Identification
- Generic Name
- ginkgolide-C
- DrugBank Accession Number
- DB06745
- Background
Not Available
- Type
- Small Molecule
- Groups
- Nutraceutical
- Structure
Structure for ginkgolide-C (DB06745)
- Weight
- Average: 440.398
Monoisotopic: 440.13186161 - Chemical Formula
- C20H24O11
- Synonyms
- Not Available
- External IDs
- BN-52022
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates.Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- 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.
- Kingdom
- Organic compounds
- Super Class
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- Sub Class
- Terpene 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 show 5 more
- Substituents
- Acetal / Alcohol / Aliphatic heteropolycyclic compound / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Cyclic alcohol / Diterpenoid / Furofuran / Gamma butyrolactone show 13 more
- Molecular Framework
- Aliphatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 32ZQ957R4A
- CAS number
- 15291-76-6
- InChI Key
- AMOGMTLMADGEOQ-DTDWCABLSA-N
- InChI
- InChI=1S/C20H24O11/c1-5-12(24)28-11-8(22)18-10-6(21)7(16(2,3)4)17(18)9(23)13(25)30-15(17)31-20(18,14(26)29-10)19(5,11)27/h5-11,15,21-23,27H,1-4H3/t5-,6-,7+,8+,9+,10-,11+,15+,17+,18-,19-,20-/m1/s1
- IUPAC Name
- (1R,3R,6R,7S,8S,9R,10S,11R,12R,13S,16S,17R)-8-tert-butyl-6,9,12,17-tetrahydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0^{1,11}.0^{3,7}.0^{7,11}.0^{13,17}]nonadecane-5,15,18-trione
- SMILES
- C[C@@H]1C(=O)O[C@H]2[C@H](O)[C@]34[C@@H]5OC(=O)[C@]3(O[C@@H]3OC(=O)[C@H](O)[C@]43[C@@H]([C@H]5O)C(C)(C)C)[C@@]12O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 9867869
- PubChem Substance
- 99443281
- ChemSpider
- 26330340
- ZINC
- ZINC000028536264
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 8.99 mg/mL ALOGPS logP 0.24 ALOGPS logP -1.6 Chemaxon logS -1.7 ALOGPS pKa (Strongest Acidic) 11.7 Chemaxon pKa (Strongest Basic) -3.3 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 169.05 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 92.67 m3·mol-1 Chemaxon Polarizability 39.81 Å3 Chemaxon Number of Rings 6 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.8863 Blood Brain Barrier + 0.7441 Caco-2 permeable - 0.6707 P-glycoprotein substrate Non-substrate 0.5357 P-glycoprotein inhibitor I Non-inhibitor 0.7207 P-glycoprotein inhibitor II Non-inhibitor 0.8229 Renal organic cation transporter Non-inhibitor 0.9535 CYP450 2C9 substrate Non-substrate 0.828 CYP450 2D6 substrate Non-substrate 0.8716 CYP450 3A4 substrate Non-substrate 0.5171 CYP450 1A2 substrate Non-inhibitor 0.9189 CYP450 2C9 inhibitor Non-inhibitor 0.9179 CYP450 2D6 inhibitor Non-inhibitor 0.9525 CYP450 2C19 inhibitor Non-inhibitor 0.9594 CYP450 3A4 inhibitor Non-inhibitor 0.9307 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9607 Ames test Non AMES toxic 0.7985 Carcinogenicity Non-carcinogens 0.8852 Biodegradation Not ready biodegradable 0.9732 Rat acute toxicity 2.0556 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9955 hERG inhibition (predictor II) Non-inhibitor 0.965
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Drug created at September 06, 2010 19:46 / Updated at June 12, 2020 16:52