SCS-C005972
novaeguinoside A
Pathway: Terpenoids
Superclass: Steroids
Class: Pregnane steroids
Glycoside
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Craspidaster hesperus
(starfish)
Kingdom
Metazoa
Phylum
Echinodermata
Class
Asteroidea
Order
Paxillosida
Family
Astropectinidae
Genus
Craspidaster
Species
Craspidaster hesperus
South China Sea
DOI:
10.3390/md14100189
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
1151.2 Da
Threshold ≤ 500
ALogP
-3.27
Threshold ≤ 5
H-Bond Donors
11
Threshold ≤ 5
H-Bond Acceptors
26
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C50H79NaO26S
Molecular Weight:
1151.2130 Da
SMILES:
CC(=O)[C@H]1CCC2C3C[C@H](O[C@@H]4O[C@H](C)[C@@H](O)[C@H](O[C@@H]5OC[C@@H](O[C@H]6O[C@H](C)[C@H](O)[C@H](O)[C@H]6O[C@@H]6O[C@H](C)[C@H](O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5O[C@H]5O[C@H](C)[C@@H](O)[C@H](O)[C@H]5O)[C@H]4O)C4C[C@@H](OS(=O)(=O)[O-])CC[C@]4(C)C3=CC[C@@]21C.[Na+]
InChIKey:
DEVWUSAORYKQIF-OKNOWBRMSA-M
InChI:
InChI=1S/C50H80O26S.Na/c1-17(51)24-8-9-25-23-15-28(27-14-22(76-77(63,64)65)10-12-50(27,7)26(23)11-13-49(24,25)6)71-46-40(62)41(33(55)21(5)69-46)73-47-42(74-44-38(60)35(57)30(52)18(2)67-44)34(56)29(16-66-47)72-48-43(37(59)32(54)20(4)70-48)75-45-39(61)36(58)31(53)19(3)68-45;/h11,18-25,27-48,52-62H,8-10,12-16H2,1-7H3,(H,63,64,65);/q;+1/p-1/t18-,19-,20-,21-,22+,23?,24-,25?,27?,28+,29-,30-,31+,32+,33-,34+,35+,36+,37+,38-,39-,40-,41+,42-,43-,44-,45+,46+,47+,48-,49-,50-;/m1./s1
Calculated Properties
ALogP:
-3.274 lipophilicity
TPSA:
384.50 Ų polar surface area
H-Bond Donors:
11
H-Bond Acceptors:
26
Rotatable Bonds:
14
Ring Count:
9
(0 aromatic)
Chiral Centers:
32
Fsp³:
0.9400 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005972
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Pregnane steroids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.