NAV

ginkgolide-C

Identification

Generic Name
ginkgolide-C
DrugBank Accession Number
DB06745
Background

Not Available

Type
Small Molecule
Groups
Nutraceutical
Structure
3D
Similar Structures
Weight
Average: 440.398
Monoisotopic: 440.13186161
Chemical Formula
C20H24O11
Synonyms
Not Available
External IDs
  • BN-52022
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Pharmacology

Indication

Not Available

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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
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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
PubChem Compound
9867869
PubChem Substance
99443281
ChemSpider
26330340
ZINC
ZINC000028536264

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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
PropertyValueSource
Water Solubility8.99 mg/mLALOGPS
logP0.24ALOGPS
logP-1.6Chemaxon
logS-1.7ALOGPS
pKa (Strongest Acidic)11.7Chemaxon
pKa (Strongest Basic)-3.3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area169.05 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity92.67 m3·mol-1Chemaxon
Polarizability39.81 Å3Chemaxon
Number of Rings6Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8863
Blood Brain Barrier+0.7441
Caco-2 permeable-0.6707
P-glycoprotein substrateNon-substrate0.5357
P-glycoprotein inhibitor INon-inhibitor0.7207
P-glycoprotein inhibitor IINon-inhibitor0.8229
Renal organic cation transporterNon-inhibitor0.9535
CYP450 2C9 substrateNon-substrate0.828
CYP450 2D6 substrateNon-substrate0.8716
CYP450 3A4 substrateNon-substrate0.5171
CYP450 1A2 substrateNon-inhibitor0.9189
CYP450 2C9 inhibitorNon-inhibitor0.9179
CYP450 2D6 inhibitorNon-inhibitor0.9525
CYP450 2C19 inhibitorNon-inhibitor0.9594
CYP450 3A4 inhibitorNon-inhibitor0.9307
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9607
Ames testNon AMES toxic0.7985
CarcinogenicityNon-carcinogens0.8852
BiodegradationNot ready biodegradable0.9732
Rat acute toxicity2.0556 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9955
hERG inhibition (predictor II)Non-inhibitor0.965
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0000900000-6e38cec0cdf96b574a7a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0004900000-dd62c16d209fafd9ac45
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0019-0005900000-f0e909a6ff3c45aadce9
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-06rb-0103900000-195d6c096d2259f1c400
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00kg-2049100000-bd0eb2f212d1816994c9
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-02fy-1901000000-18c5ca8aa3216fc75f56
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-199.0582855
predicted
DarkChem Lite v0.1.0
[M-H]-176.61023
predicted
DeepCCS 1.0 (2019)
[M+H]+199.7292855
predicted
DarkChem Lite v0.1.0
[M+H]+178.50563
predicted
DeepCCS 1.0 (2019)
[M+Na]+198.8992855
predicted
DarkChem Lite v0.1.0
[M+Na]+184.5225
predicted
DeepCCS 1.0 (2019)

Drug created at September 06, 2010 19:46 / Updated at June 12, 2020 16:52