Drospirenone (CED0005694)

Record Information

Version

1.0

Creation Date

2016-05-22 05:45:33 UTC

Update Date

2026-05-14 17:00:04 UTC

Accession Number

CHEM019014

Identification

Common Name

Drospirenone

Class

Small Molecule

Description

Drospirenone is an organic compound with the chemical formula C24H30O3 and an average molecular weight of 366.49 g/mol. Drospirenone belongs to the steroid lactones, a subclass of steroids and steroid derivatives within the organic compounds. This substance is categorized under the superclass of lipids and lipid-like molecules. The compound is found in or released from five recorded sources. These include healthcare, pharmaceuticals, and veterinary products, specifically progestogens and estrogens in combination and hormonal contraceptives for systemic use. It is also associated with indoor air in the category of air, dust, and atmospheric transport, as well as antennas within electrical and electronic equipment. Additionally, it is found in non-electric simulated smoking devices among household cleaning and consumer products. Recorded routes of exposure include oral and inhalation. Drospirenone interacts with four recorded protein targets. It functions as an agonist, antagonist, or binder of the progesterone receptor (PGR), the mineralocorticoid receptor (NR3C2), the androgen receptor (AR), and the glucocorticoid receptor (NR3C1).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,2-Dihydrospirorenone	ChEBI
6beta,7Beta;15beta,16beta-dimethylene-3-oxo-17alpha-pregn-4-ene-21,17-carbolactone	ChEBI
Dehydrospirorenone	ChEBI
Drospirenona	ChEBI
Drospirenonum	ChEBI
Slynd	Kegg
6b,7Beta;15b,16b-dimethylene-3-oxo-17a-pregn-4-ene-21,17-carbolactone	Generator
6Β,7beta;15β,16β-dimethylene-3-oxo-17α-pregn-4-ene-21,17-carbolactone	Generator
6Β,7β,15β,16β-dimethylene-3-oxo-17α-pregn-4-ene-21,17 carbolactone	HMDB
DRSP	HMDB
1,2-Dihydro-spirorenone	HMDB
Dihydrospirorenone	HMDB
6beta,7beta,15beta,16beta-Dimethylen-3-oxo-17alpha-pregn-4-en-21,17-carbolacton	HMDB

Chemical Formula

C₂₄H₃₀O₃

Average Molecular Mass

366.493 g/mol

Monoisotopic Mass

366.219 g/mol

CAS Registry Number

67392-87-4

IUPAC Name

(1R,2R,4R,10R,11S,14S,15S,16S,18S,19S)-10,14-dimethylspiro[hexacyclo[9.8.0.0²,⁴.0⁵,¹⁰.0¹⁴,¹⁹.0¹⁶,¹⁸]nonadecane-15,2'-oxolan]-5-ene-5',7-dione

Traditional Name

yasmin

SMILES

[H][C@@]12C[C@]1([H])[C@@]1([H])[C@]3([H])[C@]4([H])C[C@]4([H])[C@@]4(CCC(=O)O4)[C@@]3(C)CC[C@]1([H])[C@@]1(C)CCC(=O)C=C21

InChI Identifier

InChI=1S/C24H30O3/c1-22-6-3-12(25)9-17(22)13-10-14(13)20-16(22)4-7-23(2)21(20)15-11-18(15)24(23)8-5-19(26)27-24/h9,13-16,18,20-21H,3-8,10-11H2,1-2H3/t13-,14+,15-,16+,18+,20-,21+,22-,23+,24+/m1/s1

InChI Key

METQSPRSQINEEU-HXCATZOESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as spironolactones and derivatives. These are steroid lactones with a structure based on the spironolactone skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Spironolactones and derivatives

Alternative Parents

Substituents

Spironolactone
Cyclohexenone
Gamma butyrolactone
Tetrahydrofuran
Cyclic ketone
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Carbonyl group
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:50838 )
3-oxo Delta(4)-steroid (CHEBI:50838 )
steroid lactone (CHEBI:50838 )

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	0.0022 g/L	ALOGPS
logP	2.36	ALOGPS
logP	3.37	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	101.68 m³·mol⁻¹	ChemAxon
Polarizability	41.81 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0w9c-0169000000-37155c35a2dfebdf3836	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-055f-0900000000-772901ee1c9dba98a43f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0009000000-300e8223fa42b1134cab	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0009000000-53df13fe7fdac4782410	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00r2-0941000000-98ac83e1ebad8a375bf2	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-055f-0900000000-da66174427c7e2f2c7ac	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0532-0910000000-364eccbcf5d287156d5d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0532-0910000000-da3aa3811e9eaf4b9c18	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00r2-0941000000-7a161e31078b8238f558	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0019000000-1287f5a96f64146a88cf	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-066v-0059000000-42514644851cc67da776	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0cdi-2490000000-ad1a0e6e02a199b65609	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0009000000-a9189466642bfd0f55d5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01b9-0009000000-bf5682f6dc8a5a63079b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00kf-7059000000-fc557f2b38e64b366f1c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0009000000-fdfa94d563b812aaf622	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0329000000-e846c7e35c919773fa04	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000l-0942000000-43df2f2243fbd4d876e6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0009000000-174ae70c06846ef08cd2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0009000000-bfcf28dede045890094d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0296-1039000000-7d134b564b09ff7dfdb9	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
748.0	Log mg/kg	[420:1300]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
19	Indoor air	Air, dust & atmospheric transport	Not Available
317	Hormonal contraceptives for systemic use	Healthcare, pharmaceuticals & veterinary products	Not Available
322	Progestogens and estrogens in combination	Healthcare, pharmaceuticals & veterinary products	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
652	Ropes	Textiles, leather & furnishings	Not Available

Pathways

2 pathways

Drospirenone Action Pathway

Drospirenone Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	25.301
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	17.1268
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	8.95266
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	17.9832
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	33.2416
Click to view 3D structure	Progesterone receptor	P06401	Humans	Predicted (SEA)	26.0016
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	13.7015
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	56.285
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	15.7255
Click to view 3D structure	Androgen receptor	P19091	Mus musculus	Predicted (SEA)	13.5458
Click to view 3D structure	Aromatase	P11511	Humans	Predicted (SEA)	87.4247
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	194.779
Click to view 3D structure	Steroid 17-alpha-hydroxylase/17,20 lyase	P05093	Humans	Predicted (SEA)	33.9423
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 1	P18405	Humans	Predicted (SEA)	10.4318
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 2	P31213	Humans	Predicted (SEA)	13.8572
Click to view 3D structure	3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase	P9WQP7	Mycobacterium tuberculosis	Predicted (SEA)	12.7673
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	2314.46
Click to view 3D structure	Bile salt export pump	O95342	Humans	Predicted (SEA)	161.07
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	3643.89
Click to view 3D structure	Solute carrier family 22 member 3	O88446	Rattus norvegicus	Predicted (SEA)	13.4679
Click to view 3D structure	Glucocorticoid receptor	P06536	Rattus norvegicus	Predicted (SEA)	15.1806
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	4487.85
Click to view 3D structure	Solute carrier organic anion transporter family member 1A1	P46720	Rattus norvegicus	Predicted (SEA)	14.5578
Click to view 3D structure	Glucocorticoid receptor	P06537	Mus musculus	Predicted (SEA)	8.09632
Click to view 3D structure	3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 1	P14060	Humans	Predicted (SEA)	8.64126