Structure Database (LMSD)

O HO HO O OH OH HO HO O O O H H H
Common Name
Spongipregnoloside A
Systematic Name
3-O-(Rhaa1-2Glcb)-3β-hydroxy-pregna-5,16-dien-20-one
Synonyms
  • 3beta-(alpha-L-rhamnopyranosyl-(1-2)-beta-D-glucopyranosyloxy)-pregna-5,16-dien-20-one
  • 3-O-(alpha-L-rhamnopyranosyl-(1-2)-beta-D-glucopyranosyl)-3beta-hydroxy-pregna-5,16-dien-20-one
LM ID
LMST02030217
Formula
C33H52O11
Exact Mass
Calculate m/z
624.350965
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroids [ST02]
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]

String Representations

InChiKey (Click to copy)
RNGPDKGOULTCGD-XTMOBVPXSA-N
InChi (Click to copy)
InChI=1S/C33H52O11/c1-15(35)20-7-8-21-19-6-5-17-13-18(9-11-32(17,3)22(19)10-12-33(20,21)4)42-31-29(27(39)25(37)23(14-34)43-31)44-30-28(40)26(38)24(36)16(2)41-30/h5,16,18-31,34,36-40H,6-14H2,1-4H3/t16-,18-,19-,20+,21-,22-,23+,24-,25+,26+,27-,28+,29+,30-,31+,32-,33+/m0/s1
SMILES (Click to copy)
[C@]12(CC=C3C[C@@H](O[C@H]4[C@H](O[C@H]5[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)[C@@H](O)[C@H](O)[C@@H](CO)O4)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@H](C(=O)C)CC[C@@]21[H])[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Dioscorea spongiosa (#394307)
Magnoliopsida (#3398)
The Dioscorea genus: a review of bioactive steroid saponins,
J Nat Med, 2007

Other Databases

PubChem CID
52931510

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 6
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 596.71
Topological Polar Surface Area 179.51
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 11
logP 4.63
Molar Refractivity 161.86

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Created at
-
Updated at
13th Sep 2021