CAS 28979-29-5

Petromyzonol

Description:

Petromyzonol is a chemical compound known for its role as a pheromone in certain species of lampreys, particularly in their reproductive behaviors. It is classified as a sterol and is characterized by its unique structure, which includes a hydroxyl group that contributes to its biological activity. The compound is typically found in aquatic environments where lampreys inhabit, and it plays a crucial role in communication among these organisms, particularly during mating seasons. Petromyzonol is also of interest in ecological studies due to its potential impact on lamprey population dynamics and interactions with other species. Its chemical properties include moderate solubility in organic solvents and a relatively low volatility, which is typical for sterols. The compound's specific interactions with receptors in lampreys highlight its importance in the study of chemical signaling in aquatic ecosystems. Overall, Petromyzonol serves as a fascinating example of how chemical substances can influence animal behavior and ecological relationships.

Formula: C₂₄H₄₂O₄

InChI: InChI=1/C24H42O4/c1-14(5-4-10-25)17-6-7-18-22-19(13-21(28)24(17,18)3)23(2)9-8-16(26)11-15(23)12-20(22)27/h14-22,25-28H,4-13H2,1-3H3/t14?,15-,16-,17?,18?,19?,20-,21+,22?,23?,24?/m1/s1

Synonyms:

• (3R,5R,7R,12S)-17-(4-hydroxy-1-methyl-butyl)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7,12-triol

Cholane-3,7,12,24-tetrol, (3α,5α,7α,12α)-

CAS: 28979-29-5

Formula: C₂₄H₄₂O₄

Color and Shape: Solid

Molecular weight: 394.5879

Ref: IN-DA002V2P

Petromyzonol

CAS: 28979-29-5

Petromyzonol: A sea lamprey bile product; key to spawning as a pheromone, detectable at low levels.

Formula: C₂₄H₄₂O₄

Color and Shape: Solid

Molecular weight: 394.59

Ref: TM-T37798

Petromyzonol-d5

CAS: 28979-29-5

Formula: C₂₄H₃₇D₅O₄

Molecular weight: 399.63

Ref: 4Z-C-5796

Petromyzonol

CAS: 28979-29-5

Formula: C₂₄H₄₂O₄

Molecular weight: 394.60

Ref: 4Z-C-5795

Petromyzonol

Controlled Product

CAS: 28979-29-5

Applications Petromyzonol sulfate (PZS) is a bile salt derivative isolated from the sea lamprey (Petromyzon marinus ) ammocoete (larval form). PZS appears to be a spawning chemoattractant for the sea lamprey.
References Haslewood, G., et al.: Biochem. J., 114, 179 (1969); Sorensen, P.W., et al.: J. Gen. Physiol., 105, 569 (1995);

Formula: C₂₄H₄₂O₄

Color and Shape: White

Molecular weight: 394.59

Ref: TR-P293500

Petromyzonol 3,24-Disulfate Disodium Salt

Controlled Product

CAS: 28979-29-5

Formula: C₂₄H₄₀Na₂O₁₀S₂

Color and Shape: Neat

Molecular weight: 598.678

Ref: TR-P293530

Petromyzonol 7,24-Disulfate Disodium Salt

Controlled Product

CAS: 28979-29-5

Formula: C₂₄H₄₀Na₂O₁₀S₂

Color and Shape: Neat

Molecular weight: 598.678

Ref: TR-P293540

Petromyzonol 7,12,24-Trisulfate Trisodium Salt

Controlled Product

CAS: 28979-29-5

Formula: C₂₄H₃₉Na₃O₁₃S₃

Color and Shape: Neat

Molecular weight: 700.723

Ref: TR-P293560

Petromyzonol 3,7,24-Trisulfate Trisodium Salt

Controlled Product

CAS: 28979-29-5

Formula: C₂₄H₃₉Na₃O₁₃S₃

Color and Shape: Neat

Molecular weight: 700.723

Ref: TR-P293555

Petromyzonol 12,24-Disulfate Disodium Salt

Controlled Product

CAS: 28979-29-5

Formula: C₂₄H₄₀Na₂O₁₀S₂

Color and Shape: Neat

Molecular weight: 552.698

Ref: TR-P293535

Petromyzonol

Controlled Product

CAS: 28979-29-5

Petromyzonol is an analytical agent for the determination of insulin resistance. It has been shown to be a potent inhibitor of ATP-binding cassette transporter A1 (ABCA1), which is responsible for the transport of cholesterol from peripheral tissues to the liver. Petromyzonol has also been shown to inhibit fatty acid and cholesterol synthesis, which may be due to its ability to bind disulfate groups and inhibit structural studies.

Formula: C₂₄H₄₂O₄

Purity: Min. 95%

Molecular weight: 394.59 g/mol

Ref: 3D-FP26852