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Sinomenine Hydrochloride - analytical standard,≥97%, high purity , CAS No.6080-33-7

In stock
Item Number
S101688
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Price Qty
S101688-20mg
20mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$31.90

Natural anti-inflammatory morphinan analog; potently releases histamine

Basic Description

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
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.

Taxonomic Classification

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

Names and Identifiers

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
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

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.

2 results found

Lot Number Certificate Type Date Item
D2323872 Certificate of Analysis Jan 10, 2025 S101688
B1920019 Certificate of Analysis Sep 21, 2022 S101688

Chemical and Physical Properties

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

Citations of This Product

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). 

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