Structure Database (LMSD)

Common Name
Pandaroside C
Systematic Name
3β-[β-glucopyranosyl-(1-2)-β-glucopyranosyloxyuronic acid]-16-hydroxy-5α,14β-cholest-16-ene-15,23-dione
Synonyms
LM ID
LMST05050005
Formula
C39H60O15
Exact Mass
Calculate m/z
768.393225
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Other Steroid conjugates [ST0505]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pandaros acanthifolium (#458511)
Demospongiae (#6042)
Steroidal glycosides from the marine sponge Pandaros acanthifolium.,
Steroids, 2009
Pubmed ID: 19541002

String Representations

InChiKey (Click to copy)
NJQZTTWLTPKJRF-DPCHOMEHSA-N
InChi (Click to copy)
InChI=1S/C39H60O15/c1-16(2)12-19(41)13-17(3)24-27(43)28(44)25-21-7-6-18-14-20(8-10-38(18,4)22(21)9-11-39(24,25)5)51-37-34(31(47)30(46)33(53-37)35(49)50)54-36-32(48)29(45)26(42)23(15-40)52-36/h16-18,20-23,25-26,29-34,36-37,40,42-43,45-48H,6-15H2,1-5H3,(H,49,50)/t17-,18+,20+,21-,22+,23-,25+,26-,29+,30+,31+,32-,33+,34-,36+,37-,38+,39-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)C([C@]([H])(C)CC(=O)CC(C)C)=C(O)C(=O)[C@]4([H])[C@]3([H])CC[C@@]2([H])C[C@@H](O[C@H]2[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)[C@@H](O)[C@H](O)[C@@H](C(=O)O)O2)C1

Other Databases

PubChem CID
44191572

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 6
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 730.39
Topological Polar Surface Area 254.11
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 15
logP 4.81
Molar Refractivity 193.34

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Created at
-
Updated at
9th Mar 2021