Cas no 137476-71-2 (Rhapontisterone)

Cholest-7-en-6-one,2,3,11,14,20,22,24-heptahydroxy-, (2β,3β,5β,11α,22R,24S)- is a highly oxygenated steroidal compound characterized by its unique polyhydroxylated structure. This molecule features seven hydroxyl groups at positions 2, 3, 11, 14, 20, 22, and 24, along with a conjugated ketone at the 6-position of the cholestene backbone. The stereochemistry is well-defined, with β-configurations at C-2, C-3, and C-5, an α-configuration at C-11, and specific R/S designations at C-22 and C-24. Its multifunctional structure suggests potential utility in biochemical research, particularly in studying sterol metabolism, membrane interactions, or as a precursor for synthetic modifications. The presence of multiple hydroxyl groups enhances its solubility in polar solvents, facilitating experimental handling. This compound may serve as a valuable scaffold for investigating structure-activity relationships in sterol-based bioactive molecules.
Rhapontisterone structure
Rhapontisterone structure
Product Name:Rhapontisterone
CAS No:137476-71-2
MF:C27H44O8
MW:496.63
CID:144104
PubChem ID:11799446
Update Time:2025-07-02

Rhapontisterone Chemical and Physical Properties

Names and Identifiers

    • Cholest-7-en-6-one,2,3,11,14,20,22,24-heptahydroxy-, (2b,3b,5b,11a,22R,24S)-
    • Rhapontisterone
    • (2S,3R,5R,9R,10R,11R,13R,17S)-2,3,11,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R,5S)-2,3,5-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
    • 2,3,11,14,20,22,25-Heptahydroxycholest-7-en-6-one
    • Cholest-7-en-6-one,2,3,11,14,20,22,24-heptahydroxy-,(2beta,3beta,5beta,11alpha,22R,24S)
    • Punisterone
    • (2beta,3beta,5beta,11alpha,22R,24S)-2,3,11,14,20,22,24-Heptahydroxy-cholest-7-en-6-one
    • AKOS040744653
    • (2S,3R,5R,9R,10R,11R,13R,14S,17S)-2,3,11,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R,5S)-2,3,5-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
    • CID 11799446
    • Inchi： 1S/C27H44O8/c1-13(2)16(28)10-22(33)26(5,34)21-6-7-27(35)15-9-17(29)14-8-18(30)19(31)11-24(14,3)23(15)20(32)12-25(21,27)4/h9,13-14,16,18-23,28,30-35H,6-8,10-12H2,1-5H3/t14-,16-,18+,19-,20+,21-,22+,23+,24-,25+,26+,27+/m0/s1
    • InChI Key： PJHYXCVCRWJEMV-XYFSXPBDSA-N
    • SMILES： O[C@@]12CC[C@H]([C@](C)([C@@H](C[C@@H](C(C)C)O)O)O)[C@@]1(C)C[C@H]([C@H]1C2=CC([C@@H]2C[C@H]([C@H](C[C@]12C)O)O)=O)O

Computed Properties

  • Exact Mass: 496.30400
  • Monoisotopic Mass: 496.303618
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 7
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 35
  • Rotatable Bond Count: 5
  • Complexity: 888
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 11
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 5
  • XLogP3: -0.3
  • Topological Polar Surface Area: 159

Experimental Properties

  • Color/Form: Solid powder
  • Density: 1.32±0.1 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 730.4°Cat760mmHg
  • Flash Point: 409.5°C
  • Refractive Index: 1.607
  • Solubility: Slightly soluble (2.7 g/l) (25 o C),
  • PSA: 158.68000
  • LogP: 0.68070

Rhapontisterone Security Information

  • Signal Word：Warning
  • Storage Condition：Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).

Rhapontisterone Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
R25760-20mg
(2S,3R,5R,9R,10R,11R,13R,17S)-2,3,11,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R,5S)-2,3,5-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
 137476-71-2
20mg
 ￥1768.0 2021-09-08
TargetMol Chemicals
T20665-20mg
Rhapontisterone
 137476-71-2
20mg
 ￥ 1710 2024-07-19
TargetMol Chemicals
T20665-20 mg
Rhapontisterone
 137476-71-2 98%
20mg
 ￥ 1,710 2023-07-10
TargetMol Chemicals
T20665-1 mL * 10 mM (in DMSO)
Rhapontisterone
 137476-71-2 98%
1 mL * 10 mM (in DMSO)
 ￥ 860 2023-09-15

Rhapontisterone Related Literature

Related Categories

Additional information on Rhapontisterone

Comprehensive Analysis of Cholest-7-en-6-one,2,3,11,14,20,22,24-heptahydroxy-, (2b,3b,5b,11a,22R,24S)- (CAS No. 137476-71-2)

The compound Cholest-7-en-6-one,2,3,11,14,20,22,24-heptahydroxy-, (2b,3b,5b,11a,22R,24S)- (CAS No. 137476-71-2) is a highly specialized steroidal derivative with a unique polyhydroxylated structure. Its molecular framework, characterized by seven hydroxyl groups at positions 2, 3, 11, 14, 20, 22, and 24, along with a Cholest-7-en-6-one backbone, makes it a subject of significant interest in biochemical and pharmaceutical research. This compound's stereochemistry, denoted by the (2b,3b,5b,11a,22R,24S)- configuration, further underscores its potential for selective interactions in biological systems.

In recent years, the demand for bioactive steroidal compounds has surged, driven by their applications in drug discovery and functional ingredient development. Researchers are particularly intrigued by the role of polyhydroxylated steroids like Cholest-7-en-6-one,2,3,11,14,20,22,24-heptahydroxy- in modulating cellular pathways. Its structural resemblance to endogenous signaling molecules positions it as a candidate for investigating metabolic regulation, inflammation, and oxidative stress responses—topics frequently searched in academic and industry circles.

The synthesis and characterization of CAS No. 137476-71-2 require advanced techniques such as NMR spectroscopy and high-resolution mass spectrometry. These methods confirm the placement of hydroxyl groups and the compound's stereochemical purity, which are critical for reproducibility in studies. Notably, the 22R,24S configuration has been linked to enhanced bioavailability in preclinical models, a feature often queried in pharmacokinetics forums.

From an industrial perspective, Cholest-7-en-6-one derivatives are explored for their emulsifying and stabilizing properties in cosmetic formulations. The compound's multiple hydroxyl groups contribute to its water solubility, addressing a common challenge in steroidal ingredient design. This aligns with trending searches for "natural emulsifiers" and "biocompatible stabilizers," reflecting growing consumer interest in sustainable personal care products.

Ongoing studies also examine the ecological impact of such compounds. As environmental consciousness rises, queries about "green chemistry approaches for steroid synthesis" have spiked. The biodegradability profile of Cholest-7-en-6-one,2,3,11,14,20,22,24-heptahydroxy- is under scrutiny, with preliminary data suggesting lower persistence compared to synthetic analogs.

In summary, CAS No. 137476-71-2 represents a multifaceted steroidal entity bridging fundamental research and applied science. Its structural complexity, biological relevance, and industrial adaptability make it a compelling focus for interdisciplinary investigations, resonating with contemporary scientific and market trends.

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