SCS-C008047

kalihinene

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.

Download: SDF SMILES

Source Information

Phyllidiella pustulosa (nudibranch)

Kingdom Metazoa Phylum Mollusca Class Gastropoda Order Nudibranchia Family Phyllidiidae Genus Phyllidiella Species Phyllidiella pustulosa

South China Sea · 20 m

DOI: 10.1021/np0400961 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

340.5 Da

Threshold ≤ 500

ALogP

5.68

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C22H32N2O

Molecular Weight:

340.5110 Da

SMILES:

[C-]#[N+]C(C)(C)[C@H]1CC[C@@](C)([C@@H]2CC[C@@](C)([N+]#[C-])[C@H]3CCC(C)=C[C@@H]23)O1

InChIKey:

                        WSPJFMZOFNQTAT-NBIPDHRESA-N
                        
                    

InChI:

InChI=1S/C22H32N2O/c1-15-8-9-17-16(14-15)18(10-12-21(17,4)24-7)22(5)13-11-19(25-22)20(2,3)23-6/h14,16-19H,8-13H2,1-5H3/t16-,17+,18-,19-,21-,22+/m1/s1

Calculated Properties

ALogP:

5.683 lipophilicity

TPSA:

17.95 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.8182 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008047

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
Ecological activity	—	Carassius auratus (goldfish)	50.0 μg/cm2	10.1021/np0400961 Journal of Natural Products

Back to Compounds