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MedKoo Cat#: 598365 | Name: Penasterol

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Penasterol inhibits IgE-dependent histamine release.

Chemical Structure

Penasterol
Penasterol
CAS#116424-94-3

Theoretical Analysis

MedKoo Cat#: 598365

Name: Penasterol

CAS#: 116424-94-3

Chemical Formula: C30H48O3

Exact Mass: 456.3603

Molecular Weight: 456.71

Elemental Analysis: C, 78.90; H, 10.59; O, 10.51

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Penasterol;
IUPAC/Chemical Name
(3S,5R,10S,13R,14S,17R)-3-hydroxy-4,4,10,13-tetramethyl-17-((R)-6-methylhept-5-en-2-yl)-1,2,3,4,5,6,7,10,11,12,13,15,16,17-tetradecahydro-14H-cyclopenta[a]phenanthrene-14-carboxylic acid
InChi Key
HVQPUBROUXVNPN-GIICLEHTSA-N
InChi Code
InChI=1S/C30H48O3/c1-19(2)9-8-10-20(3)21-14-18-30(26(32)33)23-11-12-24-27(4,5)25(31)15-16-28(24,6)22(23)13-17-29(21,30)7/h9,20-21,24-25,31H,8,10-18H2,1-7H3,(H,32,33)/t20-,21-,24+,25+,28-,29-,30+/m1/s1
SMILES Code
CC1(C)[C@@H](O)CC[C@]2(C)C3=C([C@@]4(CC[C@@H]([C@]4(CC3)C)[C@H](C)CC/C=C(C)\C)C(O)=O)CC[C@@]12[H]
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 456.71 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Stead P, Hiscox S, Robinson PS, Pike NB, Sidebottom PJ, Roberts AD, Taylor NL, Wright AE, Pomponi SA, Langley D. Eryloside F, a novel penasterol disaccharide possessing potent thrombin receptor antagonist activity. Bioorg Med Chem Lett. 2000 Apr 3;10(7):661-4. PubMed PMID: 10762048. 2: Lyakhova EG, Kolesnikova SA, Kalinovsky AI, Dmitrenok PS, Nam NH, Stonik VA. Further study on Penares sp. from Vietnamese waters: minor lanostane and nor-lanostane triterpenes. Steroids. 2015 Apr;96:37-43. doi: 10.1016/j.steroids.2015.01.009. Epub 2015 Jan 29. PubMed PMID: 25637679. 3: Takei M, Umeyama A, Shoji N, Arihara S, Endo K. Mechanism of inhibition of IgE-dependent histamine release from rat mast cells by penasterol and penasterone. J Pharm Sci. 1995 Feb;84(2):228-30. PubMed PMID: 7537812. 4: Kubanek J, Fenical W, Pawlik JR. New antifeedant triterpene glycosides from the Caribbean sponge Erylus formosus. Nat Prod Lett. 2001;15(4):275-85. PubMed PMID: 11833623. 5: Antonov AS, Kalinovsky AI, Dmitrenok PS, Kalinin VI, Stonik VA, Mollo E, Cimino G. New triterpene oligoglycosides from the Caribbean sponge Erylus formosus. Carbohydr Res. 2011 Oct 18;346(14):2182-92. doi: 10.1016/j.carres.2011.07.008. Epub 2011 Jul 20. PubMed PMID: 21821232. 6: Antonov AS, Kalinovsky AI, Stonik VA, Afiyatullov SS, Aminin DL, Dmitrenok PS, Mollo E, Cimino G. Isolation and structures of erylosides from the Caribbean sponge Erylus formosus. J Nat Prod. 2007 Feb;70(2):169-78. PubMed PMID: 17315957. 7: Takada K, Nakao Y, Matsunaga S, van Soest RW, Fusetani N. Nobiloside, a new neuraminidase inhibitory triterpenoidal saponin from the marine sponge Erylus nobilis. J Nat Prod. 2002 Mar;65(3):411-3. PubMed PMID: 11908993. 8: Afiyatullov SSh, Kalinovsky AI, Antonov AS, Ponomarenko LP, Dmitrenok PS, Aminin DL, Krasokhin VB, Nosova VM, Kisin AV. Isolation and structures of erylosides from the Carribean sponge Erylus goffrilleri. J Nat Prod. 2007 Dec;70(12):1871-7. Epub 2007 Nov 16. PubMed PMID: 18004814.

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