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Basic Description
| Synonyms | Monotropein | (1S,4aS,7R,7aS)-7-Hydroxy-7-(hydroxymethyl)-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,7,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid | Monotropein, >=98% (HPLC) | (1S,4aS,7R,7aS)-1-(beta-D |
|---|---|
| Specifications & Purity | ≥98%(HPLC) |
| Storage Temp | Store at -20°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Lipids and lipid-like molecules
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Class
Prenol lipids
- Subclass Terpene glycosides
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Class
Prenol lipids
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Superclass
Lipids and lipid-like molecules
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Prenol lipids |
| Subclass | Terpene glycosides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Iridoid O-glycosides |
| Alternative Parents | Hexoses O-glycosyl compounds Iridoids and derivatives Bicyclic monoterpenoids Oxanes Vinylogous esters Tertiary alcohols Secondary alcohols Polyols Oxacyclic compounds Acetals Monocarboxylic acids and derivatives Carboxylic acids Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteropolycyclic compounds |
| Substituents | Iridoid o-glycoside - Hexose monosaccharide - Glycosyl compound - Iridoid-skeleton - O-glycosyl compound - Bicyclic monoterpenoid - Monoterpenoid - Monosaccharide - Oxane - Vinylogous ester - Tertiary alcohol - Secondary alcohol - Acetal - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Oxacycle - Carboxylic acid - Carboxylic acid derivative - Polyol - Organooxygen compound - Alcohol - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic oxygen compound - Primary alcohol - Aliphatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as iridoid o-glycosides. These are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton. |
| External Descriptors | Iridoid, 10-alkyliridoid and secoiridoid monoterpenoids |
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Names and Identifiers
| Pubchem Sid | 504754705 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504754705 |
| IUPAC Name | (1S,4aS,7R,7aS)-7-hydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylic acid |
| INCHI | InChI=1S/C16H22O11/c17-3-8-10(19)11(20)12(21)15(26-8)27-14-9-6(1-2-16(9,24)5-18)7(4-25-14)13(22)23/h1-2,4,6,8-12,14-15,17-21,24H,3,5H2,(H,22,23)/t6-,8-,9-,10-,11+,12-,14+,15+,16+/m1/s1 |
| InChIKey | HPWWQPXTUDMRBI-NJPMDSMTSA-N |
| Smiles | C1=CC(C2C1C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)O)(CO)O |
| Isomeric SMILES | C1=C[C@@]([C@@H]2[C@H]1C(=CO[C@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)O)(CO)O |
| Molecular Weight | 390.34 |
| Reaxy-Rn | 58378741 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=58378741&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 G2227377 |
Certificate of Analysis | May 09, 2025 | M171121 |
| G2227378 |
Certificate of Analysis | May 09, 2025 | M171121 |
| F23251357 |
Certificate of Analysis | May 19, 2023 | M171121 |
| F23251372 |
Certificate of Analysis | May 19, 2023 | M171121 |
| F23251403 |
Certificate of Analysis | May 19, 2023 | M171121 |
| D2424069 |
Certificate of Analysis | May 19, 2023 | M171121 |
| F23251386 |
Certificate of Analysis | May 19, 2023 | M171121 |
| F23251430 |
Certificate of Analysis | May 19, 2023 | M171121 |
| F23251395 |
Certificate of Analysis | May 19, 2023 | M171121 |
| F23251387 |
Certificate of Analysis | May 19, 2023 | M171121 |
| F23251444 |
Certificate of Analysis | May 19, 2023 | M171121 |
| G2227384 |
Certificate of Analysis | Jun 19, 2022 | M171121 |
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Chemical and Physical Properties
| Solubility | ≥ 20mg/mL in DMSO |
|---|---|
| Molecular Weight | 390.340 g/mol |
| XLogP3 | -3.100 |
| Hydrogen Bond Donor Count | 7 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 5 |
| Exact Mass | 390.116 Da |
| Monoisotopic Mass | 390.116 Da |
| Topological Polar Surface Area | 186.000 Ų |
| Heavy Atom Count | 27 |
| Formal Charge | 0 |
| Complexity | 634.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 9 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
Alternative Products
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MonotropeinStarting at $241.90
Citations of This Product
| 1. Jingchao Qiang, Rongrong Yang, Xueqing Li, Xuhui Xu, Mengyuan Zhou, Xiaomeng Ji, Yingzhi Lu, Zibo Dong. (2024) Monotropein induces autophagy through activation of the NRF2/PINK axis, thereby alleviating sepsis-induced colonic injury. INTERNATIONAL IMMUNOPHARMACOLOGY, 127 (111432). |
| 2. Kunmei Xie, Feibiao Wang, Yue Yang, Shoujie Pan, Junyao Wang, Nan Xiao, Xinyan Wang, Zhihao Ma, Xiaolong Xu, Zibo Dong. (2024) Monotropein alleviates septic acute liver injury by restricting oxidative stress, inflammation, and apoptosis via the AKT (Ser473)/GSK3β (Ser9)/Fyn/NRF2 pathway. INTERNATIONAL IMMUNOPHARMACOLOGY, 142 (113178). |
| 3. Wu Wanqi, Wang Jun, Wang Guanglu, Wang Feibiao, Yang Yue, Liu Zhijun, Song Qimei, Chen Si, Chen Huizhen. (2025) Monotropein inhibits MMP9-mediated cardiac oxidative stress, inflammation, matrix degradation and apoptosis in a mouse and cell line models of septic cardiac injury. MOLECULAR BIOLOGY REPORTS, 52 (1): (1-13). |
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