SCS-C002020
α-galactopyranoside-3β-pregna-5,20-dien-3-yl-6-deoxy
Pathway: Terpenoids
Superclass: Steroids
Class: Pregnane 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 sp.
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
NA
Xima Island
/, 2018.
Drug-likeness (Lipinski Ro5)
Molecular Weight
446.6 Da
Threshold ≤ 500
ALogP
3.96
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C27H42O5
Molecular Weight:
446.6280 Da
SMILES:
C=C[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC5OC(C)C(O)C(O)C5O)CC[C@]4(C)[C@H]3CC[C@]12C
InChIKey:
DCRGJPXYYYQEFH-XAOZXMSSSA-N
InChI:
InChI=1S/C27H42O5/c1-5-16-7-9-20-19-8-6-17-14-18(32-25-24(30)23(29)22(28)15(2)31-25)10-12-27(17,4)21(19)11-13-26(16,20)3/h5-6,15-16,18-25,28-30H,1,7-14H2,2-4H3/t15?,16-,18-,19-,20-,21-,22?,23?,24?,25?,26+,27-/m0/s1
Calculated Properties
ALogP:
3.964 lipophilicity
TPSA:
79.15 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
3
Ring Count:
5
(0 aromatic)
Chiral Centers:
12
Fsp³:
0.8519 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002020
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
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Antitumor | IC50 | A549; HL-60 | > 10.0 μM | — |