Ginkgolide A from Ginkgo biloba leaves - Moligand™, analytical standard, ≥98% , Antagonist of PAF receptor, CAS No.15291-75-5, Antagonist of PAF receptor

CAS: 15291-75-5 Cat. No.: G109811 Molecular Weight: 408.4 EC Number: 604-873-4
AVAILABLE TO ORDER
GRADE & PURITY Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
Synonyms
8-Tert-butyl-6,17-dihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione | (1S,3R,6R,7S,8S,10R,11S,13S,16S,17R)-8-Tert-butyl-6,17-dihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,1
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
10mg
G109811-10mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$61.90
20mg
G109811-20mg
2

$73.90

$111.90
Save $38.00 (33.96%)
50mg
G109811-50mg
1

$149.90

$190.90
Save $41.00 (21.48%)
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Why this grade

Moligand™, analytical standard, ≥98% Analytical standard,Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -20°C Ships Ice chest + Ice pads 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 4 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Constituent of Ginkgo biloba extracts. Antioxidant.

Specifications

Synonyms
8-Tert-butyl-6, 17-dihydroxy-16-methyl-2, 4, 14, 19-tetraoxahexacyclo[8.7.2.01, 11.03, 7.07, 11.013, 17]nonadecane-5, 15, 18-trione | (1S, 3R, 6R, 7S, 8S, 10R, 11S, 13S, 16S, 17R)-8-Tert-butyl-6, 17-dihydroxy-16-methyl-2, 4, 14, 19-tetraoxahexacyclo[8.7.2.01, 11.03, 7.07, 11.013, 1
Specifications & Purity
Moligand™, analytical standard, ≥98%
Biochemical and Physiological Mechanisms
Highly active platelet -activating factor (PAF) antagonist. Biologically active terpinoid. Anti-inflammatory effects in vivo.
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Analytical standard, Moligand™
Action Type
ANTAGONIST
Mechanism of action
Antagonist of PAF receptor
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.
Purity
≥98%
Names and Identifiers
Canonical SmilesCC1C(=O)OC2C1(C34C(=O)OC5C3(C2)C6(C(C5)C(C)(C)C)C(C(=O)OC6O4)O)O
IUPAC Name8-tert-butyl-6,17-dihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione
InChIKeyFPUXKXIZEIDQKW-UHFFFAOYSA-N
INCHI1S/C20H24O9/c1-7-12(22)26-10-6-17-9-5-8(16(2,3)4)18(17)11(21)13(23)28-15(18)29-20(17,14(24)27-9)19(7,10)25/h7-11,15,21,25H,5-6H2,1-4H3
Isomeric SMILES CC1C(=O)OC2C1(C34C(=O)OC5C3(C2)C6(C(C5)C(C)(C)C)C(C(=O)OC6O4)O)O
WGK Germany 3
Molecular Weight 408.4
Reaxy-Rn 9155792
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9155792&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
SuperclassLipids and lipid-like molecules
ClassPrenol lipids
SubclassTerpene lactones
Intermediate Tree Nodes Diterpene lactones
Direct ParentGinkgolides and bilobalides
Alternative Parents Diterpenoids  Tricarboxylic acids and derivatives  Furofurans  Gamma butyrolactones  Tetrahydrofurans  Tertiary alcohols  Secondary alcohols  Cyclic alcohols and derivatives  Carboxylic acid esters  Oxacyclic compounds  Acetals  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAliphatic 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 - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Carbonyl group - Alcohol - Organooxygen compound - Aliphatic heteropolycyclic compound
DescriptionThis 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
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
GLRA2 Tchem Glycine receptor subunit alpha-2 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
GLRA1 Tclin Glycine receptor subunit alpha-1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PTAFR Tchem Platelet-activating factor receptor (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
Mechanisms of Action
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.

3 results found

Lot NumberCertificate TypeDateItem
K2105554Certificate of AnalysisJul 31, 2023 G109811
K2105555Certificate of AnalysisJul 31, 2023 G109811
K2105556Certificate of AnalysisJul 31, 2023 G109811
Chemical and Physical Properties
Molecular Weight408.400 g/mol
XLogP30.600
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count1
Exact Mass408.142 Da
Monoisotopic Mass408.142 Da
Topological Polar Surface Area129.000 Ų
Heavy Atom Count29
Formal Charge0
Complexity893.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count10
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
References
1. Meng Wang, Xiangling Sun, Ying Wang, Xuan Deng, Jianing Miao, Donghe Zhao, Kunqi Sun, Minrui Li, Xiaoyi Wang, Wenlong Sun, Jie Qin.  (2022)  Construction of Selenium Nanoparticle-Loaded Mesoporous Silica Nanoparticles with Potential Antioxidant and Antitumor Activities as a Selenium Supplement.  ACS Omega,      [PMID:36530304] [10.1021/acsomega.2c04975]
2. Lingling Wang, Xiuhua Zhao, Fengjian Yang, Weiwei Wu, Yanjie Liu, Li Wang, Lu Wang, Zijian Wang.  (2019)  Enhanced bioaccessibility in vitro and bioavailability of Ginkgo biloba extract nanoparticles prepared by liquid anti-solvent precipitation.  INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY,  54  (6): (2266-2276).  [PMID:] [10.1111/ijfs.14141]
3. Lingling Wang, Xiuhua Zhao, Yuangang Zu, Weiwei Wu, Yuanyuan Li, Chang Zu, Yin Zhang.  (2016)  Enhanced dissolution rate and oral bioavailability of ginkgo biloba extract by preparing nanoparticles via emulsion solvent evaporation combined with freeze drying (ESE-FR).  RSC Advances,  (81): (77346-77357).  [PMID:] [10.1039/C6RA14771B]
4. Yuan Gang Zu, Lingling Wang, Xiuhua Zhao, Yuanyuan Li, Weiwei Wu, Chang Zu, Yannian Huang, Mingfang Wu, Ziqi Feng.  (2016)  Purification of Ginkgo biloba Extract by Antisolvent Recrystallization.  CHEMICAL ENGINEERING & TECHNOLOGY,  39  (7): (1301-1308).  [PMID:] [10.1002/ceat.201500691]
Solution Calculators
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