SCS-C004528
sinularoside B
Pathway: Terpenoids
Superclass: Steroids
Class: Ergostane steroids
Glycoside
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Sinularia humilis
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia humilis
South China Sea
DOI:
10.1021/np300475d
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
618.9 Da
Threshold ≤ 500
ALogP
5.52
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C36H58O8
Molecular Weight:
618.8520 Da
SMILES:
C=C(CC[C@@H](C)[C@H]1CC[C@@H]([C@@H]2CC=C3C[C@@H](O[C@@H]4O[C@@H](C)[C@@H](OC(C)=O)[C@@H](O)[C@@H]4O)CC[C@]3(C)C2=O)[C@]1(C)CCO)C(C)C
InChIKey:
CIHGETLJKNFXQD-NUAFNPKYSA-N
InChI:
InChI=1S/C36H58O8/c1-20(2)21(3)9-10-22(4)28-13-14-29(36(28,8)17-18-37)27-12-11-25-19-26(15-16-35(25,7)33(27)41)44-34-31(40)30(39)32(23(5)42-34)43-24(6)38/h11,20,22-23,26-32,34,37,39-40H,3,9-10,12-19H2,1-2,4-8H3/t22-,23+,26+,27+,28-,29+,30+,31+,32-,34+,35+,36-/m1/s1
Calculated Properties
ALogP:
5.519 lipophilicity
TPSA:
122.52 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
8
Rotatable Bonds:
11
Ring Count:
4
(0 aromatic)
Chiral Centers:
12
Fsp³:
0.8333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004528
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Ergostane steroids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.