Tetrahymanone

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Tetrahymanone
Category Others
Catalog number BBF-04456
CAS 17822-06-9
Molecular Weight 426.72
Molecular Formula C30H50O
Purity ≥96%

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Description

Tetrahymanone is isolated from Bradyrhizobium japonicum.

Specification

Synonyms Gammaceran-3-one; (6aR,14bR)-4,4,6a,6b,9,9,12a,14b-Octamethyl-icosahydro-picen-3-one
Storage Store at -20°C
IUPAC Name (4aR,6aR,6aR,6bR,8aS,12aS,14aR,14bR)-4,4,6a,6b,9,9,12a,14b-octamethyl-2,4a,5,6,6a,7,8,8a,10,11,12,13,14,14a-tetradecahydro-1H-picen-3-one
Canonical SMILES CC1(CCCC2(C1CCC3(C2CCC4C3(CCC5C4(CCC(=O)C5(C)C)C)C)C)C)C
InChI InChI=1S/C30H50O/c1-25(2)15-9-16-27(5)20(25)12-18-29(7)22(27)10-11-23-28(6)17-14-24(31)26(3,4)21(28)13-19-30(23,29)8/h20-23H,9-19H2,1-8H3/t20-,21-,22+,23+,27-,28-,29+,30+/m0/s1
InChI Key IMOCDWIUBNNKCU-KYSSMBTOSA-N

Properties

Appearance Powder
Boiling Point 477.2±13.0°C at 760 mmHg
Melting Point 285-287°C
Density 1.0±0.1 g/cm3
Solubility Soluble in Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone

Reference Reading

1. Occurrence and sources of polar lipid tracers in sediments from the Shatt al-Arab River of Iraq and the northwestern Arabian Gulf
Ahmed I Rushdi, Bernd R T Simoneit, Ali A Z Douabul, Khalid F Al-Mutlaq, Aarif H El-Mubarak, Mohammed Qurban, Miguel A Goni Sci Total Environ. 2014 Feb 1;470-471:180-92. doi: 10.1016/j.scitotenv.2013.09.048. Epub 2013 Oct 18.
Shallow surface sediment samples from the southern part of the Shatt al-Arab River estuary of Iraq and the northwestern Arabian Gulf were analyzed for polar lipid compounds including n-alkanoic acids, n-alkanols, steroids and triterpenoids. The results showed that the n-alkanoic acids, methyl n-alkanoates and n-alkanols typically ranged from C12 to C32 with total concentrations of 3.2 to 108.2 μg g(-1)dwt sample, from C12 to C30 with totals of 1.1 to 18.9 μg g(-1)dwt sample, and from C14 to C32 at 1.8 to 112.6 μg g(-1)dwt sample, respectively. Steroids and triterpenoids were detected and included stenols, stanols, stenones, stanones, tetrahymanol, tetrahymanone and extended ββ-hopanes. The total steroid concentrations ranged from 2.8 to 78.4 μg g(-1)dwt sample, whereas the triterpenoids varied from 0.05 to 7.6 μg g(-1)dwt sample. The simple regression analysis of the results and the spatial distribution patterns of the identified organic tracers indicated that the inter-compound relationships were related mainly to their major sources. Cluster analysis and principal component analysis (PCA) of data set showed that the sampling sites are similar. These sources were allochthonous (terrestrial vegetation), autochthonous (plankton residues and bacteria in the sediments) and anthropogenic (sewage and petroleum).

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