SCS-C007505

popolohuanone B

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Drimane sesquiterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Dactylospongia elegans (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Dictyoceratida Family Thorectidae Genus Dactylospongia Species Dactylospongia elegans

South China Sea

DOI: 10.1002/cbdv.201800078 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

623.9 Da

Threshold ≤ 500

ALogP

10.30

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C42H57NO3

Molecular Weight:

623.9220 Da

SMILES:

C=C1CCC[C@H]2[C@](C)(Cc3cc(NC4=CC(=O)C=C(C[C@]5(C)[C@@H](C)CC[C@]6(C)C(C)=CCC[C@@H]56)C4=O)ccc3O)[C@@H](C)CC[C@]12C

InChIKey:

                        MKQOHWJNSHLMKV-DFRNTAFPSA-N
                        
                    

InChI:

InChI=1S/C42H57NO3/c1-26-11-9-13-36-39(26,5)19-17-28(3)41(36,7)24-30-21-32(15-16-35(30)45)43-34-23-33(44)22-31(38(34)46)25-42(8)29(4)18-20-40(6)27(2)12-10-14-37(40)42/h12,15-16,21-23,28-29,36-37,43,45H,1,9-11,13-14,17-20,24-25H2,2-8H3/t28-,29-,36+,37+,39+,40+,41+,42+/m0/s1

Calculated Properties

ALogP:

10.296 lipophilicity

TPSA:

66.40 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (1 aromatic)

Chiral Centers:

Fsp³:

0.6190 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007505

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

NPClassifier Class:

Drimane sesquiterpenoids

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	—	MCF-7 human cancer cell lines	None of these compounds showed significant cytotoxic activity at the concentration of 30 μM.	10.1002/cbdv.201800078 Chemistry & Biodiversity
Anti-inflammatory	inhibition rate	LPS-induced IL-6 production	Among the five metabolites, compound 2 showed the most potent inhibitory activity against the production of IL-6... at the concentration of 10 μM	10.1002/cbdv.201800078 Chemistry & Biodiversity

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