SCS-C007664

(1R,3S,5S,7E,9R,12S,13R)-9-hydroperoxy-5,9,13-trimethyl-16-methylidene-15-oxo-4,14-dioxatricyclo[11.3.2.0^{3,5}]octadec-7-en-12-yl acetate

Pathway: Terpenoids Superclass: Diterpenoids Class: Cembrane diterpenoids

Chemical Structure

$Structure of (1R,3S,5S,7E,9R,12S,13R)-9-hydroperoxy-5,9,13-trimethyl-16-methylidene-15-oxo-4,14-dioxatricyclo[11.3.2.0^{3,5}]octadec-7-en-12-yl acetate$

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Source Information

Sinularia pedunculata (soft coral)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Sinulariidae Genus Sinularia Species Sinularia pedunculata

South China Sea

DOI: 10.1002/cbdv.202401146 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

408.5 Da

Threshold ≤ 500

ALogP

3.72

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H32O7

Molecular Weight:

408.4910 Da

SMILES:

C=C1C(=O)O[C@]2(C)CC[C@@H]1C[C@@H]1O[C@@]1(C)C/C=C/[C@](C)(OO)CC[C@@H]2OC(C)=O

InChIKey:

                        FAHUDUVWJUBJRS-QSEBMAHISA-N
                        
                    

InChI:

InChI=1S/C22H32O7/c1-14-16-7-12-22(5,28-19(14)24)17(26-15(2)23)8-11-20(3,29-25)9-6-10-21(4)18(13-16)27-21/h6,9,16-18,25H,1,7-8,10-13H2,2-5H3/b9-6+/t16-,17+,18+,20+,21+,22-/m1/s1

Calculated Properties

ALogP:

3.722 lipophilicity

TPSA:

94.59 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7273 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007664

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
Antiviral	HBV inhibition	hepatitis B virus	— Structured numeric value is not available in this record; see the primary reference.	10.1002/cbdv.202401146 Chemistry & Biodiversity

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