(8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one

C20H26O3

CAS5571-36-8
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
5571-36-8
EC Number
427-230-8
UN Number
3077
Index Number
606-131-00-5
PubChem CID
7076399

Physical-chemical properties

Molecular Formula
C20H26O3
Molar Mass
314.40 g/mol
IUPAC Name
(8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one

Chemical Identifiers

InChI
InChI=1S/C20H26O3/c1-19-8-6-15-14-7-9-20(22-10-11-23-20)12-13(14)2-3-16(15)17(19)4-5-18(19)21/h6,16-17H,2-5,7-12H2,1H3/t16-,17+,19+/m1/s1
InChI Key
XUOQKQRMICQUQC-AOIWGVFYSA-N

Overview

(8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one (CAS 5571-36-8) is a steroid derivative featuring a spirocyclic dioxolane protective group and specific stereochemical configuration. This complex steroid compound with molecular formula C20H26O3 represents an important intermediate in pharmaceutical synthesis and steroid chemistry. The molecule features a characteristic spiro-linked dioxolane ring system attached to a decahydrocyclopenta[a]phenanthrene backbone, providing both structural stability and functional versatility. With a molecular weight of 314.4 g/mol, this substance exhibits the rigid polycyclic framework typical of steroid compounds while incorporating modern synthetic modifications that enhance its utility as a chemical building block. The compound's safety profile requires careful handling due to its classification as Repr. 1B (reproductive toxicity), STOT RE 2 (specific target organ toxicity with repeated exposure), and Aquatic Chronic 2 (chronic aquatic toxicity). These hazard classifications necessitate appropriate personal protective equipment and controlled storage conditions. The substance carries GHS08 and GHS09 pictograms with the signal word "Danger," indicating both health hazards and environmental concerns. Transportation falls under ADR Class 9 miscellaneous dangerous goods. Primary industrial applications include pharmaceutical intermediate synthesis, steroid hormone research, and specialized organic synthesis where protected ketone functionality is required. The spirocyclic dioxolane group serves as an effective carbonyl protecting group, allowing selective chemical transformations. Unlike simpler aromatic compounds such as 4-[[4-(dimethylamino)phenyl]methyl]-N,N-dimethylaniline used in dye chemistry, this steroid derivative finds its niche in high-value pharmaceutical applications requiring precise stereochemical control. OYSI provides this specialized steroid intermediate to European pharmaceutical and research customers, supporting advanced synthetic chemistry applications across the continent.

Safety & Classification

Danger
Classification:

Repr. 1B; STOT RE 2 *; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H373

May cause damage to organs through prolonged or repeated exposure.

H411

Toxic to aquatic life with long lasting effects.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Transport (ADR)

UN Number3077
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping NameCyclisches 3-(1,2-Ethandiylacetale)-estra-5(10),9(11)-dien-3,17-dion
Marine PollutantNo

Frequently Asked Questions

What is (8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one?

(8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one is a synthetic steroid compound with molecular formula C20H26O3 and molecular weight 314.4 g/mol. This complex organic molecule features a spiro structure combining a steroid backbone with a dioxolane ring. It is classified under CAS number 5571-36-8 and presents significant health hazards including reproductive toxicity and chronic aquatic toxicity.

What are the physicochemical properties of (8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one?

This compound is an organic molecule with molecular formula C20H26O3 and molecular weight 314.4 g/mol. The presence of the steroid backbone and dioxolane ring structure suggests it is likely a solid at room temperature with limited water solubility due to its predominantly hydrophobic character. The specific stereochemistry (8S,13S,14S configuration) indicates a defined three-dimensional structure that influences its physical and chemical behavior.

What is (8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one used for?

This steroid derivative is primarily used in pharmaceutical research and development, particularly in hormonal studies and drug synthesis. Its spiro-dioxolane structure makes it valuable as an intermediate in organic synthesis and as a research compound for investigating steroid-related biological pathways. Given its reproductive toxicity classification, its applications are strictly limited to controlled laboratory and industrial settings under appropriate safety measures.

How to handle (8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one safely?

Safe handling requires strict protective measures due to its Repr. 1B classification and DANGER signal word. Personnel must wear appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Avoid skin contact and ingestion. Implement proper hygiene practices and ensure personnel are trained on the specific hazards associated with reproductive toxicants.

How to store (8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one correctly?

Storage requires a cool, dry, well-ventilated area away from incompatible materials and ignition sources. Containers must be properly labeled with GHS08 and GHS09 pictograms and kept tightly sealed to prevent contamination and exposure. Store separately from food, beverages, and animal feed due to reproductive toxicity. Implement restricted access protocols and maintain inventory records. Regular inspection of storage conditions and container integrity is essential for safety and product stability.

What to do in case of contact with (8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one?

Immediate action is required due to reproductive toxicity hazards. For skin contact, remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. If inhaled, move to fresh air immediately. For eye contact, flush with clean water for 15 minutes. Seek immediate medical attention in all cases of exposure, providing the safety data sheet to medical personnel. Do not induce vomiting if ingested.

How to dispose of (8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one appropriately?

Disposal must comply with local, national, and EU waste regulations due to its hazardous classification. The compound requires treatment as hazardous waste and cannot be disposed of in regular waste streams. Contact licensed hazardous waste disposal companies for proper collection and treatment. Consider the aquatic toxicity (Aquatic Chronic 2) when determining disposal methods. Maintain detailed waste disposal records and ensure containers are properly labeled before collection.

How to transport (8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one?

Transportation follows ADR Class 9 (Miscellaneous dangerous goods), Packing Group III requirements. Packages must bear appropriate hazard labels and markings according to dangerous goods regulations. Use UN-approved packaging suitable for Class 9 materials. Transport documents must include proper shipping names, hazard classes, and emergency contact information. Drivers require ADR training certification, and vehicles must carry appropriate emergency equipment and placarding for Class 9 substances.

Is (8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one subject to specific regulations?

Yes, this compound is subject to multiple EU regulations including REACH registration requirements and CLP classification as Repr. 1B, STOT RE 2, and Aquatic Chronic 2. While not currently listed as an SVHC, its reproductive toxicity classification requires strict compliance with occupational health regulations. Users must implement appropriate risk management measures, maintain safety data sheets, and ensure proper worker training. Export/import may require additional permits depending on destination regulations.

Where to buy (8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one in Europe?

OYSI serves as a reliable European distributor for this specialized chemical compound, ensuring compliance with EU regulations and proper documentation. As an established chemical distributor, OYSI provides quality products with appropriate safety data sheets and regulatory support. Contact OYSI directly for availability, specifications, and regulatory compliance documentation. Given the compound's hazardous classification, procurement requires proper authorization and demonstrated capability for safe handling and storage.

Services for (8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one

ADR Consulting for (8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one

(8S,13S,14S)-13-methylspiro[1,2,4,6,7,8,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane]-17-one is a dangerous good. We support you with labeling, packaging, and transport documentation.

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Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.