| Identification | Back Directory | [Name]
(2R,3S,22S,24S)-2,3,22,23-TETRAHYDROXY-24-ETHYL-BETA-HOMO-7-OXA-5A-CHOLESTAN-6-ONE | [CAS]
80483-89-2 | [Synonyms]
BR 120
Brassins
Kayanaminor
SS-HOMOCASTASTERONE
EPIHOMOBRASSINOLIDE
Isohomobrassinolide
Etpihomobrassinolide
(2R,3S,22S,24S)-2,3,22,23-TETRAHYDROXY-24-ETHYL-BETA-HOMO-7-OXA-5A-CHOLESTAN-6-ONE
(1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-1-[(1S,2S,3S,4S)-4-Ethyl-2,3-dihydroxy-1,5-dimethylhexyl]hexadecahydro-8,9-dihydroxy-10a,12a-dimethyl-6H-benz[c]indeno[5,4-e]oxepin-6-one | [EINECS(EC#)]
2017-001-1 | [Molecular Formula]
C29H50O6 | [MDL Number]
MFCD08273936 | [MOL File]
80483-89-2.mol | [Molecular Weight]
494.7 |
| Chemical Properties | Back Directory | [Melting point ]
193-194°C | [Boiling point ]
643.0±55.0 °C(Predicted) | [density ]
1.103 | [solubility ]
DMF:5.0(Max Conc. mg/mL);10.11(Max Conc. mM) | [form ]
A solid | [pka]
14.27±0.70(Predicted) | [color ]
White to off-white | [InChIKey]
YIWIWAWDXLBOKO-XOIVZQKTNA-N | [SMILES]
O1[C@H](C(C)[C@H](O)[C@@H](O)[C@@H](CC)C(C)C)C2[C@]3(C)C(CCC3)[C@@H](O)[C@@H](O)C2C2CC(=O)CC[C@]2([H])[C@@H]1C |&1:1,4,6,8,15,21,23,32,34,r| | [CAS DataBase Reference]
80483-89-2 | [EPA Substance Registry System]
6H-Benz[c]indeno[5,4-e]oxepin-6-one, 1-[(1S,2S,3S,4S)-4-ethyl-2,3-dihydroxy-1,5-dimethylhexyl]hexadecahydro-8,9-dihydroxy-10a,12a-dimethyl-, (1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)- (80483-89-2) |
| Hazard Information | Back Directory | [Chemical Properties]
Crystalline Solid | [Usage]
A new class of steroidal phytohormones with high growth-promoting and antistress activity. | [Description]
22(S),23(S)-Homobrassinolide are steroidal hormones belonging to the cyclopentane polyhydrophenanthrene class. Unlike animal steroid hormones, they exert their effects not through nuclear receptors but via surface receptors on cell membranes. Brassinosterols were first discovered by Michel in 1970. He extracted a highly active substance from rapeseed pollen that promoted plant stem elongation and cell division, naming it brassinosteroid (Brassins). Given that even minute concentrations of brassinosteroid strongly induce growth and differentiation, and through subsequent molecular genetic studies in Arabidopsis thaliana, it was demonstrated that brassinosteroid functions as a plant hormone. | [Uses]
22(S),23(S)-Homobrassinolide has been used as a brassinosteroid supplement:
- to study its effects on DNA methylation, callus growth and regeneration in barley.
- to study its effects on cell elongation in Arabidopsis thaliana.
- to study its effects on cell division, root germination and anti-oxidant system enzymes in barley.
| [Uses]
A new class of steroidal phytohormones with high growth-promoting and antistress activity. | [Biochem/physiol Actions]
22(S),23(S)-Homobrassinolide is a brassinosteroid. It might play a role in the control of plant embryogenesis. | [References]
[1] A. AZPEITIA. Effect of 22(S),23(S)-homobrassinolide on somatic embryogenesis in plumule explants of Cocos nucifera (L.) cultured in vitro[J]. The Journal of Horticultural Science and Biotechnology, 2003, 44 1: 591-596. DOI:10.1080/14620316.2003.11511669. |
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