SCS-C008050

kalihinol-E

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

Chemical Structure

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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

393.0 Da

Threshold ≤ 500

ALogP

4.80

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H33ClN2O2

Molecular Weight:

392.9710 Da

SMILES:

CC1(C)O[C@@](C)([C@H]2CC[C@](C)(C#N)[C@H]3CC[C@@](C)(O)[C@H](C#N)[C@@H]32)CC[C@H]1Cl

InChIKey:

                        UYWJZBDANPVSDN-KJPIEALLSA-N
                        
                    

InChI:

InChI=1S/C22H33ClN2O2/c1-19(2)17(23)8-11-22(5,27-19)15-6-9-20(3,13-25)14-7-10-21(4,26)16(12-24)18(14)15/h14-18,26H,6-11H2,1-5H3/t14-,15-,16+,17+,18-,20+,21+,22+/m0/s1

Calculated Properties

ALogP:

4.798 lipophilicity

TPSA:

77.04 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.9091 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008050

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

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