Structure Database (LMSD)

Common Name
Progenin II
Systematic Name
3-O-(Rhaa1-4Glcb)-26-O-(Glcb)-(25R)-spirost-5-en-3β-ol
Synonyms
  • 3-O-(alpha-l-rhamnopyranosyl-(1-4)-beta-D-glucopyranosyl)-26-O-(beta-D-glucopyranosyl)-(25R)-spirost-5-en-3beta-ol
  • Prosapogenin-B
LM ID
LMST01080055
Formula
C39H62O12
Exact Mass
Calculate m/z
722.42413
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Spirostanols and derivatives [ST0108]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Dioscorea (#4672)
Magnoliopsida (#3398)
The Dioscorea genus: a review of bioactive steroid saponins,
J Nat Med, 2007

String Representations

InChiKey (Click to copy)
ZUMDKMTZYHACBK-HCTICQNOSA-N
InChi (Click to copy)
InChI=1S/C39H62O12/c1-18-8-13-39(46-17-18)19(2)28-26(51-39)15-25-23-7-6-21-14-22(9-11-37(21,4)24(23)10-12-38(25,28)5)48-36-33(45)31(43)34(27(16-40)49-36)50-35-32(44)30(42)29(41)20(3)47-35/h6,18-20,22-36,40-45H,7-17H2,1-5H3/t18-,19+,20+,22+,23-,24+,25+,26+,27-,28+,29+,30-,31-,32-,33-,34-,35+,36-,37+,38+,39-/m1/s1
SMILES (Click to copy)
[C@]12(CC=C3C[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@H](O[C@H]5[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)[C@@H](CO)O4)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H]3[C@@H]([C@]4(OC[C@H](C)CC4)O[C@H]3C[C@@]21[H])C)[H]

Other Databases

PubChem CID
52931451

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 8
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 687.22
Topological Polar Surface Area 185.04
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 12
logP 6.68
Molar Refractivity 189.19

Admin

Created at
-
Updated at
3rd Sep 2021