SCS-C006369

trocheliolide B

Pathway: Terpenoids Superclass: Diterpenoids Class: Cembrane diterpenoids

Chemical Structure

Loading 3D structure...

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

Sarcophyton elegans (NA)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Alcyoniidae Genus Sarcophyton Species Sarcophyton elegans

South China Sea

DOI: 10.3390/md20090574 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

374.5 Da

Threshold ≤ 500

ALogP

4.17

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H30O5

Molecular Weight:

374.4770 Da

SMILES:

CC(=O)O[C@H]1/C=C(\C)CC[C@H]2O[C@]2(C)CCC2=C(C)C(=O)O[C@H]2/C=C(\C)C1

InChIKey:

                        IKQAYJYUERLYHC-QAQAQLKGSA-N
                        
                    

InChI:

InChI=1S/C22H30O5/c1-13-6-7-20-22(5,27-20)9-8-18-15(3)21(24)26-19(18)12-14(2)11-17(10-13)25-16(4)23/h10,12,17,19-20H,6-9,11H2,1-5H3/b13-10+,14-12+/t17-,19-,20+,22+/m0/s1

Calculated Properties

ALogP:

4.174 lipophilicity

TPSA:

65.13 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.6364 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006369

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Cembrane diterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds