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| SKU | Size | Availability |
Price | Qty |
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S101688-20mg
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20mg |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
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$31.90
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Natural anti-inflammatory morphinan analog; potently releases histamine
| Synonyms | Sabianine A hydrochloride | UNII-ZL8HD4RP5B | Q27254812 | S0926 | NSC76021 | 9alpha,13alpha,14alpha -7,8-Didehydro-4-hydroxy-3,7-dimethoxy-17-methylmorphinan-6-one hydrochloride | 7,8-Didehydro-3,7-dimethoxy-4-hydroxy-17-methyl-9-alpha,13-alpha,14-alpha-m |
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| Specifications & Purity | analytical standard, ≥97% |
| Biochemical and Physiological Mechanisms | Natural anti-inflammatory morphinan analog, able to weakly bind to the μ-opioid receptor. Potently releases histamine following mast cell degranulation. Inhibits oligomeric amyloid-β-induced increases in ROS, NO and other inflammatory molecules. |
| Storage Temp | Store at 2-8°C |
| Shipped In |
Wet ice This product requires cold chain shipping. Ground and other economy services are not available. |
| Grade | analytical standard |
| Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Alkaloids and derivatives |
| Class | Morphinans |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Morphinans |
| Alternative Parents | Phenanthrenes and derivatives Benzazocines Isoquinolones and derivatives Tetralins Anisoles 1-hydroxy-4-unsubstituted benzenoids Cyclohexenones Aralkylamines Alkyl aryl ethers Piperidines Quaternary ammonium salts Trialkylamines Azacyclic compounds Organic zwitterions Organic oxides Organic chloride salts Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Morphinan - Phenanthrene - Benzazocine - Isoquinolone - Tetralin - Anisole - Phenol ether - Cyclohexenone - 1-hydroxy-4-unsubstituted benzenoid - Aralkylamine - Phenol - Alkyl aryl ether - Piperidine - Benzenoid - Quaternary ammonium salt - Cyclic ketone - Tertiary aliphatic amine - Ketone - Tertiary amine - Azacycle - Ether - Organoheterocyclic compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic oxide - Organic salt - Organic nitrogen compound - Organic zwitterion - Carbonyl group - Organic chloride salt - Amine - Hydrocarbon derivative - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. |
| External Descriptors | Not available |
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| IUPAC Name | (1R,9S,10S)-3-hydroxy-4,12-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,11-tetraen-13-one;hydrochloride |
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| INCHI | InChI=1S/C19H23NO4.ClH/c1-20-7-6-19-10-14(21)16(24-3)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19;/h4-5,9,12-13,22H,6-8,10H2,1-3H3;1H/t12-,13+,19-;/m1./s1 |
| InChIKey | YMEVIMJAUHZFMW-VUIDNZEBSA-N |
| Smiles | CN1CCC23CC(=O)C(=CC2C1CC4=C3C(=C(C=C4)OC)O)OC.Cl |
| Isomeric SMILES | CN1CC[C@@]23CC(=O)C(=C[C@@H]2[C@@H]1CC4=C3C(=C(C=C4)OC)O)OC.Cl |
| WGK Germany | 3 |
| RTECS | QD2170000 |
| Alternate CAS | 115-53-7 |
| PubChem CID | 5464452 |
| Molecular Weight | 365.85 |
| Melt Point(°C) | 231℃ |
|---|---|
| Molecular Weight | 365.800 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 2 |
| Exact Mass | 365.139 Da |
| Monoisotopic Mass | 365.139 Da |
| Topological Polar Surface Area | 59.000 Ų |
| Heavy Atom Count | 25 |
| Formal Charge | 0 |
| Complexity | 562.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| 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 | 2 |
| 1. Ying-kun Zhi, Jing Li, Lang Yi, Rui-li Zhu, Jin-fang Luo, Qing-ping Shi, Sha-sha Bai, Yan-wu Li, Qun Du, Jia-zhong Cai, Liang Liu, Pei-xun Wang, Hua Zhou, Yan Dong. (2022) Sinomenine inhibits macrophage M1 polarization by downregulating α7nAChR via a feedback pathway of α7nAChR/ERK/Egr-1. PHYTOMEDICINE, 100 (154050). |
| 2. Yan Zhou, Shuai Chen, Wenxian Gu, Xiao Sun, Linxiao Wang, Liming Tang. (2021) Sinomenine hydrochloride ameliorates dextran sulfate sodium‑induced colitis in mice by modulating the gut microbiota composition whilst suppressing the activation of the NLRP3 inflammasome. Experimental and Therapeutic Medicine, 22 (5): (1-10). |