Structure Database (LMSD)

Common Name
Brainesteroside D
Systematic Name
3-O-(β-D-glucopyranosyl)-2β,3β,14α,22R-tetrahydroxy-5β-cholest-7-ene-6-one
Synonyms
  • 14-deoxy-14,15-didehydroponasteroside A
LM ID
LMST01010435
Formula
C33H54O10
Exact Mass
Calculate m/z
610.3717
Sum Composition
ST 27:2;O5;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)
Ecdysteroids from Penstemon venustus,
Phytochemistry, 1995

String Representations

InChiKey (Click to copy)
KSVDOOUCTHBNRK-VDGSSMFWSA-N
InChi (Click to copy)
InChI=1S/C33H54O10/c1-16(2)6-7-22(35)17(3)18-9-11-33(41)20-12-23(36)21-13-25(42-30-29(40)28(39)27(38)26(15-34)43-30)24(37)14-31(21,4)19(20)8-10-32(18,33)5/h12,16-19,21-22,24-30,34-35,37-41H,6-11,13-15H2,1-5H3/t17-,18+,19-,21-,22+,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@H](C)[C@H](O)CCC(C)C)C)([H])[C@]21C

Other Databases

PubChem CID
101514325

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 5
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 600.28
Topological Polar Surface Area 179.21
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 4.31
Molar Refractivity 161.41

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