SCS-C007848

cinerol L

Pathway: Terpenoids Superclass: Pseudoalkaloids

Chemical Structure

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Source Information

Dysidea cinerea (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Dictyoceratida Family Dysideidae Genus Dysidea Species Dysidea cinerea

South China Sea · 15 m

DOI: 10.1021/acs.jnatprod.4c01293 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

486.7 Da

Threshold ≤ 500

ALogP

4.47

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H38N2O4S

Molecular Weight:

486.6780 Da

SMILES:

CC1=CCC[C@H]2[C@](C)(Cc3cc4c(cc3O)[n+](CCS(=O)(=O)[O-])c3n4CCC3)[C@@H](C)CC[C@]12C

InChIKey:

                        VYIGQXSSJFGFDT-ISCKJPLLSA-N
                        
                    

InChI:

InChI=1S/C27H38N2O4S/c1-18-7-5-8-24-26(18,3)11-10-19(2)27(24,4)17-20-15-21-22(16-23(20)30)29(13-14-34(31,32)33)25-9-6-12-28(21)25/h7,15-16,19,24H,5-6,8-14,17H2,1-4H3,(H-,30,31,32,33)/t19-,24+,26+,27+/m0/s1

Calculated Properties

ALogP:

4.467 lipophilicity

TPSA:

86.24 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.6667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007848

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Pseudoalkaloids

NPClassifier Class:

N/A

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
Anti-inflammatory	IC50	TNF-α, IL-6, PGE2	5.0–20.0 μM	10.1021/acs.jnatprod.4c01293 Journal of Natural Products

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