Ogen
Basic information
- CAS
7280-37-7- Standard SMILES
C1CNCCN1.C[C@]12CC[C@@H]3c4ccc(OS(=O)(=O)O)cc4CC[C@H]3[C@@H]1CCC2=O- InChIKey
HZEQBCVBILBTEP-ZFINNJDLSA-N- Molecular formula
- C22H32N2O5S
- Average molar mass
- 436.6 g/mol
- Monoisotopic mass
- 436.2031933
Overview
Estropipate can cause cancer and developmental toxicity according to state or federal government labeling requirements.
Names & identifiers
- Preferred name
- Ogen
- IUPAC
- [(8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate;piperazine
- English name
- Estropipate
- Molecular formula
- C18H22O5S.C4H10N2
- Molecular weight
- 436.57
Names & synonyms
Estropipate7280-37-7Piperazine estrone sulfateOgenSulestrexDTXSID3023005Sulestrex piperazineEstrone sulfate piperazine saltpiperazine estrone sulphateOGEN 5OGEN 2.5SVI38UY019
Show more names
harmogenPipestroneOESTROPIPATEEstropipate (500 mg)Estropipate USP/EP/BPEstropipate (1255500)Sulfate piperazine saltpiperazineestronesulfate
OGEN .625OGEN 1.25NSC-758912CHEBI:4873DTXCID303005RefChem:55152Estrone Hydrogen Sulfate compound with Piperazine(1:1)Piperazine, compound with 3-(Sulfooxy)estra-1,3,5(10)-trien-17-one(1:1)
Database identifiers
- CAS
7280-37-7- PubChem CID
- 5284555
- DTXSID
DTXSID3023005- ChEMBL
CHEMBL1200980- ChEBI
CHEBI:4873
Properties
Computed structural properties
- Topological polar surface area
- 113 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 2
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 650
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physicochemical properties
- Melting point
- 245 °C · 245 °C
- alpha
- 25 · D25 +87.8° (c = 1 in 0.4% NaOH)
- storage temp.
- 2 · 2-8°C
- solubility
- 24 mg/mL · DMSO: ≥24mg/mL
- pka
- 3.6 · pKa 3.6/9.7(acetonitrile,80% v/v) (Uncertain)
- form
- powder
- color
- white to tan
- optical activity
- 100 to · [α]/D 100 to 120°, c = 1 in DMSO
- Major Application
- pharmaceutical (small molecule)
- InChIKey
- HZEQBCVBILBTEP-ZFINNJDLSA-N
- SMILES
- C1CNCCN1.C[C@]23CC[C@H]4[C@@H](CCc5cc(OS(O)(=O)=O)ccc45)[C@@H]2CCC3=O
- CAS DataBase Reference
- 7280 · 7280-37-7(CAS DataBase Reference)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H302 (61.9%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P260, P263, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 63 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationHazard Traits - Carcinogenicity; Developmental Toxicity
Hazard Classes and CategoriesAcute Tox. 4 (61.9%)
Toxicology
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Estropipate
Ambiguous-DILI-concern
2
Adverse reactions
DOI:10.1016/j.drudis.2016.02.015
Safety data
- wgk
- 3
- rtecs
- KG7785000
- hs_code
- 2937230000
- risk_code
- 45-22
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- T
- safety_code
- 53-45
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationContraceptive agents that act on the ENDOCRINE SYSTEM.
Uses & manufacturing
UsesUse (kg) in USA (2002): 73
Applications
UsesEstrogen.
UsesEstropipate is used in post-menopausal women for hormonal replacement therapy, with benefits to improved cognition and prevention of osteoporosis.
General DescriptionAll the estrone 3-sulfate salts have the obvious pharmaceuticaladvantage of increased water solubility and better oralavailability. Acids convert the salts to the free 3-sulfate estersand cause some hydrolysis of the ester. This does not seem toaffect absorption adversely, but precipitation of the free sulfateesters in acidic pharmaceutical preparations should beavoided. The dibasic piperazine molecule acts as a buffer,giving it somewhat greater stability.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: Estropipate is a steroid sulfate and a piperazinium salt. It is functionally related to an estrone.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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