Structure Database (LMSD)

Common Name
Brainesteroside B
Systematic Name
3-O-(β-D-glucopyranosyl)-2β,3β,20,22R-tetrahydroxy-5β-cholest-7,14-dien-6-one
Synonyms
  • 14-deoxy-14,15-didehydroponasteroside A
LM ID
LMST01010433
Formula
C33H52O10
Exact Mass
Calculate m/z
608.35605
Sum Composition
ST 27:3;O5;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)
VGJBFMQFJIFARZ-POJUCENFSA-N
InChi (Click to copy)
InChI=1S/C33H52O10/c1-16(2)6-9-26(37)33(5,41)25-8-7-18-17-12-21(35)20-13-23(42-30-29(40)28(39)27(38)24(15-34)43-30)22(36)14-32(20,4)19(17)10-11-31(18,25)3/h7,12,16,19-20,22-30,34,36-41H,6,8-11,13-15H2,1-5H3/t19-,20-,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(C3=CC[C@]4([H])[C@](O)(C)[C@H](O)CCC(C)C)C)([H])[C@]21C

Other Databases

PubChem CID
101514323

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 5
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 597.64
Topological Polar Surface Area 179.21
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 4.23
Molar Refractivity 161.39

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