SCS-C005185

briaexcavatolide N

Pathway: Terpenoids Superclass: Diterpenoids Class: Briarane diterpenoids

Chemical Structure

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Source Information

Briareum stechei (NA)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Scleralcyonacea Family Briareidae Genus Briareum Species Briareum stechei

Nanwan, Pingtung

DOI: 10.1021/np000287d · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

480.5 Da

Threshold ≤ 500

ALogP

0.03

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H32O10

Molecular Weight:

480.5100 Da

SMILES:

CC(=O)O[C@@H]1[C@H](C)[C@@H]2[C@@H](OC(C)=O)[C@@]3(O)[C@H](/C=C(CO)\C=C/[C@H](O)[C@@]2(C)[C@H]2O[C@@H]12)OC(=O)[C@@H]3C

InChIKey:

                        WVANZYSYMWBAHQ-GVPDRUTQSA-N
                        
                    

InChI:

InChI=1S/C24H32O10/c1-10-17-20(32-13(4)27)24(30)11(2)22(29)33-16(24)8-14(9-25)6-7-15(28)23(17,5)21-19(34-21)18(10)31-12(3)26/h6-8,10-11,15-21,25,28,30H,9H2,1-5H3/b7-6-,14-8+/t10-,11+,15+,16+,17-,18-,19+,20-,21+,23-,24+/m1/s1

Calculated Properties

ALogP:

0.031 lipophilicity

TPSA:

152.12 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.7083 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005185

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Briarane diterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD12089

Biological Activity Data

No bioactivity data available for this compound.

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