SCS-C006373

kremfielin B

Pathway: Terpenoids Superclass: Diterpenoids Class: Eunicellane diterpenoids

Chemical Structure

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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

466.6 Da

Threshold ≤ 500

ALogP

3.20

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C26H42O7

Molecular Weight:

466.6150 Da

SMILES:

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

InChIKey:

                        WHPMJYWSXIGCFQ-OZQLZQBASA-N
                        
                    

InChI:

InChI=1S/C26H42O7/c1-8-9-17(27)24(29)33-25(5)13-12-18(31-7)26(6,30)22(28)21-19-15(4)10-11-16(14(2)3)20(19)23(25)32-21/h14,16,18-23,28,30H,4,8-13H2,1-3,5-7H3/t16-,18-,19+,20-,21+,22+,23-,25-,26-/m1/s1

Calculated Properties

ALogP:

3.200 lipophilicity

TPSA:

102.29 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.8462 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006373

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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