SCS-C006545
lobocaloid A
Pathway: Terpenoids
Superclass: Steroids
Class: Cholestane steroids | 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
Lobophytum catalai
(NA)
Original source name: Lobophytum catalai Tixier-Durivault | L. catalai
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Lobophytum
Species
Lobophytum catalai
Offshore Hainan Island
· -15 m
· 18°15′ N, 109°30′ E
DOI:
10.3390/md22010050
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
494.7 Da
Threshold ≤ 500
ALogP
4.69
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C29H50O6
Molecular Weight:
494.7130 Da
SMILES:
C[C@H](C[C@](C)(OO)C1=CC[C@H]2[C@@H]3C[C@H](O)[C@]4(O)C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)[C@H](C)C(C)(C)O
InChIKey:
FCJZRZJLEOKOTP-YEMJNVSKSA-N
InChI:
InChI=1S/C29H50O6/c1-17(18(2)25(3,4)32)15-28(7,35-34)23-9-8-21-20-14-24(31)29(33)16-19(30)10-13-27(29,6)22(20)11-12-26(21,23)5/h9,17-22,24,30-34H,8,10-16H2,1-7H3/t17-,18+,19+,20+,21+,22+,24+,26+,27-,28+,29-/m1/s1
Calculated Properties
ALogP:
4.694 lipophilicity
TPSA:
110.38 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
6
Rotatable Bonds:
6
Ring Count:
4
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.9310 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006545
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids
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 parauberis KSP28 | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md22010050 Marine Drugs |
| Antibacterial | inhibition | pyocyanin production | compounds 8–12 have medium inhibitory effects on the pyocyanin production in Pseudomonas aeruginosa | 10.3390/md22010050 Marine Drugs |