Ganaxolone (CED0008721)

Record Information

Version

1.0

Creation Date

2016-05-22 05:46:58 UTC

Update Date

2026-08-21 23:10:00 UTC

SynCED ID

CED0008721

Secondary Accession Numbers

CHEM019045

Identification

Common Name

Ganaxolone

Class

Small Molecule

Description

Ganaxolone is an organic compound with the chemical formula C22H36O2 and an average molecular weight of 332.53 g/mol. Ganaxolone belongs to the pregnane steroids, a subclass of steroids and steroid derivatives within the organic compounds. This compound is found in or released from one recorded source: healthcare, pharmaceuticals & veterinary products, specifically as an antiepileptic. The recorded route of exposure for this substance is oral. Ganaxolone interacts with 16 recorded protein targets, acting as a positive allosteric modulator of Gamma-aminobutyric acid receptor subunit pi (GABRP), Gamma-aminobutyric acid receptor subunit delta (GABRD), Gamma-aminobutyric acid receptor subunit alpha-1 (GABRA1), and Gamma-aminobutyric acid receptor subunit beta-1 (GABRB1), as well as 12 other proteins.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
CCD-1042Ganaxolone	ChEMBL
Ganaxolone	MeSH
3alpha-Hydroxy-3beta-methyl-5alpha-pregnan-20-one	MeSH

Chemical Formula

C₂₂H₃₆O₂

Average Molecular Mass

332.528 g/mol

Monoisotopic Mass

332.272 g/mol

CAS Registry Number

38398-32-2

IUPAC Name

1-[(1S,2S,5R,7S,10R,11S,14S,15S)-5-hydroxy-2,5,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethan-1-one

Traditional Name

ganaxolone

SMILES

[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@](C)(O)CC[C@]12C

InChI Identifier

InChI=1S/C22H36O2/c1-14(23)17-7-8-18-16-6-5-15-13-20(2,24)11-12-21(15,3)19(16)9-10-22(17,18)4/h15-19,24H,5-13H2,1-4H3/t15-,16-,17+,18-,19-,20+,21-,22+/m0/s1

InChI Key

PGTVWKLGGCQMBR-FLBATMFCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Gluco/mineralocorticoids, progestogins and derivatives

Alternative Parents

Substituents

Progestogin-skeleton
20-oxosteroid
3-hydroxysteroid
Hydroxysteroid
3-alpha-hydroxysteroid
Oxosteroid
Cyclic alcohol
Tertiary alcohol
Ketone
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.00071 g/L	ALOGPS
logP	4.37	ALOGPS
logP	4.27	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	19.1	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	97.54 m³·mol⁻¹	ChemAxon
Polarizability	40.68 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0159-0029000000-75f4f9ac7c16a6e324b1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-015a-0295000000-ca01ade01404c18cbdfc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00mo-2490000000-d949e4780c31ba2deb38	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0009000000-41e839e724d5aec4ad06	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0019000000-f85379709abe028fa089	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00y0-1095000000-be72f192b9a54a6397c2	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2481.0 Log mg/kg [1400:4400]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference
seizure	Not Available	Not Available	Not Available	PMC10801763
brain disorder	Not Available	Not Available	Not Available	PMC10801763

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000371	Antiepileptics?Antiepileptics are a class of synthetic drugs used primarily to manage seizure disorders.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000561	Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.	Household cleaning & consumer products	PubChem
CEDs000563	Soap Detergents?Soap detergents are synthetic surfactants designed to enhance the cleaning efficacy of water by reducing surface tension, allowing for better interaction with dirt and grease.	Household cleaning & consumer products	PubChem
CEDs000610	Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.	Personal care & cosmetics	PubChem
CEDs000678	Nitrogenous Fertilisers?Nitrogenous fertilizers are synthetic chemical compounds primarily used to enhance plant growth by supplying essential nitrogen, a crucial nutrient for photosynthesis and protein synthesis.	Agriculture & land management	PubChem
CEDs000679	Phosphatic Fertilisers?Phosphatic fertilizers are synthetic chemical products primarily composed of phosphorus, which is essential for plant growth.	Agriculture & land management	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem

Pathways

2 pathwaysPathway Source: PathBank

Ganaxolone Action Pathway

Ganaxolone Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	Prediction Confidence Score 0.303 Applicability Domain 0.463 Statistical Significance 0.0126 Supporting Reference Compounds 201 E-value 97.9343
Click to view 3D structure	Progesterone receptor	P06401	Humans	Predicted (SEA)	Prediction Confidence Score 0.298 Applicability Domain 0.463 Statistical Significance 0.0064 Supporting Reference Compounds 119 E-value 50.2127
Click to view 3D structure	Solute carrier family 22 member 3	O88446	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.292 Applicability Domain 0.367 Statistical Significance 6.90e-04 Supporting Reference Compounds 3 E-value 5.3716
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	Prediction Confidence Score 0.291 Applicability Domain 0.463 Statistical Significance 0.1674 Supporting Reference Compounds 1245 E-value 1303.35
Click to view 3D structure	Sex hormone-binding globulin	P08689	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.291 Applicability Domain 0.404 Statistical Significance 2.30e-04 Supporting Reference Compounds 2 E-value 1.79053
Click to view 3D structure	Aromatase	P11511	Humans	Predicted (SEA)	Prediction Confidence Score 0.29 Applicability Domain 0.404 Statistical Significance 0.0107 Supporting Reference Compounds 127 E-value 83.4544
Click to view 3D structure	3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 1	P14060	Humans	Predicted (SEA)	Prediction Confidence Score 0.285 Applicability Domain 0.304 Statistical Significance 4.50e-04 Supporting Reference Compounds 3 E-value 3.50322
Click to view 3D structure	Glucose-6-phosphate 1-dehydrogenase	Q9GRG7	Trypanosoma brucei	Predicted (SEA)	Prediction Confidence Score 0.282 Applicability Domain 0.37 Statistical Significance 0.0012 Supporting Reference Compounds 2 E-value 9.73115
Click to view 3D structure	Cytochrome P450 7B1	O75881	Humans	Predicted (SEA)	Prediction Confidence Score 0.282 Applicability Domain 0.282 Low confidence Statistical Significance 2.30e-04 Supporting Reference Compounds 1 E-value 1.79053
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 1	P24008	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.277 Applicability Domain 0.359 Statistical Significance 3.20e-04 Supporting Reference Compounds 9 E-value 2.49118
Click to view 3D structure	Gamma-aminobutyric acid type B receptor subunit 1	Q9Z0U4	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.579 Applicability Domain 0.579 Statistical Significance 1.50e-04 Supporting Reference Compounds 1 E-value 1.16774
Click to view 3D structure	G-protein coupled bile acid receptor 1	Q8TDU6	Humans	Predicted (SEA)	Prediction Confidence Score 0.454 Applicability Domain 0.617 Statistical Significance 0.0014 Supporting Reference Compounds 54 E-value 10.821
Click to view 3D structure	Aldo-keto reductase family 1 member B10	O60218	Humans	Predicted (SEA)	Prediction Confidence Score 0.441 Applicability Domain 0.659 Statistical Significance 4.90e-04 Supporting Reference Compounds 49 E-value 3.81461
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	Prediction Confidence Score 0.418 Applicability Domain 0.463 Statistical Significance 8.60e-04 Supporting Reference Compounds 33 E-value 6.69503
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	Prediction Confidence Score 0.409 Applicability Domain 0.463 Statistical Significance 7.70e-04 Supporting Reference Compounds 21 E-value 5.99439
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.383 Applicability Domain 0.463 Statistical Significance 0.0017 Supporting Reference Compounds 73 E-value 12.923
Click to view 3D structure	Androgen receptor	P19091	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.356 Applicability Domain 0.463 Statistical Significance 5.20e-04 Supporting Reference Compounds 19 E-value 4.04816
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	Prediction Confidence Score 0.349 Applicability Domain 0.463 Statistical Significance 0.0025 Supporting Reference Compounds 74 E-value 19.1509
Click to view 3D structure	Glucose-6-phosphate 1-dehydrogenase	P11413	Humans	Predicted (SEA)	Prediction Confidence Score 0.349 Applicability Domain 0.659 Statistical Significance 4.00e-05 Supporting Reference Compounds 11 E-value 0.311397
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 2	P31213	Humans	Predicted (SEA)	Prediction Confidence Score 0.345 Applicability Domain 0.359 Statistical Significance 6.20e-04 Supporting Reference Compounds 19 E-value 4.82665
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 1	P18405	Humans	Predicted (SEA)	Prediction Confidence Score 0.344 Applicability Domain 0.359 Statistical Significance 4.90e-04 Supporting Reference Compounds 14 E-value 3.81461
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.338 Applicability Domain 0.463 Statistical Significance 0.0014 Supporting Reference Compounds 40 E-value 11.2103
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.463 Statistical Significance 0.0052 Supporting Reference Compounds 146 E-value 40.8708
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	Prediction Confidence Score 0.331 Applicability Domain 0.463 Statistical Significance 0.0046 Supporting Reference Compounds 154 E-value 35.8885
Click to view 3D structure	Cycloartenol-C-24-methyltransferase	Q9LM02	Arabidopsis thaliana	Predicted (SEA)	Prediction Confidence Score 0.313 Applicability Domain 0.313 Statistical Significance 1.30e-04 Supporting Reference Compounds 1 E-value 1.01204