SCS-C007254

sarcophytonolide Q

Pathway: Terpenoids Superclass: Diterpenoids Class: Cembrane diterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Sarcophyton trocheliophorum (NA)

Original source name: Sarcophyton trocheliophorum Marenzeller

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

South China Sea · -20 m

DOI: 10.1016/j.bmc.2013.06.043 · Bioorganic & Medicinal Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

394.5 Da

Threshold ≤ 500

ALogP

3.23

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H34O6

Molecular Weight:

394.5080 Da

SMILES:

COC(=O)/C1=C\CC[C@](C)(O)[C@H](O)CC/C(C(=O)OC)=C\C=C(/C(C)C)CC1

InChIKey:

                        VRJMJUCQLYGVBY-JITFZGDKSA-N
                        
                    

InChI:

InChI=1S/C22H34O6/c1-15(2)16-8-10-17(20(24)27-4)7-6-14-22(3,26)19(23)13-12-18(11-9-16)21(25)28-5/h7,9,11,15,19,23,26H,6,8,10,12-14H2,1-5H3/b16-9-,17-7-,18-11+/t19-,22+/m1/s1

Calculated Properties

ALogP:

3.234 lipophilicity

TPSA:

93.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.6364 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007254

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

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
Enzyme inhibition	IC50	human protein tyrosine phosphatase 1B (PTP1B)	>= 20.0 μg/mL	10.1016/j.bmc.2013.06.043 Bioorganic & Medicinal Chemistry

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