SCS-C001536
Dysiherbol B
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Eremophilane sesquiterpenoids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Dysidea sp.
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Dysideidae
Genus
Dysidea
Species
NA
Xisha Islands
· -10m
DOI:
10.1021/acs.jnatprod.5b01079
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
346.5 Da
Threshold ≤ 500
ALogP
3.24
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H30O4
Molecular Weight:
346.5000 Da
SMILES:
C[C@@H]1CC[C@]2(C)[C@@]3(CC[C@H](O)[C@]2(C)O)c2c(O)ccc(O)c2C[C@@]13C
InChIKey:
QPSRERDGEWLCSV-VEAFNOERSA-N
InChI:
InChI=1S/C21H30O4/c1-12-7-9-19(3)20(4,25)16(24)8-10-21(19)17-13(11-18(12,21)2)14(22)5-6-15(17)23/h5-6,12,16,22-25H,7-11H2,1-4H3/t12-,16+,18+,19+,20+,21+/m1/s1
Calculated Properties
ALogP:
3.240 lipophilicity
TPSA:
80.92 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
4
(1 aromatic)
Chiral Centers:
6
Fsp³:
0.7143 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001536
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Eremophilane sesquiterpenoids
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 |
|---|---|---|---|---|
| Anti-inflammatory | — | NF-κB | 0.49 ± 0.03 μM | 10.1021/acs.jnatprod.5b01079 Journal of Natural Products |
| Antitumor | — | NCI H-930 (human myeloma cancer cell line) | 0.03 ± 0.03 μM | 10.1021/acs.jnatprod.5b01079 Journal of Natural Products |