Structure Database (LMSD)

Common Name
Brainesteroside E
Systematic Name
3-O-(β-D-glucopyranosyl)-2β,3β,14α,20R,22R-pentahydroxy-5α-cholest-7-ene-6-one
Synonyms
  • 5-epi-ponasteroside A
LM ID
LMST01010436
Formula
C33H54O11
Exact Mass
Calculate m/z
626.366615
Sum Composition
ST 27:2;O6;Hex
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Brainea insignis (#120713)
Polypodiopsida (#241806)
Phytoecdysteroids from the rhizomes of Brainea insignis.,
Phytochemistry, 2010
Pubmed ID: 20347104

String Representations

InChiKey (Click to copy)
CNAKQRUFJWYXIC-RZRISBNSSA-N
InChi (Click to copy)
InChI=1S/C33H54O11/c1-16(2)6-7-25(37)32(5,41)24-9-11-33(42)18-12-20(35)19-13-22(43-29-28(40)27(39)26(38)23(15-34)44-29)21(36)14-30(19,3)17(18)8-10-31(24,33)4/h12,16-17,19,21-29,34,36-42H,6-11,13-15H2,1-5H3/t17-,19+,21-,22+,23+,24-,25+,26+,27-,28+,29+,30+,31+,32+,33+/m0/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)C[C@]2([H])C(=O)C=C3[C@@](CC[C@]4([C@@]3(O)CC[C@]4([H])[C@](O)(C)[C@H](O)CCC(C)C)C)([H])[C@]21C

Other Databases

PubChem CID
101514326

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 5
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 609.07
Topological Polar Surface Area 199.44
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 3.71
Molar Refractivity 163.39

Admin

Created at
30th Nov 2020
Updated at
30th Nov 2020