Structure Database (LMSD)

Common Name
Brainesteroside A
Systematic Name
3-O-(β-D-glucopyranosyl)-2β,3β,20,22R-tetrahydroxy-14α,15α-epoxy-5β-cholest-7-en-6-one
Synonyms
  • 14-deoxy-14alpha,15alpha-epoxyponasteroside A
LM ID
LMST01010432
Formula
C33H52O11
Exact Mass
Calculate m/z
624.350965
Sum Composition
ST 27:3;O6;Hex
Status
Curated
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)
Ecdysteroids from Penstemon venustus,
Phytochemistry, 1995

String Representations

InChiKey (Click to copy)
DXNDVPXPNDDWTO-IEAOMMROSA-N
InChi (Click to copy)
InChI=1S/C33H52O11/c1-15(2)6-7-24(37)32(5,41)23-12-25-33(44-25)17-10-19(35)18-11-21(42-29-28(40)27(39)26(38)22(14-34)43-29)20(36)13-30(18,3)16(17)8-9-31(23,33)4/h10,15-16,18,20-29,34,36-41H,6-9,11-14H2,1-5H3/t16-,18-,20-,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@@]53O[C@H]5C[C@]4([H])[C@](O)(C)[C@H](O)CCC(C)C)C)([H])[C@]21C

Other Databases

PubChem CID
101514322

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 6
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 596.71
Topological Polar Surface Area 191.74
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 11
logP 4.01
Molar Refractivity 161.93

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