Stylopin
PubChem CID
697545
Structure
Molecular Formula
Synonyms
- Stylopin
- Stylopine
- l-Tetrahydrocoptisine
- (-)-Tetrahydrocoptisine
- J0JS75Q12Z
Molecular Weight
323.3 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2005-07-07
- Modify:2025-01-18
Description
l-Tetrahydrocoptisine has been reported in Corydalis saxicola, Fumaria vaillantii, and other organisms with data available.
Chemical Structure Depiction
CCDC Number
Associated Article
Crystal Structure Data
(1R)-5,7,17,19-tetraoxa-13-azahexacyclo[11.11.0.02,10.04,8.015,23.016,20]tetracosa-2,4(8),9,15(23),16(20),21-hexaene
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C19H17NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,6-7,15H,3-5,8-10H2/t15-/m1/s1
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
UXYJCYXWJGAKQY-OAHLLOKOSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
C1CN2CC3=C(C[C@@H]2C4=CC5=C(C=C41)OCO5)C=CC6=C3OCO6
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C19H17NO4
Computed by PubChem 2.2 (PubChem release 2021.10.14)
84-39-9
4312-32-7
7461-02-1
- (+-)-tetrahydrocoptisine
- (+-)stylopine
- (-)-stylopine
- (-)-tetrahydrocoptisine
- (12bS)-6,7,12b,13-Tetrahydro-4H-bis(1,3)benzodioxolo(5,6-a:4',5'-g)quinolizine
- (S)-stylopine
- 4H-(1,3)benzodioxolo(5,6-a)-1,3-benzodioxolo(4,5-g)quinolizine, 6,7,12b,13-tetrahydro-
- 6,7,12b,13-Tetrahydro-4H-bis(1,3)benzodioxolo(5,6-a:4',5'-g)quinolizine
- stylopin
- stylopine
- stylopine, (S)-isomer
- stylopine, 14C-labeled, (+,-)-isomer
- tetrahydrocoptisine
- Stylopin
- Stylopine
- l-Tetrahydrocoptisine
- (-)-Tetrahydrocoptisine
- J0JS75Q12Z
- l-Stylopine
- Coptisine, tetrahydro-
- (S)-Stylopin
- (1R)-5,7,17,19-tetraoxa-13-azahexacyclo[11.11.0.02,10.04,8.015,23.016,20]tetracosa-2,4(8),9,15(23),16(20),21-hexaene
- 2,3:9,10-Bis(methylenedioxy)-13a-alpha-berbine
- UNII-J0JS75Q12Z
- NSC 110382
- NSC-110382
- (R)-stylopine
- Stylopine (VAN)
- (+)-Stylopine
- (+-)-Stylopine
- STYLOPINE [MI]
- (+-)-Tetrahydrocoptisine
- 2,3:9,10-BIS(METHYLENEDIOXY)-(-)-TETRAHYDROBERBERINE
- SCHEMBL14703887
- 13a-alpha-BERBINE, 2,3:9,10-BIS(METHYLENEDIOXY)-
- 4H-Bis(1,3)benzodioxolo(5,6-a:4',5'-g)quinolizine, 6,7,12b,13-tetrahydro-, (S)-
- 4H-BIS(1,3)BENZODIOXOLO(5,6-A:4',5'-G)QUINOLIZINE, 6,7,12B,13-TETRAHYDRO-, (12BS)-
- AKOS000277993
- AKOS016023688
- FS-7018
- NSC 404529
- NS00094094
- Berbine, 2,3:9,10-bis(methylenedioxy)-, (+-)-
- Q27280991
- 13A.ALPHA.-BERBINE, 2,3:9,10-BIS(METHYLENEDIOXY)-
- 4H-Bis(1,3)benzodioxolo(5,6-a:4',5'-g)quinolizine, 6,7,12b,13-tetrahydro-
- 4H-Bis(1,3)benzodioxolo(5,6-a:4',5'-g)quinolizine, 6,7,12b,13-tetrahydro-, (+-)-
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
323.3 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
3
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
0
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
5
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
0
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
323.11575802 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
323.11575802 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
40.2 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
24
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
502
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Parent, Connectivity Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Stylopine (annotation moved to)
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=UXYJCYXWJGAKQY-OAHLLOKOSA-N
The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
S29 | PHYTOTOXINS | Toxic Plant Phytotoxin (TPPT) Database | DOI:10.5281/zenodo.2652993
- ChemIDplusTetrahydrocoptisinehttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0004312327ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linking
- Japan Chemical Substance Dictionary (Nikkaji)
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/l-Tetrahydrocoptisinehttps://www.wikidata.org/wiki/Q27280991LOTUS Treehttps://lotus.naturalproducts.net/
- Natural Product Activity and Species Source (NPASS)
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/(+)-StylopineNORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- SpectraBaseTETRAHYDROCOPTISINEhttps://spectrabase.com/spectrum/E0GrUbvZV1W
- The Cambridge Structural Database
- Wikidata(R)-stylopinehttps://www.wikidata.org/wiki/Q27280991
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.html
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 394386444https://pubchem.ncbi.nlm.nih.gov/substance/394386444
CONTENTS