SCS-C000935

sibogin B

Pathway: Terpenoids Superclass: Diterpenoids Class: Eunicellane diterpenoids

Chemical Structure

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Source Information

Muricella sibogae (gorgonian)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Anthogorgiidae Genus Muricella Species Muricella sibogae

Weizhou Island

DOI: 10.1002/hlca.201200489 · Helvetica Chimica Acta

Drug-likeness (Lipinski Ro5)

Molecular Weight

538.6 Da

Threshold ≤ 500

ALogP

3.02

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C28H42O10

Molecular Weight:

538.6000 Da

SMILES:

CC(=O)O[C@H]1CC[C@@](C)(OC(C)=O)[C@@H]2O[C@H](C[C@]1(C)O)[C@H]1C(C)=C[C@@H](OC(C)=O)[C@H](C(C)(C)OC(C)=O)[C@H]12

InChIKey:

                        FOXVIXDZIOOUSS-KPQFFYNKSA-N
                        
                    

InChI:

InChI=1S/C28H42O10/c1-14-12-19(34-15(2)29)24(26(6,7)37-17(4)31)23-22(14)20-13-27(8,33)21(35-16(3)30)10-11-28(9,25(23)36-20)38-18(5)32/h12,19-25,33H,10-11,13H2,1-9H3/t19-,20-,21+,22-,23+,24+,25-,27+,28-/m1/s1

Calculated Properties

ALogP:

3.024 lipophilicity

TPSA:

134.66 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7857 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000935

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Eunicellane 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
Antitumor	—	P388, BEL-7402	— Structured numeric value is not available in this record; see the primary reference.	10.1002/hlca.201200489 Helvetica Chimica Acta

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