SCS-C006371

litophynol A

Pathway: Terpenoids Superclass: Diterpenoids Class: Eunicellane diterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Cladiella krempfi (soft coral)

Original source name: Cladiella krempfi (identified as C. krempfin in specimen text)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Cladiellidae Genus Cladiella Species Cladiella krempfi

Beibu Gulf · 15 m · east longitude 109°22′5.9″, northern latitude 17°10′49.7″

DOI: 10.3390/md20060381 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

406.6 Da

Threshold ≤ 500

ALogP

3.78

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H38O5

Molecular Weight:

406.5630 Da

SMILES:

C=C1CC[C@H](C(C)C)[C@@H]2[C@H]1[C@@H]1O[C@H]2[C@](C)(O)CC[C@@H](O)C(=C)[C@H]1OC(=O)CCC

InChIKey:

                        YVDGAEJFADPHMO-GZIMIAIKSA-N
                        
                    

InChI:

InChI=1S/C24H38O5/c1-7-8-18(26)28-21-15(5)17(25)11-12-24(6,27)23-20-16(13(2)3)10-9-14(4)19(20)22(21)29-23/h13,16-17,19-23,25,27H,4-5,7-12H2,1-3,6H3/t16-,17-,19+,20-,21-,22+,23-,24-/m1/s1

Calculated Properties

ALogP:

3.782 lipophilicity

TPSA:

75.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7917 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006371

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Eunicellane 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	A549 human lung cancer tumor cells	> 20.0 μM	10.3390/md20060381 Marine Drugs
Receptor / Signaling modulation	IC50	epidermal growth factor receptor (EGFR)	> 20.0 μM	10.3390/md20060381 Marine Drugs

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