SCS-C006546
lobocaloid B
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
520.8 Da
Threshold ≤ 500
ALogP
4.77
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C31H52O6
Molecular Weight:
520.7510 Da
SMILES:
CC(=O)OC(C)(C)[C@@H](C)[C@H](C)C[C@](C)(O)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
InChIKey:
NVPOOABLBWDVSG-YXKLOTSQSA-N
InChI:
InChI=1S/C31H52O6/c1-18(19(2)27(4,5)37-20(3)32)16-30(8,35)25-10-9-23-22-15-26(34)31(36)17-21(33)11-14-29(31,7)24(22)12-13-28(23,25)6/h10,18-19,21-24,26,33-36H,9,11-17H2,1-8H3/t18-,19+,21+,22+,23+,24+,26+,28+,29-,30+,31-/m1/s1
Calculated Properties
ALogP:
4.767 lipophilicity
TPSA:
107.22 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
6
Ring Count:
4
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.9032 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006546
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 |