Structure Database (LMSD)

Common Name
Novaeguinoside A
Systematic Name
6α-(4-O-sulfonato-β-D-quinovopyranosyloxy)-5α-cholest-9(11)-en-3β,24-diyl disulfate
Synonyms
  • (20R,24S)-6alpha-O-(4-O-sodium sulfato-beta-D-quinovopyranosyl)-5alpha-cholest-9(11)-en-3beta,24-diyl disulfate
LM ID
LMST05050022
Formula
C33H56O16S3
Exact Mass
Calculate m/z
804.273056
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]
Sulfates [ST0502]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Culcita novaeguineae (#31170)
Asteroidea (#7588)
Marine natural products.,
Nat Prod Rep, 2011
Pubmed ID: 21152619

String Representations

InChiKey (Click to copy)
WMAGEOMJWFXWPG-SLZWFUGISA-N
InChi (Click to copy)
InChI=1S/C33H56O16S3/c1-17(2)26(48-51(39,40)41)10-7-18(3)22-8-9-23-21-16-27(46-31-29(35)28(34)30(19(4)45-31)49-52(42,43)44)25-15-20(47-50(36,37)38)11-13-33(25,6)24(21)12-14-32(22,23)5/h12,17-23,25-31,34-35H,7-11,13-16H2,1-6H3,(H,36,37,38)(H,39,40,41)(H,42,43,44)/t18-,19-,20+,21+,22-,23+,25-,26+,27+,28-,29-,30-,31+,32-,33-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)C3=CC[C@]4(C)[C@@]([H])([C@]([H])(C)CC[C@H](OS(=O)(=O)O)C(C)C)CC[C@@]4([H])[C@]3([H])C[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](OS(=O)(=O)O)[C@@H](C)O3)[C@@]2([H])C[C@@H](OS(=O)(=O)O)C1

Other Databases

PubChem CID
52931578

Calculated Physicochemical Properties

Heavy Atoms 52
Rings 5
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 711.19
Topological Polar Surface Area 251.79
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 16
logP 9.71
Molar Refractivity 188.12

Admin

Created at
-
Updated at
6th Jul 2020