SCS-C006374

litophynin E

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

436.6 Da

Threshold ≤ 500

ALogP

3.58

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H40O6

Molecular Weight:

436.5890 Da

SMILES:

C=C1CC[C@H](C(C)C)[C@@H]2[C@H]1[C@H]1C[C@](C)(O)[C@H](O)CC[C@@](C)(OC(=O)C(=O)CCC)[C@@H]2O1

InChIKey:

                        YOXVYVXCNPGIIC-AIMJDMQMSA-N
                        
                    

InChI:

InChI=1S/C25H40O6/c1-7-8-17(26)23(28)31-25(6)12-11-19(27)24(5,29)13-18-20-15(4)9-10-16(14(2)3)21(20)22(25)30-18/h14,16,18-22,27,29H,4,7-13H2,1-3,5-6H3/t16-,18-,19-,20-,21-,22-,24+,25-/m1/s1

Calculated Properties

ALogP:

3.575 lipophilicity

TPSA:

93.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.8400 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006374

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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