Jatrorrhizine Hydrochloride - 10mM in DMSO , CAS No.6681-15-8

CAS: 6681-15-8 Cat. No.: J425368 Molecular Weight: 373.83 EC Number: 878-712-3

GRADE & PURITY 10mM in DMSO

Synonyms

HY-N0740 | Yatrorhizine chloride | BS-17316 | CCG-268341 | HMS3886B16 | Jatrorrhizine hydrochloride | NSC209410 | NSC-209410 | SCHEMBL1427435 | 3-hydroxy-2,9,10-trimethoxy-5,6-dihydroisoquinolino[3,2-a]isoquinolin-7-ium chloride | NSC645313 | NSC-645313 |

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Synonyms

HY-N0740 | Yatrorhizine chloride | BS-17316 | CCG-268341 | HMS3886B16 | Jatrorrhizine hydrochloride | NSC209410 | NSC-209410 | SCHEMBL1427435 | 3-hydroxy-2, 9, 10-trimethoxy-5, 6-dihydroisoquinolino[3, 2-a]isoquinolin-7-ium chloride | NSC645313 | NSC-645313 |

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC(=C(C=C4CC3)O)OC)OC.[Cl-]
• IUPAC Name: 2,9,10-trimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-3-ol;chloride
• InChIKey: JKMUUZMCSNHBAX-UHFFFAOYSA-N
• INCHI: 1S/C20H19NO4.ClH/c1-23-18-5-4-12-8-16-14-10-19(24-2)17(22)9-13(14)6-7-21(16)11-15(12)20(18)25-3;/h4-5,8-11H,6-7H2,1-3H3;1H
• Isomeric SMILES: COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC(=C(C=C4CC3)O)OC)OC.[Cl-]
• Alternate CAS: 960383-96-4
• Molecular Weight: 373.83
• Reaxy-Rn: 3898703
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3898703&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Class Protoberberine alkaloids and derivatives

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Class: Protoberberine alkaloids and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Protoberberine alkaloids and derivatives
• Alternative Parents: Isoquinolines and derivatives Anisoles Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Pyridinium derivatives Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic chloride salts Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Protoberberine skeleton - Isoquinoline - Anisole - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Pyridine - Pyridinium - Benzenoid - Heteroaromatic compound - Azacycle - Ether - Organoheterocyclic compound - Organic salt - Organic chloride salt - Organic nitrogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

Discover Target: ESR1

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ALB Tchem Serum albumin (2651 Activities)

Discover Target: ALB

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Huh-7 (12904 Activities)

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Associated Targets(non-human)

pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)

Discover Target: pol

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Entamoeba histolytica (2676 Activities)

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Plasmodium falciparum (966862 Activities)

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Mus musculus (284745 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Hygroscopic
• Molecular Weight: 373.800 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 373.108 Da
• Monoisotopic Mass: 373.108 Da
• Topological Polar Surface Area: 51.800 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 461.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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

XLogP3

References

1. Yingxin Chen, Xiaotong Huang, Lu Li, Junxian Wu, Yongqi Guo, Yachao Yao, Lihua Zhou.  (2022)  Paper mill sludge-based carbon quantum dots as a specifically ratiometric fluorescent probe for the sensitive and selective detection of coptisine.  LUMINESCENCE,  37  (7): (1078-1086).  [PMID:35441456] [10.1002/bio.4260]

2. Lu Shao Hua, Zhang Ming Cai, Zhai Hong Lin, Bi Ke Xin, Zhao Bing Qiang.  (2022)  Rapid Determination in the Quality Control of Chinese Patent Medicine.  Journal of Pharmaceutical Innovation,  17  (4): (1305-1313).  [PMID:] [10.1007/s12247-021-09608-8]

3. Siyuan Sun, Sisi Zhou, Shaowei Lei, Shujie Zhu, Kai Wang, Huidi Jiang, Hui Zhou.  (2019)  Jatrorrhizine reduces 5-HT and NE uptake via inhibition of uptake-2 transporters and produces antidepressant-like action in mice.  XENOBIOTICA,      [PMID:30472912] [10.1080/00498254.2018.1542188]

4. Wenpeng Zhang, Zilin Chen.  (2012)  Preparation of micropipette tip-based molecularly imprinted monolith for selective micro-solid phase extraction of berberine in plasma and urine samples.  TALANTA,      [PMID:23200364] [10.1016/j.talanta.2012.10.014]