Structure Database (LMSD)

Common Name
Pandaroside A
Systematic Name
3β-[β-glucopyranosyl-(1-2)-β-glucopyranosyloxyuronic acid]-16-hydroxy-5α,14β-poriferast-16-ene-15,23-dione
Synonyms
LM ID
LMST05050003
Formula
C41H64O15
Exact Mass
Calculate m/z
796.424525
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]
Stigmasterols and C24-ethyl derivatives [ST0104]

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)
QPUIFPMHOWTNLK-UVKPFFOZSA-N
InChi (Click to copy)
InChI=1S/C41H64O15/c1-7-21(17(2)3)24(43)14-18(4)26-29(45)30(46)27-22-9-8-19-15-20(10-12-40(19,5)23(22)11-13-41(26,27)6)53-39-36(33(49)32(48)35(55-39)37(51)52)56-38-34(50)31(47)28(44)25(16-42)54-38/h17-23,25,27-28,31-36,38-39,42,44-45,47-50H,7-16H2,1-6H3,(H,51,52)/t18-,19+,20+,21-,22-,23+,25-,27+,28-,31+,32+,33+,34-,35+,36-,38+,39-,40+,41-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)C([C@]([H])(C)CC(=O)[C@H](CC)C(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

CHEBI ID
187249
PubChem CID
44191524

Calculated Physicochemical Properties

Heavy Atoms 56
Rings 6
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 764.99
Topological Polar Surface Area 254.11
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 15
logP 5.44
Molar Refractivity 202.51

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Created at
-
Updated at
9th Mar 2021