SCS-C000186

Kalihiacyloxyamide G

Pathway: Terpenoids Superclass: Diterpenoids Class: Serrulatane and Biflorane diterpenoids

Chemical Structure

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Download: SDF SMILES

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

518.7 Da

Threshold ≤ 500

ALogP

5.07

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C30H50N2O5

Molecular Weight:

518.7200 Da

SMILES:

CC1=C[C@H]2[C@@H](CC1)[C@@](C)(NC=O)CC[C@]2(C)[C@H]1CC[C@@H](C(C)(C)NC(=O)C(C)(C)OC(=O)CC(C)C)O1

InChIKey:

                        VFQLODLHGLIBHM-MUMDKLKUSA-N
                        
                    

InChI:

InChI=1S/C30H50N2O5/c1-19(2)16-25(34)37-28(6,7)26(35)32-27(4,5)23-12-13-24(36-23)29(8)14-15-30(9,31-18-33)21-11-10-20(3)17-22(21)29/h17-19,21-24H,10-16H2,1-9H3,(H,31,33)(H,32,35)/t21-,22+,23+,24-,29+,30+/m1/s1

Calculated Properties

ALogP:

5.074 lipophilicity

TPSA:

93.73 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.8333 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000186

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Serrulatane and Biflorane diterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

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	MDA-MB-231	13.4 μM	10.1016/j.phytochem.2022.113512 Phytochemistry

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