LIPID MAPS

Structure Database (LMSD)

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Common Name

Spongipregnoloside D

Systematic Name

3-O-(Rhaa1-4(Rhaa1-2)Glcb)-3β-hydroxy-16β-methoxy-pregn-5-en-20-one

Synonyms

LM ID

LMST02030220

Formula

C₄₀H₆₄O₁₆

Exact Mass

Calculate m/z

800.41944

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

OVNISBFHKJPJTA-BXPTVIORSA-N

InChi (Click to copy)

InChI=1S/C40H64O16/c1-16(42)26-24(50-6)14-23-21-8-7-19-13-20(9-11-39(19,4)22(21)10-12-40(23,26)5)53-38-35(56-37-32(48)30(46)28(44)18(3)52-37)33(49)34(25(15-41)54-38)55-36-31(47)29(45)27(43)17(2)51-36/h7,17-18,20-38,41,43-49H,8-15H2,1-6H3/t17-,18-,20-,21+,22-,23-,24-,25+,26-,27-,28-,29+,30+,31+,32+,33-,34+,35+,36-,37-,38+,39-,40-/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]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](C(=O)C)[C@@H](OC)C[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

DOI: 10.1007/s11418-006-0126-3

Other Databases

PubChem CID

52931513

Calculated Physicochemical Properties

Heavy Atoms 56

Rings 7

Aromatic Rings 0

Rotatable Bonds 9

Van der Waals Molecular Volume 749.40

Topological Polar Surface Area 249.73

Hydrogen Bond Donors 8

Hydrogen Bond Acceptors 16

logP 4.82

Molar Refractivity 202.33

Admin

Created at

Updated at

13th Sep 2021