SCS-C006627
brassihydroxybenzoquinone B
Pathway: Terpenoids
Superclass: Meroterpenoids
Class: Tetraketide meroterpenoids
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
Litophyton brassicum
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Nephtheidae
Genus
Litophyton
Species
Litophyton brassicum
South China Sea
· 12 m
DOI:
10.3390/md22090392
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
428.6 Da
Threshold ≤ 500
ALogP
6.34
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C27H40O4
Molecular Weight:
428.6130 Da
SMILES:
CC(C)=CCC/C(=C/CC/C(C)=C/CCC(C)(O)/C=C\c1cc(O)c(C)cc1O)CO
InChIKey:
IYUWGDCRUYKSMS-XORZOXDSSA-N
InChI:
InChI=1S/C27H40O4/c1-20(2)9-6-12-23(19-28)13-7-10-21(3)11-8-15-27(5,31)16-14-24-18-25(29)22(4)17-26(24)30/h9,11,13-14,16-18,28-31H,6-8,10,12,15,19H2,1-5H3/b16-14-,21-11+,23-13-
Calculated Properties
ALogP:
6.342 lipophilicity
TPSA:
80.92 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
4
Rotatable Bonds:
12
Ring Count:
1
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.4815 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006627
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Tetraketide meroterpenoids
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 |
|---|---|---|---|---|
| Antitumor | inactivity | MDA-MB-231 cancer cell lines | In the cytotoxic assay, all compounds were inactive at 10 μM against the cell lines of A549, HeLa, and MDA-MB-231. | 10.3390/md22090392 Marine Drugs |
| Antibacterial | MIC | pathogenic bacteria (S. aureus, E. coli, P. aeruginosa, B. subtilis, V. parahaemolyticus, V. harveyi) | 8.0–64.0 μg/mL | 10.3390/md22090392 Marine Drugs |