SCS-C007326

(1R,3R,5S,7R,9S,10E,13S,14R)-13-hydroxy-5,10,14-trimethyl-17-methylidene-4,8,15-trioxatetracyclo[12.3.2.0^{7,9}.0^{3,5}]nonadec-10-en-16-one

Pathway: Terpenoids Superclass: Diterpenoids Class: Cembrane diterpenoids

Chemical Structure

$Structure of (1R,3R,5S,7R,9S,10E,13S,14R)-13-hydroxy-5,10,14-trimethyl-17-methylidene-4,8,15-trioxatetracyclo[12.3.2.0^{7,9}.0^{3,5}]nonadec-10-en-16-one$

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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: 10.1016/s1875-5364(26)61191-0 · Chinese Journal of Natural Medicines

Drug-likeness (Lipinski Ro5)

Molecular Weight

348.4 Da

Threshold ≤ 500

ALogP

2.67

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H28O5

Molecular Weight:

348.4390 Da

SMILES:

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

InChIKey:

                        BDYZHYUSWJYITQ-MJGJTOAHSA-N
                        
                    

InChI:

InChI=1S/C20H28O5/c1-11-5-6-15(21)19(3)8-7-13(12(2)18(22)25-19)9-16-20(4,24-16)10-14-17(11)23-14/h5,13-17,21H,2,6-10H2,1,3-4H3/b11-5+/t13-,14-,15+,16-,17+,19-,20+/m1/s1

Calculated Properties

ALogP:

2.671 lipophilicity

TPSA:

71.59 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.7500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007326

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.

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