SCS-C007316

ircinrimane H

Pathway: Terpenoids Superclass: Diterpenoids Class: Halimane diterpenoids

Chemical Structure

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Source Information

Ircinia sp. (marine sponge)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Dictyoceratida Family Irciniidae Genus Ircinia Species Ircinia sp.

South China Sea

DOI: 10.1016/j.cjnm.2025.100012 · Chinese Journal of Natural Medicines

Drug-likeness (Lipinski Ro5)

Molecular Weight

413.6 Da

Threshold ≤ 500

ALogP

5.66

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C26H39NO3

Molecular Weight:

413.6020 Da

SMILES:

CC[C@@H](C)CNC1=CC(=O)C(O)=C(C[C@@]2(C)CC[C@]3(C)C(C)=CCC[C@H]3[C@H]2C)C1=O

InChIKey:

                        FSGQESWIUSIABU-ITPQVNOMSA-N
                        
                    

InChI:

InChI=1S/C26H39NO3/c1-7-16(2)15-27-21-13-22(28)24(30)19(23(21)29)14-25(5)11-12-26(6)17(3)9-8-10-20(26)18(25)4/h9,13,16,18,20,27,30H,7-8,10-12,14-15H2,1-6H3/t16-,18-,20+,25-,26-/m1/s1

Calculated Properties

ALogP:

5.659 lipophilicity

TPSA:

66.40 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.6923 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007316

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Halimane 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	K562 (human erythroleukemic cancer) cell line	5.78 μmol·L?1	10.1016/j.cjnm.2025.100012 Chinese Journal of Natural Medicines
Antitumor	IC50	MDA-MB-231 (human breast cancer) cell line	9.5 μmol·L?1	10.1016/j.cjnm.2025.100012 Chinese Journal of Natural Medicines
Antitumor	IC50	NCI-H446 (Human small cell lung cancer) cell line	21.44 μmol·L?1	10.1016/j.cjnm.2025.100012 Chinese Journal of Natural Medicines

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