SCS-C008049

kalihinol-A

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

5.09

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C22H33ClN2O2

Molecular Weight:

392.9710 Da

SMILES:

[C-]#[N+][C@@H]1[C@@H]2[C@@H]([C@@]3(C)CC[C@@H](Cl)C(C)(C)O3)CC[C@](C)([N+]#[C-])[C@H]2CC[C@@]1(C)O

InChIKey:

                        ULUHGZAAPMJKNO-JVKCDKLRSA-N
                        
                    

InChI:

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

Calculated Properties

ALogP:

5.095 lipophilicity

TPSA:

38.18 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-C008049

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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