Protopine - 10mM in DMSO , CAS No.130-86-9

CAS: 130-86-9 Cat. No.: P580498 Summenformel: C20H19NO5 Molekulargewicht: 353.37 EG-Nummer: 204-999-6
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GRADE & PURITY 10mM in DMSO
Synonyms
7,13a-Secoberbin-13a-one, 7-methyl-2,3:9,10-bis(methylenedioxy)- | AI3-62909 | P2611 | ACon1_001550 | MFCD00022322 | 15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.04,12.06,10.018,22]tetracosa-1(17),4,6(10),11,18(22),23-hexaen-3-one | Macleyine | 7-
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Size
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Price
Qty
1ml
P580498-1ml
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42,43€
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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 1 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyme
7,13a-Secoberbin-13a-one, 7-methyl-2,3:9,10-bis(methylenedioxy)- | AI3-62909 | P2611 | ACon1_001550 | MFCD00022322 | 15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.04,12.06,10.018,22]tetracosa-1(17),4,6(10),11,18(22),23-hexaen-3-one | Macleyine | 7-
Spezifikationen & Reinheit
10mM in DMSO
Storage
Store at -80°C
Verschickt in
Dry ice packs + Cold packs
Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.
Namen und Kennungen
Pubchem Sid528770385
Kanonisches LächelnCN1CCC2=CC3=C(C=C2C(=O)CC4=C(C1)C5=C(C=C4)OCO5)OCO3
IUPAC Name15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.04,12.06,10.018,22]tetracosa-1(17),4,6(10),11,18(22),23-hexaen-3-one
InChIKeyGPTFURBXHJWNHR-UHFFFAOYSA-N
INCHI1S/C20H19NO5/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17/h2-3,7-8H,4-6,9-11H2,1H3
Isomere SMILES CN1CCC2=CC3=C(C=C2C(=O)CC4=C(C1)C5=C(C=C4)OCO5)OCO3
Molekulargewicht 353.37
Reaxy-Rn 97707
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=97707&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassAlkaloids and derivatives
KlasseProtopine alkaloids
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentProtopine alkaloids
Alternative Parents Benzodioxoles  Aryl alkyl ketones  Aralkylamines  Benzenoids  Trialkylamines  Oxacyclic compounds  Azacyclic compounds  Acetals  Organopnictogen compounds  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Protopine skeleton - Benzodioxole - Aryl ketone - Aryl alkyl ketone - Aralkylamine - Benzenoid - Ketone - Tertiary amine - Tertiary aliphatic amine - Acetal - Oxacycle - Azacycle - Organoheterocyclic compound - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Hydrocarbon derivative - Amine - Organic nitrogen compound - Aromatic heteropolycyclic compound
BeschreibungThis compound belongs to the class of organic compounds known as protopine alkaloids. These are alkaloids with a structure based on a tricyclic protopine formed by oxidative ring fission of protoberberine N-metho salts.
External Descriptors a small molecule
3D-Struktur
Interaktives chemisches Strukturmodell





Zugehörige Ziele (menschlich)
TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HGC-27 (1452 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MGC-803 (6426 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Zugehörige Ziele (nicht menschlich)
Leishmania donovani (89745 Activities)
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Trypanosoma cruzi (99888 Activities)
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Trypanosoma brucei rhodesiense (7991 Activities)
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fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)
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Impa1 Inositol monophosphatase 1 (16203 Activities)
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Wirkungsmechanismen
Zertifikate (CoA, COO, BSE/TSE und Analyse-Diagramm)
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.

1 results found

Lot NumberCertificate TypeDatumArtikel
E2430012Certificate of AnalysisApr 03, 2026 P580498
Chemische und physikalische Eigenschaften
LöslichkeitInsoluble in water; Soluble in chloroform; Slightly soluble in ethanol and benzene; Very slightly soluble ether, alcohol
EmpfindlichkeitLight & heat sensitive.
Spezifische Drehung [α]0°(C=0.55,CHCl3)
Schmelzpunkt (°C)206°C
Molekulargewicht353.400 g/mol
XLogP32.800
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count0
Exact Mass353.126 Da
Monoisotopic Mass353.126 Da
Topological Polar Surface Area57.200 Ų
Heavy Atom Count26
Formal Charge0
Complexity542.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
Referenzen
1. Qi-Feng Zou, De-Jian Chen, Cheng-Jun Liu, Zi-Hao Chen, Xia Yang, Rong-Huang Xu, Zhen-Hui Zhou, Jian-Xin Chen, Wei Shi, Feng-Xiang Zhang.  (2025)  Combination of Metabolite Analysis and Network Pharmacology to Explore the Potential Anticough Mechanism of Protopine—A Marker in Zhi-Ke-Bao Tablets.  RAPID COMMUNICATIONS IN MASS SPECTROMETRY,  39  (10): (e10012).  [PMID:39967298] [10.1002/rcm.10012]
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