SCS-C000184
Kalihiacyloxyamide E
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Serrulatane and Biflorane diterpenoids
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
Acanthella cavernosa
(sponge)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Bubarida
Family
Dictyonellidae
Genus
Acanthella
Species
Acanthella cavernosa
Xisha Islands
· -20m
· 111°42'E, 16°33'N
DOI:
10.1016/j.phytochem.2022.113512
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
587.2 Da
Threshold ≤ 500
ALogP
5.86
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C33H47ClN2O5
Molecular Weight:
587.1900 Da
SMILES:
[C-]#[N+][C@@H]1[C@@H]2[C@@H]([C@@]3(C)CC[C@H](Cl)C(C)(C)O3)CC[C@](C)(NC(=O)C(C)(C)OC(=O)Cc3ccccc3)[C@H]2CC[C@@]1(C)O
InChIKey:
KSTKZFQJVVGTDZ-XMYINMSFSA-N
InChI:
InChI=1S/C33H47ClN2O5/c1-29(2)24(34)16-19-33(7,41-29)23-14-17-31(5,22-15-18-32(6,39)27(35-8)26(22)23)36-28(38)30(3,4)40-25(37)20-21-12-10-9-11-13-21/h9-13,22-24,26-27,39H,14-20H2,1-7H3,(H,36,38)/t22-,23-,24-,26-,27+,31-,32+,33+/m0/s1
Calculated Properties
ALogP:
5.856 lipophilicity
TPSA:
89.22 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
6
Ring Count:
4
(1 aromatic)
Chiral Centers:
8
Fsp³:
0.7273 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000184
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Serrulatane and Biflorane diterpenoids
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 | IC50 | K562 | 6.3 μM | 10.1016/j.phytochem.2022.113512 Phytochemistry |
| Antitumor | IC50 | MDA-MB-231 | 7.3 μM | 10.1016/j.phytochem.2022.113512 Phytochemistry |