Ginkgolide B - Moligand™, 10mM in DMSO , Channel blocker of 5-HT 3A;Channel blocker of 5-HT 3AB;Channel blocker of glycine receptor α1 subunit;Channel blocker of glycine receptor α2 subunit;Channel blocker of glycine receptor α3 subunit;Channel blocker of, Channel blocker of 5-HT 3A;Channel blocker of 5-HT 3AB;Channel blocker of glycine receptor α1 subunit;Channel blocker of glycine receptor α2 subunit;Channel blocker of glycine receptor α3 subunit;Channel blocker of glycine receptor β subunit;Antagonist of

CAS: 15291-77-7 Cat. No.: G421813 Summenformel: C₂₀H₂₄O₁₀ Molekulargewicht: 424.4 EG-Nummer: 604-876-0

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

Ginkgolide B|15291-77-7|Ginkolide B|Gingko lactone|BN 52021|SR-01000597598|bn52021|Ginklide B|7-Deoxyginkgolide C|C20H24O10|CHEMBL266625|SCHEMBL14279903|1-Hydroxy-(1beta)-Ginkgolide A|BCP25992|NSC110257|PDSP1_000734|PDSP2_000724|AKOS015895882|NSC-110257|t

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Übersicht

Ginkgo (Ginkgo biloba) Plant Profile: bioactives, mechanism of action, references

Specifications

Synonyme

Ginkgolide B | 15291-77-7 | Ginkolide B | Gingko lactone | BN 52021 | SR-01000597598 | bn52021 | Ginklide B | 7-Deoxyginkgolide C | C20H24O10 | CHEMBL266625 | SCHEMBL14279903 | 1-Hydroxy-(1beta)-Ginkgolide A | BCP25992 | NSC110257 | PDSP1_000734 | PDSP2_000724 | AKOS015895882 | NSC-110257 | t

Spezifikationen & Reinheit

Moligand™, 10mM in DMSO

Biochemische und physiologische Mechanismen

Primary constituent of Ginkgo biloba. Potential anticancer agent and neuroprotective.Platelet -activating factor (PAF) antagonist (K i = 1.3 μM). A biologically active terpenic lactone. Anti-inflammatory and neuroprotective effects in vivo. Inhibits ather

Storage

Store at -80°C

Verschickt in

Dry ice packs + Cold packs

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Note

Moligand™

Aktionsart

ANTAGONIST, CHANNEL BLOCKER

Mechanismus der Wirkung

Channel blocker of 5-HT 3A;Channel blocker of 5-HT 3AB;Channel blocker of glycine receptor α1 subunit;Channel blocker of glycine receptor α2 subunit;Channel blocker of glycine receptor α3 subunit;Channel blocker of glycine receptor β subunit;Antagonist of

Namen und Kennungen

Pubchem Sid

528776191

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/528776191

Kanonisches Lächeln

CC1C(=O)OC2C1(C34C(=O)OC5C3(C2O)C6(C(C5)C(C)(C)C)C(C(=O)OC6O4)O)O

IUPAC Name

8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione

InChIKey

SQOJOAFXDQDRGF-UHFFFAOYSA-N

INCHI

1S/C20H24O10/c1-6-12(23)28-11-9(21)18-8-5-7(16(2,3)4)17(18)10(22)13(24)29-15(17)30-20(18,14(25)27-8)19(6,11)26/h6-11,15,21-22,26H,5H2,1-4H3

Isomere SMILES

CC1C(=O)OC2C1(C34C(=O)OC5C3(C2O)C6(C(C5)C(C)(C)C)C(C(=O)OC6O4)O)O

WGK Deutschland

3

Molekulargewicht

424.4

Reaxy-Rn

9157688

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9157688&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Klasse Prenol lipids
      • Subclass Terpene lactones
        • Ebene5 Diterpene lactones
          • Ebene6 Ginkgolides and bilobalides

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Klasse: Prenol lipids
• Subclass: Terpene lactones
• Intermediate Tree Nodes: Diterpene lactones
• Direct Parent: Ginkgolides and bilobalides
• Alternative Parents: Diterpenoids Tricarboxylic acids and derivatives Furofurans Gamma butyrolactones Tetrahydrofurans Tertiary alcohols Secondary alcohols Cyclic alcohols and derivatives Carboxylic acid esters Polyols Oxacyclic compounds Acetals Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Ginkgolide-skeleton - Diterpenoid - Tricarboxylic acid or derivatives - Furofuran - Gamma butyrolactone - Cyclic alcohol - Tetrahydrofuran - Tertiary alcohol - Carboxylic acid ester - Lactone - Secondary alcohol - Organoheterocyclic compound - Oxacycle - Acetal - Carboxylic acid derivative - Polyol - Alcohol - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Carbonyl group - Organooxygen compound - Aliphatic heteropolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as ginkgolides and bilobalides. These are diterpene lactones with a structure based either on the gingkolide or the bilobalide skeleton. The ginkgolide skeleton is a very rigid structure consisting of hexacyclic C20 trilactone. The cis-fused F/A/D/C ring junction forms an empty semi-ball hole, the D ring contains a cage form tetrahydrofuran ring which occupies the center of the empty hole, and the oxygen atoms of the D,C and F ring and 10-hydroxyl group consist of an analogous crown ether structure.
• 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

Zugehörige Ziele (menschlich)

GLRA2 Tchem Glycine receptor subunit alpha-2 (0 Activities)

Discover Target: GLRA2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HTR3B Tchem 5-hydroxytryptamine receptor 3B (0 Activities)

Discover Target: HTR3B

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HTR3A Tclin 5-hydroxytryptamine receptor 3A (1 Activities)

Discover Target: HTR3A

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GLRA1 Tclin Glycine receptor subunit alpha-1 (0 Activities)

Discover Target: GLRA1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GLRA3 Tchem Glycine receptor subunit alpha-3 (1 Activities)

Discover Target: GLRA3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GLRB Tclin Glycine receptor subunit beta (1 Activities)

Discover Target: GLRB

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PTAFR Tchem Platelet-activating factor receptor (0 Activities)

Discover Target: PTAFR

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

Discover Target: CYP2D6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

Discover Target: CYP1A2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

Discover Target: CYP2C9

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

Discover Target: CYP2C19

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)

Discover Target: HSD17B10

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Molekulargewicht: 424.400 g/mol
• XLogP3: -0.400
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 1
• Exact Mass: 424.137 Da
• Monoisotopic Mass: 424.137 Da
• Topological Polar Surface Area: 149.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 925.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 11
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1