SCS-C002893

(1R,2E,6E,11S,14S)-3,7,11,15,15-pentamethylbicyclo[12.1.0]pentadeca-2,6-diene-4,9-dione

Pathway: Terpenoids Superclass: Diterpenoids Class: Cembrane diterpenoids

Chemical Structure

Structure of (1R,2E,6E,11S,14S)-3,7,11,15,15-pentamethylbicyclo[12.1.0]pentadeca-2,6-diene-4,9-dione

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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

Sinularia depressa (soft coral)

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

Hainan Island

DOI: 10.1021/np900484k · Journal of Natural Products

Sinularia erecta (soft coral)

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

South China Sea

DOI: 10.1016/j.bioorg.2021.105028 · Bioorganic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

302.5 Da

Threshold ≤ 500

ALogP

4.89

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H30O2

Molecular Weight:

302.4580 Da

SMILES:

C/C1=C\CC(=O)/C(C)=C/[C@@H]2[C@H](CC[C@H](C)CC(=O)C1)C2(C)C

InChIKey:

                        HVUQARQVJLOZSN-IMJCGNIVSA-N
                        
                    

InChI:

InChI=1S/C20H30O2/c1-13-6-8-17-18(20(17,4)5)12-15(3)19(22)9-7-14(2)11-16(21)10-13/h7,12-13,17-18H,6,8-11H2,1-5H3/b14-7+,15-12+/t13-,17-,18+/m0/s1

Calculated Properties

ALogP:

4.890 lipophilicity

TPSA:

34.14 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.7000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002893

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 CMNPD: CMNPD20373

Biological Activity Data

No bioactivity data available for this compound.

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