SCS-C006375

litophynol D

Pathway: Terpenoids Superclass: Diterpenoids Class: Eunicellane diterpenoids

Chemical Structure

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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

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

480.6 Da

Threshold ≤ 500

ALogP

3.97

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C26H40O8

Molecular Weight:

480.5980 Da

SMILES:

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

InChIKey:

                        IMQMTRNAXYIASX-VKGYKXKPSA-N
                        
                    

InChI:

InChI=1S/C26H40O8/c1-8-9-19(28)31-22-16(5)18(34-30)11-12-25(7,33-17(6)27)24-21-20(23(22)32-24)15(4)10-13-26(21,29)14(2)3/h14,18,20-24,29-30H,4-5,8-13H2,1-3,6-7H3/t18-,20+,21-,22-,23+,24-,25-,26+/m1/s1

Calculated Properties

ALogP:

3.965 lipophilicity

TPSA:

111.52 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7692 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006375

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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