SCS-C007310

ircinrimane B

Pathway: Terpenoids Superclass: Diterpenoids Class: Cassane 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

355.5 Da

Threshold ≤ 500

ALogP

5.58

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C22H29NO3

Molecular Weight:

355.4780 Da

SMILES:

CC1=CCC[C@H]2[C@@H](C)[C@@](C)(Cc3c(O)c(O)cc4ncoc34)CC[C@]12C

InChIKey:

                        CIUFOPQXUKRDEF-NSAJDELNSA-N
                        
                    

InChI:

InChI=1S/C22H29NO3/c1-13-6-5-7-16-14(2)21(3,8-9-22(13,16)4)11-15-19(25)18(24)10-17-20(15)26-12-23-17/h6,10,12,14,16,24-25H,5,7-9,11H2,1-4H3/t14-,16+,21-,22-/m1/s1

Calculated Properties

ALogP:

5.580 lipophilicity

TPSA:

66.49 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.5909 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007310

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Cassane 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	5.59 μmol·L?1	10.1016/j.cjnm.2025.100012 Chinese Journal of Natural Medicines
Anti-inflammatory	—	zebrafish	— Structured numeric value is not available in this record; see the primary reference.	10.1016/j.cjnm.2025.100012 Chinese Journal of Natural Medicines

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