CAS 78821-43-9|Epibrassinolide|22R,23R,24R-2α,3α,22,23-Tetrahydroxy-B-homo-7-oxa-5α-ergostan-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-di...

General Information

Structure

Molecular Formula

C₂₈H₄₈O₆

Molecular Mass

480.67712

Exact Mass

480.34508926

Charge

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-/m1/s1

InChIKey

IXVMHGVQKLDRKH-QHBHMFGVSA-N

Canonic Smiles

O[C@H]([C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2COC(=O)[C@@H]2[C@]1(C)C[C@@H](O)[C@H](C2)O)C)[C@@H]([C@@H](C(C)C)C)O

Isomeric Smiles

C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]1[C@H]2COC(=O)[C@@H]2[C@@]1(C[C@H]([C@H](C2)O)O)C)C)[C@H]([C@@H]([C@H](C)C(C)C)O)O

Calculated Properties

JChem

LogD (pH = 7.4)

3.13

LogD (pH = 5.5)

3.13

Log P

3.13

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

13.45

Polar Surface Area

107.22

Polarizability

55.51

Molar Refractivity

130.41

LOG S

-5.41

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

Synonyms

Epibrassinolide22R,23R,24R-2α,3α,22,23-Tetrahydroxy-B-homo-7-oxa-5α-ergostan-6-one24-epi-brassinolide24-epi-Brassinolide

IUPAC name

(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[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-8-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[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-8-one

IUPAC Traditional name

24-epi-brassinolide (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

Names and Identifiers

Registration numbers

PubChem SID

2489442616222828346530478

CAS Number

MDL Number

PubChem CID

KEGG ID