 Oct;179:117378. doi: 10.1016/j.biopha.2024.117378. Epub 2024 Sep 5. [PubMed:39241564 ]
- Xiao WL, Zu X, Ding L, Zheng B, Liang Z, Li Y, Wu X, He H, Zhang X, Li X: Five Undescribed Sesquiterpenes with Anti-inflammasome Activity Isolated from Saussurea laniceps. Chem Biodivers. 2024 Sep 4:e202401643. doi: 10.1002/cbdv.202401643. [PubMed:39230656 ]
- Zhang Z, Pan H, Guo L, Cai C, Chen T, Zhang Z, Yang X, Zheng H, Jiang C, Wang Z, Yang Y, Wang Z, Zhang X, Zhang Y, Liu D: Design and Evaluation of 3-Phenyloxetane Derivative Agonists of the Glucagon-Like Peptide-1 Receptor. J Med Chem. 2024 Sep 12;67(17):14820-14839. doi: 10.1021/acs.jmedchem.4c01177. Epub 2024 Aug 14. [PubMed:39140772 ]
- Yu L, Wu D: SMARCA2 and SMARCA4 Participate in DNA Damage Repair. Front Biosci (Landmark Ed). 2024 Jul 23;29(7):262. doi: 10.31083/j.fbl2907262. [PubMed:39082357 ]
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