Brassinolide

Brassinolide

Names
IUPAC name (3aS,5S,6R,7aR,7bS,9aS,10R,12aS,12bS)-10-[(2S,3R,4R,5S)-3,4-Dihydroxy-5,6-dimethyl-2-heptanyl]-5,6-dihydroxy-7a,9a-dimethylhexadecahydro-3H-benzo[c]indeno[5,4-e]oxepin-3-one
Other names 2,3,22,23-Tetrahydroxy-β-homo-7-oxaergostan-6-one
Identifiers
CAS Number	72962-43-7
ChEBI	CHEBI:28277
ChemSpider	103072
Jmol interactive 3D	Image
PubChem	115196
InChI InChI=1S/C28H48O6/c1-14(2)15(3)24(31)25(32)16(4)18-7-8-19-17-13-34-26(33)21-11-22(29)23(30)12-28(21,6)20(17)9-10-27(18,19)5/h14-25,29-32H,7-13H2,1-6H3/t15-,16-,17-,18+,19-,20-,21+,22-,23+,24+,25+,27+,28+/m0/s1 Key: IXVMHGVQKLDRKH-KNBKMWSGSA-N InChI=1/C28H48O6/c1-14(2)15(3)24(31)25(32)16(4)18-7-8-19-17-13-34-26(33)21-11-22(29)23(30)12-28(21,6)20(17)9-10-27(18,19)5/h14-25,29-32H,7-13H2,1-6H3/t15-,16-,17-,18+,19-,20-,21+,22-,23+,24+,25+,27+,28+/m0/s1 Key: IXVMHGVQKLDRKH-KNBKMWSGBW
SMILES O=C3OC[C@H]2[C@@H]1CC[C@@H]([C@@]1(C)CC[C@@H]2[C@@]4(C)C[C@@H](O)[C@@H](O)C[C@H]34)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)C(C)C
Properties
Chemical formula	C28H48O6
Molar mass	480.69 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Brassinolide is a plant hormone. The first isolated brassinosteroid, it was discovered when it was shown that pollen from rapeseed (Brassica napus) could promote stem elongation and cell division.^[1] The biologically active component was isolated and named brassinolide.^[2]

References

1. Grove, M.D., Spencer, G.F., Rohwedder, W.K., Mandava, N., Worley, J.F., Warthen, J.D., Ste€ens, G.L., Flippen-Anderson, J.L. and Cook, J.C. (1979). "Brassins: a new family of plant hormones from rape pollen". Nature 225 (5237): 1065–66. Bibcode:1970Natur.225.1065M. doi:10.1038/2251065a0. PMID 16056912.
2. Grove, Michael D.; Spencer, Gayland F.; Rohwedder, William K.; Mandava, Nagabhushanam; Worley, Joseph F.; Warthen, J. David; Steffens, George L.; Flippen-Anderson, Judith L.; Cook, J. Carter (1979). "Brassinolide, a plant growth-promoting steroid isolated from Brassica napus pollen". Nature 281 (5728): 216–217. Bibcode:1979Natur.281..216G. doi:10.1038/281216a0.