Dustanin
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| Category | Others |
| Catalog number | BBF-05154 |
| CAS | 3607-96-3 |
| Molecular Weight | 444.73 |
| Molecular Formula | C30H52O2 |
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Description
Dustanin is a hopane isolated from Aschersonia.
Specification
| Synonyms | 15alpha,22-dihydroxyhopane; Hopane-15α,22-diol |
| IUPAC Name | (3S,3aS,5S,5aR,5bR,7aS,11aS,11bR,13aR,13bS)-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-5-ol |
| Canonical SMILES | CC1(CCCC2(C1CCC3(C2CCC4C3(C(CC5C4(CCC5C(C)(C)O)C)O)C)C)C)C |
| InChI | InChI=1S/C30H52O2/c1-25(2)14-9-15-28(6)21(25)13-17-29(7)22(28)10-11-23-27(5)16-12-19(26(3,4)32)20(27)18-24(31)30(23,29)8/h19-24,31-32H,9-18H2,1-8H3/t19-,20-,21-,22+,23+,24-,27-,28-,29+,30-/m0/s1 |
| InChI Key | YARKUPNYWCQHFO-ZUXTZSAESA-N |
Properties
| Boiling Point | 515.7±23.0°C (Predicted) |
| Density | 1.014±0.06 g/cm3 (Predicted) |
Reference Reading
1. Isolation and structure elucidation of new phthalide and phthalane derivatives, isolated as antimicrobial agents from Emericella sp. IFM57991
Tetsuya Saito, Takeshi Itabashi, Daigo Wakana, Hisashi Takeda, Takashi Yaguchi, Ken-ichi Kawai, Tomoo Hosoe J Antibiot (Tokyo). 2016 Feb;69(2):89-96. doi: 10.1038/ja.2015.85. Epub 2015 Aug 26.
Three new phthalide derivatives, emefuranones A1, A2 and B (1-3); six new phthalane derivatives, emefuran A, B1, B2, C1, C2 and D (4-9); three new farnesylated phthalide derivatives, farnesylemefuranones A-C (10-12); xylarinol C (13); and emericelloxide (14), along with four known compounds (dustanin, sorbicillin, aspergillodiol and xylarinol A), were isolated from the culture extracts of Emericella sp. IFM57991. Structures of 1-14 were elucidated on the basis of spectroscopic analysis and chemical evidence. Compounds 4-7 and 13 showed moderate antibacterial activities against Bacillus subtilis.
2. Interaction of active compounds from Aegle marmelos CORREA with histamine-1 receptor
Agung Endro Nugroho, Dany Dwi Agistia, Maulana Tegar, Hari Purnomo Bioinformation. 2013 Apr 30;9(8):383-7. doi: 10.6026/97320630009383. Print 2013.
The aim of this study is to determine the affinity of six active compounds of Aegle Marmelos Correa, they are (E, R)-Marmin, skimmianine, (S)-aegeline, aurapten, zeorin, and dustanin as antihistamines in histamine H1 receptor in comparison to cetirizin, diphenhydramine and chlorpheniramine as ligands comparison. Previously, in the in vitro study marmin obviously antagonized the histamine H1 receptor in a competitive manner. Methods: molecular docking to determine the interaction of ligand binding to its receptor. Lower docking score indicates more stable binding to that protein. Results: Marmin, skimmianine, aegeline, aurapten, zeorin, and dustanin were potential to develop as antihistamine agents, especially as histamine H1 receptor antagonists by interacting with amino acid residues, Asp107, Lys179, Lys191, Asn198, and Trp428 of histamine H1 receptor. Conclusions: Based on molecular docking, Amino acid residues involved in ligand protein interactions were Asp107, Lys179, Lys191, Asn198, and Trp428.
3. Hopane triterpenes as chemotaxonomic markers for the scale insect pathogens Hypocrella s. lat. and Aschersonia
Masahiko Isaka, Nigel L Hywel-Jones, Malipan Sappan, Suchada Mongkolsamrit, Sarawut Saidaengkham Mycol Res. 2009 Apr;113(Pt 4):491-7. doi: 10.1016/j.mycres.2008.12.003.
The scale insect pathogens Hypocrella s. lat. and their Aschersonia anamorphs, collected at various locations in Thailand, were surveyed for their productivity of three hopane triterpenes, zeorin (6alpha,22-dihydroxyhopane), dustanin (15alpha,22-dihydroxyhopane), and 3beta-acetoxy-15alpha,22-dihydroxyhopane, when cultured in a liquid medium (potato-dextrose broth) under static conditions. Among 53 strains of Aschersonia species, 48 strains (91 %) produced at least one of these compounds. Hypocrella and Moelleriella species (43 strains) also frequently produced these triterpenoids; only two strains lacked all of these triterpenes. The results demonstrate that hopane triterpenes may be suitable for use as chemotaxonomic markers for Hypocrella and Moelleriella species and their Aschersonia anamorphs.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
