Record Information |
---|
Version | 1.0 |
---|
Created at | 2020-10-14 21:10:02 UTC |
---|
Updated at | 2021-03-18 16:11:39 UTC |
---|
NP-MRD ID | NP0001742 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | Amorfrutin A |
---|
Description | 3-Hydroxy-4-isopentenyl-5-methoxybibenzyl-2-carboxylic acid, also known as amorfrutin a, belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. It was first documented in 2021 (PMID: 34404060). Based on a literature review very few articles have been published on 3-Hydroxy-4-isopentenyl-5-methoxybibenzyl-2-carboxylic acid (PMID: 34404046) (PMID: 34404029) (PMID: 34404018) (PMID: 34404014) (PMID: 34404010) (PMID: 34404008). |
---|
Structure | COC1=CC(CCC2=CC=CC=C2)=C(C(O)=O)C(O)=C1CC=C(C)C InChI=1S/C21H24O4/c1-14(2)9-12-17-18(25-3)13-16(19(20(17)22)21(23)24)11-10-15-7-5-4-6-8-15/h4-9,13,22H,10-12H2,1-3H3,(H,23,24) |
---|
Synonyms | Value | Source |
---|
3-Hydroxy-4-isopentenyl-5-methoxybibenzyl-2-carboxylate | Generator | Amorfrutin a | HMDB |
|
---|
Chemical Formula | C21H24O4 |
---|
Average Mass | 340.4129 Da |
---|
Monoisotopic Mass | 340.16746 Da |
---|
IUPAC Name | 2-hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)-6-(2-phenylethyl)benzoic acid |
---|
Traditional Name | 2-hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)-6-(2-phenylethyl)benzoic acid |
---|
CAS Registry Number | Not Available |
---|
SMILES | COC1=CC(CCC2=CC=CC=C2)=C(C(O)=O)C(O)=C1CC=C(C)C |
---|
InChI Identifier | InChI=1S/C21H24O4/c1-14(2)9-12-17-18(25-3)13-16(19(20(17)22)21(23)24)11-10-15-7-5-4-6-8-15/h4-9,13,22H,10-12H2,1-3H3,(H,23,24) |
---|
InChI Key | CTNFTPUIYFUXBE-UHFFFAOYSA-N |
---|
Experimental Spectra |
---|
|
| Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
---|
| Predicted Spectra |
---|
|
| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
---|
1D NMR | 13C NMR Spectrum (1D, 100 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 125 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 150 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 175 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 225 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 250 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
---|
|
| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
---|
1D NMR | 1H NMR Spectrum (1D, 400Mz, CHCL3(Solvent-Peak), simulated) | Rgf8b | | | 2020-10-14 | View Spectrum |
| Species |
---|
Species of Origin | |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. |
---|
Kingdom | Organic compounds |
---|
Super Class | Phenylpropanoids and polyketides |
---|
Class | Stilbenes |
---|
Sub Class | Not Available |
---|
Direct Parent | Stilbenes |
---|
Alternative Parents | |
---|
Substituents | - Stilbene
- P-methoxybenzoic acid or derivatives
- Salicylic acid
- Salicylic acid or derivatives
- Hydroxybenzoic acid
- Methoxyphenol
- Benzoic acid or derivatives
- Benzoic acid
- Anisole
- Methoxybenzene
- Phenoxy compound
- Phenol ether
- Benzoyl
- Alkyl aryl ether
- Phenol
- 1-hydroxy-4-unsubstituted benzenoid
- Monocyclic benzene moiety
- Benzenoid
- Vinylogous acid
- Carboxylic acid
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Ether
- Organooxygen compound
- Organic oxygen compound
- Hydrocarbon derivative
- Organic oxide
- Aromatic homomonocyclic compound
|
---|
Molecular Framework | Aromatic homomonocyclic 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 | - Yu H, Gild P, Pompe RS, Vetterlein MW, Ludwig TA, Soave A, Kolker M, Maurer V, Marks P, Becker A, Punke MA, Fisch M, Rink M, Dahlem R, Meyer CP: Anesthetic Technique (Spinal vs. General Anesthesia) in Holmium Laser Enucleation of the Prostate: Retrospective Analysis of Procedural and Functional Outcomes among 1,159 Patients. Urol Int. 2021 Aug 17:1-8. doi: 10.1159/000517542. [PubMed:34404060 ]
- Al Riyees L, Al Madani W, Firwana N, Balkhy HH, Ferwana M, Alkhudhayri A: Antibiotic Prophylaxis against Surgical Site Infection after Open Hernia Surgery: A Systematic Review and Meta-Analysis. Eur Surg Res. 2021 Aug 17:1-13. doi: 10.1159/000517404. [PubMed:34404046 ]
- Geer MJ, Foucar CE, Devata S, Benitez L, Perissinotti AJ, Marini BL, Bixby D: Clinical Availability of ATRA for Patients With Suspected Acute Promyelocytic Leukemia: Why Guidelines May Not Be Followed. J Natl Compr Canc Netw. 2021 Aug 17. pii: jnccn20455. doi: 10.6004/jnccn.2021.7013. [PubMed:34404029 ]
- Enwemeka CS, Bumah VV, Mokili JL: Pulsed blue light inactivates two strains of human coronavirus. J Photochem Photobiol B. 2021 Aug 8;222:112282. doi: 10.1016/j.jphotobiol.2021.112282. [PubMed:34404018 ]
- Wang Y, Liu X, Yu L, Hong X, Zhao J, Zhu J, Yuan J, Li W, Zhu X: Identification and analysis of novel microRNAs provide insights to reproductive capacity of the cultured Asian yellow pond turtle Mauremys mutica. Comp Biochem Physiol Part D Genomics Proteomics. 2021 Aug 8;40:100890. doi: 10.1016/j.cbd.2021.100890. [PubMed:34404014 ]
- Yang K, Li CY, An JP, Wang DR, Wang X, Wang CK, You CX: The C2H2-type zinc finger transcription factor MdZAT10 negatively regulates drought tolerance in apple. Plant Physiol Biochem. 2021 Aug 10;167:390-399. doi: 10.1016/j.plaphy.2021.08.014. [PubMed:34404010 ]
- Dai L, Yang H, Zhao X, Wang L: Identification of cis conformation natural rubber and proteins in Ficus altissima Blume latex. Plant Physiol Biochem. 2021 Aug 10;167:376-384. doi: 10.1016/j.plaphy.2021.08.015. [PubMed:34404008 ]
- Wang LJ, Gao X, Jia GX: Stomata and ROS changes during Botrytis elliptica infection in diploid and tetraploid Lilium rosthornii Diels. Plant Physiol Biochem. 2021 Aug 6;167:366-375. doi: 10.1016/j.plaphy.2021.08.008. [PubMed:34404007 ]
- Sawczuk R, Karpinska J, Filipowska D, Bajguz A, Hryniewicka M: Evaluation of total phenols content, anti-DPPH activity and the content of selected antioxidants in the honeybee drone brood homogenate. Food Chem. 2021 Aug 3;368:130745. doi: 10.1016/j.foodchem.2021.130745. [PubMed:34404004 ]
- Jiang B, Liu R, Fang X, Tong C, Chen H, Gao H: Effects of salicylic acid treatment on fruit quality and wax composition of blueberry (Vaccinium virgatum Ait). Food Chem. 2021 Aug 3;368:130757. doi: 10.1016/j.foodchem.2021.130757. [PubMed:34404000 ]
- Wen M, Han Z, Cui Y, Ho CT, Wan X, Zhang L: Identification of 4-O-p-coumaroylquinic acid as astringent compound of Keemun black tea by efficient integrated approaches of mass spectrometry, turbidity analysis and sensory evaluation. Food Chem. 2021 Aug 8;368:130803. doi: 10.1016/j.foodchem.2021.130803. [PubMed:34403995 ]
- Liang N, Hennebelle M, Gaul S, Johnson CD, Zhang Z, Kirpich IA, McClain CJ, Feldstein AE, Ramsden CE, Taha AY: Feeding mice a diet high in oxidized linoleic acid metabolites does not alter liver oxylipin concentrations. Prostaglandins Leukot Essent Fatty Acids. 2021 Jun 24;172:102316. doi: 10.1016/j.plefa.2021.102316. [PubMed:34403987 ]
- Amgoud Y, Senbel A, Bouhadoun A, Abdelazeem H, Ozen G, Savane I, Manikpurage HD, Mani S, Tran-Dinh A, Castier Y, Guyard A, Longrois D, Silverstein AM, Norel X: In search of pulmonary hypertension treatments: Effect of 17beta-estradiol on PGI2 pathway in human pulmonary artery. Prostaglandins Leukot Essent Fatty Acids. 2021 Aug 9;172:102321. doi: 10.1016/j.plefa.2021.102321. [PubMed:34403986 ]
- Xu Y, Liu Y, He T, Zhang Y, Wang M, Yuan H, Yang M: Biguanides decorated albumin nanoparticles loading nintedanib for synergic enhanced hepatocellular carcinoma therapy. Colloids Surf B Biointerfaces. 2021 Aug 4;207:112020. doi: 10.1016/j.colsurfb.2021.112020. [PubMed:34403984 ]
- Liu T, Song Y, Huang Z, Pu X, Wang Y, Yin G, Gou L, Weng J, Meng X: Photothermal photodynamic therapy and enhanced radiotherapy of targeting copolymer-coated liquid metal nanoparticles on liver cancer. Colloids Surf B Biointerfaces. 2021 Aug 5;207:112023. doi: 10.1016/j.colsurfb.2021.112023. [PubMed:34403983 ]
|
---|