SCS-C000152
(3β)-ergost-5,24(28)-diene-3-ol
Pathway: Terpenoids
Superclass: Steroids
Class: Ergostane steroids
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 depressa
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia depressa
Xisha Islands
· -20m
DOI:
10.1016/j.steroids.2023.109182
· Steroids
Sinularia depressa
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia depressa
South China Sea
· -20 m
DOI:
10.1016/j.steroids.2020.108598
· Steroids
Sinularia nanolobata
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia nanolobata
Ximao Island
The Journal of Organic Chemistry, 2021. DOI: 10.6023/cjoc202109004.
Drug-likeness (Lipinski Ro5)
Molecular Weight
398.7 Da
Threshold ≤ 500
ALogP
7.55
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
1
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H46O
Molecular Weight:
398.6700 Da
SMILES:
C=C(CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C
InChIKey:
INDVLXYUCBVVKW-PXBBAZSNSA-N
InChI:
InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9,18,20,22-26,29H,3,7-8,10-17H2,1-2,4-6H3/t20-,22+,23+,24-,25+,26+,27+,28-/m1/s1
Calculated Properties
ALogP:
7.555 lipophilicity
TPSA:
20.23 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
1
Rotatable Bonds:
5
Ring Count:
4
(0 aromatic)
Chiral Centers:
8
Fsp³:
0.8571 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000152
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Ergostane steroids
Glycoside:
No
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 |
|---|---|---|---|---|
| Antibacterial | MIC | Streptococcus pyogenes ATCC 12344 | > 500.0 μM | 10.1016/j.steroids.2023.109182 Steroids |
| Antibacterial | MIC | Streptococcus pyogenes ATCC 12344 | 125.0 μM | 10.1016/j.steroids.2023.109182 Steroids |
| Enzyme inhibition | — | Protein tyrosine phosphatase 1B (PTP1B) | PTP1B inhibitory activity | — |
| Anti-inflammatory | — | TNF-α | the compounds 1, 2 and 4 exhibited significant activity, while the other compounds were inactive against TNF-α. | 10.1016/j.steroids.2020.108598 Steroids |