Record Information |
---|
Version | 1.0 |
---|
Created at | 2022-09-02 03:38:35 UTC |
---|
Updated at | 2022-09-02 03:38:35 UTC |
---|
NP-MRD ID | NP0147952 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | (1s,2r)-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-n-[2-(4-hydroxyphenyl)ethyl]-3-{[2-(4-hydroxyphenyl)ethyl]carbamoyl}-6-methoxy-1,2-dihydronaphthalene-2-carboximidic acid |
---|
Description | Cannabisin D belongs to the class of organic compounds known as aryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton. (1s,2r)-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-n-[2-(4-hydroxyphenyl)ethyl]-3-{[2-(4-hydroxyphenyl)ethyl]carbamoyl}-6-methoxy-1,2-dihydronaphthalene-2-carboximidic acid is found in Xylopia aethiopica. It was first documented in 2013 (PMID: 24354193). Based on a literature review a significant number of articles have been published on Cannabisin D (PMID: 29751713) (PMID: 36049892) (PMID: 36049891) (PMID: 36049888) (PMID: 36049887) (PMID: 36049886). |
---|
Structure | COC1=CC(=CC=C1O)[C@@H]1[C@@H](C(O)=NCCC2=CC=C(O)C=C2)C(=CC2=CC(OC)=C(O)C=C12)C(=O)NCCC1=CC=C(O)C=C1 InChI=1S/C36H36N2O8/c1-45-31-18-23(7-12-29(31)41)33-27-20-30(42)32(46-2)19-24(27)17-28(35(43)37-15-13-21-3-8-25(39)9-4-21)34(33)36(44)38-16-14-22-5-10-26(40)11-6-22/h3-12,17-20,33-34,39-42H,13-16H2,1-2H3,(H,37,43)(H,38,44)/t33-,34-/m0/s1 |
---|
Synonyms | Not Available |
---|
Chemical Formula | C36H36N2O8 |
---|
Average Mass | 624.6900 Da |
---|
Monoisotopic Mass | 624.24717 Da |
---|
IUPAC Name | (1S,2R)-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-3-{[2-(4-hydroxyphenyl)ethyl]carbamoyl}-6-methoxy-1,2-dihydronaphthalene-2-carboximidic acid |
---|
Traditional Name | (1S,2R)-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-3-{[2-(4-hydroxyphenyl)ethyl]carbamoyl}-6-methoxy-1,2-dihydronaphthalene-2-carboximidic acid |
---|
CAS Registry Number | Not Available |
---|
SMILES | COC1=CC(=CC=C1O)[C@@H]1[C@@H](C(O)=NCCC2=CC=C(O)C=C2)C(=CC2=CC(OC)=C(O)C=C12)C(=O)NCCC1=CC=C(O)C=C1 |
---|
InChI Identifier | InChI=1S/C36H36N2O8/c1-45-31-18-23(7-12-29(31)41)33-27-20-30(42)32(46-2)19-24(27)17-28(35(43)37-15-13-21-3-8-25(39)9-4-21)34(33)36(44)38-16-14-22-5-10-26(40)11-6-22/h3-12,17-20,33-34,39-42H,13-16H2,1-2H3,(H,37,43)(H,38,44)/t33-,34-/m0/s1 |
---|
InChI Key | XYTYRVFKBJENPE-HEVIKAOCSA-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 aryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lignans, neolignans and related compounds |
---|
Class | Aryltetralin lignans |
---|
Sub Class | Not Available |
---|
Direct Parent | Aryltetralin lignans |
---|
Alternative Parents | |
---|
Substituents | - 1-aryltetralin lignan
- 2-naphthalenecarboxylic acid or derivatives
- Methoxyphenol
- Naphthalene
- Phenoxy compound
- Anisole
- Methoxybenzene
- Phenol ether
- Alkyl aryl ether
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Monocyclic benzene moiety
- Benzenoid
- Carboxamide group
- Secondary carboxylic acid amide
- Carboxylic acid derivative
- Ether
- Organic oxygen compound
- Organic nitrogen compound
- Hydrocarbon derivative
- Carbonyl group
- Organic oxide
- Organooxygen compound
- Organonitrogen compound
- Aromatic homopolycyclic compound
|
---|
Molecular Framework | Aromatic 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 | - Yang BY, Yang CL, Liu Y, Kuang HX: [Chemical constituents from roots of Datura metel]. Zhongguo Zhong Yao Za Zhi. 2018 Apr;43(8):1654-1661. doi: 10.19540/j.cnki.cjcmm.20180115.008. [PubMed:29751713 ]
- Xiang R, Li M, Gu Z, Liu H, Zeng H, Peng J: Chronic endometritis positively correlates with the aggravation of intrauterine adhesions but has limited effects on reproductive prognosis with antibiotic application. Int J Gynaecol Obstet. 2022 Sep 1. doi: 10.1002/ijgo.14434. [PubMed:36049892 ]
- Li M, Yue C: Abnormal uterine artery Doppler ultrasound during gestational 21-23 weeks associated with preeclampsia. Int J Gynaecol Obstet. 2022 Sep 1. doi: 10.1002/ijgo.14435. [PubMed:36049891 ]
- Meyer R, Weisz B, Eilenberg R, Tsadok MA, Uziel M, Sivan E, Mazaki-Tovi S, Tsur A: Utilizing Machine Learning to Predict Unplanned Cesarean Delivery. Int J Gynaecol Obstet. 2022 Sep 1. doi: 10.1002/ijgo.14433. [PubMed:36049888 ]
- Crockett C, Lorimer C: OncoFlash - Research Updates in a Flash! (September Edition). Clin Oncol (R Coll Radiol). 2022 Sep;34(9):551-553. doi: 10.1016/j.clon.2022.07.009. [PubMed:36049887 ]
- Authors unspecified: Corrigendum. Low Urin Tract Symptoms. 2022 Sep;14(5):405. doi: 10.1111/luts.12458. [PubMed:36049886 ]
- Sharma R, Huang Y, Dizdarevic A: Blood Conservation Techniques and Strategies in Orthopedic Anesthesia Practice. Anesthesiol Clin. 2022 Sep;40(3):511-527. doi: 10.1016/j.anclin.2022.06.002. Epub 2022 Jul 12. [PubMed:36049878 ]
- Beermann M, Jonsdottir G, Cronisoe A, Hasselrot K, Kopp Kallner H: Long term follow-up of uterine fibroids treated with microwave ablation: an up to 3-year observational study of volume, regrowth, and symptoms. Int J Hyperthermia. 2022;39(1):1158-1163. doi: 10.1080/02656736.2022.2109764. [PubMed:36049885 ]
- Al-Dadah O, Hing C: Patellofemoral instability. Knee. 2022 Aug;37:A1-A2. doi: 10.1016/j.knee.2022.07.015. [PubMed:36049884 ]
- Lirk P, Vlassakov K: Orthopedic Anesthesiology 2022. Anesthesiol Clin. 2022 Sep;40(3):xv-xvi. doi: 10.1016/j.anclin.2022.08.002. [PubMed:36049883 ]
- Fleisher LA: Orthopedic Anesthesiology: A Constantly Evolving Area of Perioperative Care. Anesthesiol Clin. 2022 Sep;40(3):xiii-xiv. doi: 10.1016/j.anclin.2022.08.001. [PubMed:36049882 ]
- Pean C, Weaver MJ, Harris MB, Ly T, von Keudell AG: What Do Orthopedic Trauma Surgeons Want and Expect from Anesthesiologists? Anesthesiol Clin. 2022 Sep;40(3):547-556. doi: 10.1016/j.anclin.2022.06.004. [PubMed:36049881 ]
- Zhang D, Li C, Zhang L, Li B, Wang Y, Wang R, Chen Z, Xu L, Liu T: Cannabisin D from Sinomenium Acutum Inhibits Proliferation and Migration of Glioblastoma Cells through MAPKs Signaling. Nutr Cancer. 2021;73(11-12):2491-2501. doi: 10.1080/01635581.2020.1836240. Epub 2020 Oct 19. [PubMed:33076708 ]
- Sun J, Gu YF, Su XQ, Li MM, Huo HX, Zhang J, Zeng KW, Zhang Q, Zhao YF, Li J, Tu PF: Anti-inflammatory lignanamides from the roots of Solanum melongena L. Fitoterapia. 2014 Oct;98:110-6. doi: 10.1016/j.fitote.2014.07.012. Epub 2014 Jul 25. [PubMed:25068200 ]
- Wang TS, Luo YP, Wang J, He MX, Zhong MG, Li Y, Song XP: (+)-rumphiin and polyalthurea, new compounds from the stems of Polyalthia rumphii. Nat Prod Commun. 2013 Oct;8(10):1427-9. [PubMed:24354193 ]
- Vandepitte C, Van Pachtenbeke L, Van Herreweghe I, Gupta RK, Elkassabany NM: Same Day Joint Replacement Surgery: Patient Selection and Perioperative Management. Anesthesiol Clin. 2022 Sep;40(3):537-545. doi: 10.1016/j.anclin.2022.04.003. Epub 2022 Jul 12. [PubMed:36049880 ]
- Beloeil H: Opioid-Sparing Techniques in Orthopedic Anesthesia-One Step to Opioid-Free Anesthesia? Anesthesiol Clin. 2022 Sep;40(3):529-536. doi: 10.1016/j.anclin.2022.06.003. Epub 2022 Aug 6. [PubMed:36049879 ]
- Aguirre JA, Wolmarans M, Borgeat A: Acute Extremity Compartment Syndrome and (Regional): Anesthesia: The Monster Under the Bed. Anesthesiol Clin. 2022 Sep;40(3):491-509. doi: 10.1016/j.anclin.2022.06.001. Epub 2022 Aug 2. [PubMed:36049877 ]
- Alrayashi W, Cravero J, Brusseau R: Unique Issues Related to Regional Anesthesia in Pediatric Orthopedics. Anesthesiol Clin. 2022 Sep;40(3):481-489. doi: 10.1016/j.anclin.2022.05.001. Epub 2022 Jul 10. [PubMed:36049876 ]
- LOTUS database [Link]
|
---|