24-Epibrassinolide

Details

• Internal ID: db483d0e-1bd3-472d-8adc-b21682273af9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Brassinolides and derivatives
• IUPAC Name: 15-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-4,5-dihydroxy-2,16-dimethyl-9-oxatetracyclo[9.7.0.02,7.012,16]octadecan-8-one
• SMILES (Canonical): CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2COC(=O)C4C3(CC(C(C4)O)O)C)C)O)O
• SMILES (Isomeric): CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2COC(=O)C4C3(CC(C(C4)O)O)C)C)O)O
• 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
• InChI Key: IXVMHGVQKLDRKH-UHFFFAOYSA-N
• Popularity: 604 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₈O₆
• Molecular Weight: 480.70 g/mol
• Exact Mass: 480.34508925 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 4.80

Synonyms

• 72962-43-7
• 93860-61-8
• 15-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-4,5-dihydroxy-2,16-dimethyl-9-oxatetracyclo[9.7.0.02,7.012,16]octadecan-8-one
• CHOLESTAN-6-ONE DERIV
• brassinosteroid
• NSC325306
• NSC325611
• NSC-325306
• 10-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-5,6-dihydroxy-7a,9a-dimethylhexadecahydro-3h-benzo[c]indeno[5,4-e]oxepin-3-one
• CHEMBL1967970
• SCHEMBL20561407
• DTXSID10860955
• 78821-42-8
• BCP20059
• BCP29597
• AKOS030254646
• NSC-325611
• AS-76605
• FT-0625671
• FT-0650558
• A923556
• 24-Epibrassinolide;22(R),23(R)-Brassinolide;Brassin lactone
• (2a,3a,5a,22R,23R,24S)-2,3,22,23-Tetrahydroxy-B-homo-7-oxaergostan-6-one
• (1S,2R,4R,5S,7S,11S,12S,15R,16S)-15-[(2S,3R,4R,5R)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-4,5-dihydroxy-2,16-dimethyl-9-oxatetracyclo[9.7.0.0^{2,7.0^{12,16]octadecan-8-one
• (1S,2R,4R,5S,7S,11S,12S,15R,16S)-15-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-4,5-dihydroxy-2,16-dimethyl-9-oxatetracyclo[9.7.0.0^{2,7.0^{12,16]octadecan-8-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.16%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.72%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.15%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.85%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	93.59%	95.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.08%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.06%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.27%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.78%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.34%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.00%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.92%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	85.54%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.88%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.19%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.71%	90.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.43%	92.88%

Plants that contains it

• Arabidopsis thaliana
• Catharanthus roseus
• Lablab purpureus subsp. purpureus
• Senna tora

Cross-Links

• PubChem: 3239
• LOTUS: LTS0092449
• wikiData: Q105122526