16-Dehydropregnenolone acetate - Moligand™,≥98% , CAS No.979-02-2

CAS: 979-02-2 Cat. No.: D352331 Summenformel: C₂₃H₃₂O₃ Molekulargewicht: 356.5 EG-Nummer: 213-558-7

GRADE & PURITY Moligand™, ≥98%

Synonyms

16-DPA | Pregna-5, 3.beta.-hydroxy-, acetate | KS-1008 | 3beta-Acetoxy-5,16-pregnadien-20-one | 16,17-Didehydropregnenolone acetate | Cefprozilum [INN-Latin] | Pregna-5,16-dien-20-one, 3-beta-hydroxy-, acetate | Pregna-5,16-dien-20-one, 3beta-hydroxy-, ac

Storage

Room temperature

Shipped In

Normal

Übersicht

16-Dehydropregnenolone acetate (16-DPA), a sterols compound, is a 17α-hydroxylase and 5α-reductase inhibitor. 16-Dehydropregnenolone is also a potent bile acid receptor (BAR)/farnesoid X receptor (FXR) antagonist. 16-Dehydropregnenolone hypolipidemic and anticancer effects. 16-Dehydropregnenolone acetate (16-DPA) is the drug intermediate that can be used for synthesis of Dexamethasone (HY-14648) and related other steroidal pharmacophores.

Specifications

Synonyme

16-DPA | Pregna-5, 3.beta.-hydroxy-, acetate | KS-1008 | 3beta-Acetoxy-5,16-pregnadien-20-one | 16,17-Didehydropregnenolone acetate | Cefprozilum [INN-Latin] | Pregna-5,16-dien-20-one, 3-beta-hydroxy-, acetate | Pregna-5,16-dien-20-one, 3beta-hydroxy-, ac

Spezifikationen & Reinheit

Moligand™,≥98%

Storage

Room temperature

Verschickt in

Normal

Note

Moligand™

Reinheit

≥98%

Namen und Kennungen

Pubchem Sid

488186730

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488186730

Kanonisches Lächeln

CC(=O)C1=CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)C)C)C

IUPAC Name

[(3S,8R,9S,10R,13S,14S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

InChIKey

MZWRIOUCMXPLKV-RFOVXIPZSA-N

INCHI

1S/C23H32O3/c1-14(24)19-7-8-20-18-6-5-16-13-17(26-15(2)25)9-11-22(16,3)21(18)10-12-23(19,20)4/h5,7,17-18,20-21H,6,8-13H2,1-4H3/t17-,18-,20-,21-,22-,23+/m0/s1

Isomere SMILES

CC(=O)C1=CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)OC(=O)C)C)C

Molekulargewicht

356.5

Reaxy-Rn

2063690

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2063690&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Klasse Steroids and steroid derivatives
      • Subclass Steroid esters

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Klasse: Steroids and steroid derivatives
• Subclass: Steroid esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Steroid esters
• Alternative Parents: 20-oxosteroids Androstane steroids Delta-5-steroids Ketones Carboxylic acid esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Steroid ester - 20-oxosteroid - Androstane-skeleton - Oxosteroid - Delta-5-steroid - Ketone - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homopolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as steroid esters. These are compounds containing a steroid moiety which bears a carboxylic acid ester group.
• External Descriptors: steroid ester

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Zugehörige Ziele (menschlich)

AR Tclin Androgen Receptor (11781 Activities)

Discover Target: AR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SRD5A1 Tclin Steroid 5-alpha-reductase 1 (755 Activities)

Discover Target: SRD5A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SRD5A2 Tclin Steroid 5-alpha-reductase 2 (937 Activities)

Discover Target: SRD5A2

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CYP17A1 Tclin Cytochrome P450 17A1 (3627 Activities)

Discover Target: CYP17A1

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MCF7 (126967 Activities)

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PC-3 (62116 Activities)

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Zugehörige Ziele (nicht menschlich)

DPP4 Dipeptidyl peptidase IV (11 Activities)

Discover Target: DPP4

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Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Schmelzpunkt (°C): 170-178°C
• Molekulargewicht: 356.500 g/mol
• XLogP3: 4.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 356.235 Da
• Monoisotopic Mass: 356.235 Da
• Topological Polar Surface Area: 43.400 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 702.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1