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SML3084

Sigma-Aldrich

Clascoterone

≥98% (HPLC)

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Synonym(s):
21-Hydroxy-17-(1-oxopropoxy)pregn-4-ene-3,20-dione, C17P, CB-03-01, Cortexolone 17α-propionate
Empirical Formula (Hill Notation):
C24H34O5
CAS Number:
19608-29-8
Molecular Weight:
402.52
MDL number:
MFCD18384978
UNSPSC Code:
51111800
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

CCC(O[C@]1(C(CO)=O)CC[C@@]2([H])[C@]3([H])CCC4=CC(CC[C@]4(C)[C@@]3([H])CC[C@]12C)=O)=O

InChI

1S/C24H34O5/c1-4-21(28)29-24(20(27)14-25)12-9-19-17-6-5-15-13-16(26)7-10-22(15,2)18(17)8-11-23(19,24)3/h13,17-19,25H,4-12,14H2,1-3H3/t17-,18+,19+,22+,23+,24+/m1/s1

InChI key

GPNHMOZDMYNCPO-PDUMRIMRSA-N

Biochem/physiol Actions

Clascoterone is a high-affinity androgen receptor (AR) antagonist (antiandrogen) that antagonizes testosterone-stimulated transcription activity (in reporter cells) as well as DHT-induced production of lipids and inflammatory cytokines (in human sebocytes) in cultures. When applied topically, clascoterone is as active as cyproterone acetate, and 2-, 3-, and 4-times, respectively, more active than finasteride, flutamide, and progesterone in vivo (local antiandrogenic activity in hamster′s flank organ; 100-400 μg/50 μL acetone/animal).

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Caridad Rosette et al.
Journal of drugs in dermatology : JDD, 18(2), 197-201 (2019-02-28)
Cortexolone 17α-propionate (clascoterone) is a novel androgen antagonist that is currently being analyzed in a large phase 2 clinical trial for the topical treatment of androgenetic alopecia (AGA). While the pathogenesis of AGA is still debated, the consensus is that
Caridad Rosette et al.
Journal of drugs in dermatology : JDD, 18(5), 412-418 (2019-05-31)
Cortexolone 17α-propionate (clascoterone) is a novel topical androgen antagonist that is being analyzed for its ability to treat acne. The pathogenesis of acne is attributed to multiple factors, including altered sebum production, inflammatory processes, dysregulation of the hormone microenvironment, and
Cortexolone 17α-propionate for hidradenitis suppurativa.
Samuel Antranig Der Sarkissian et al.
Dermatologic therapy, 33(6), e14142-e14142 (2020-08-08)
Patrizia Ferraboschi et al.
Steroids, 128, 95-104 (2017-09-20)
Cortexolone-17α-propionate (CP) is a topically active antiandrogen useful in the treatment of skin disorders. In the solid state, three anhydrous forms of this drug (CPI, CPII and CPIII) occur, together with one hydrated crystal (CPW). The single crystal structure of

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