SCS-C007851

cinerol O

Pathway: Terpenoids Superclass: Sesquiterpenoids

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

356.5 Da

Threshold ≤ 500

ALogP

5.64

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C23H32O3

Molecular Weight:

356.5060 Da

SMILES:

C=C1CCC[C@H]2[C@](C)(Cc3cc(O)cc(C(C)=O)c3O)[C@@H](C)CC[C@]12C

InChIKey:

                        JUYFODIYLLIBLF-APQCTARYSA-N
                        
                    

InChI:

InChI=1S/C23H32O3/c1-14-7-6-8-20-22(14,4)10-9-15(2)23(20,5)13-17-11-18(25)12-19(16(3)24)21(17)26/h11-12,15,20,25-26H,1,6-10,13H2,2-5H3/t15-,20+,22+,23+/m0/s1

Calculated Properties

ALogP:

5.642 lipophilicity

TPSA:

57.53 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.6087 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007851

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

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, NO	5.0–20.0 μM	10.1021/acs.jnatprod.4c01293 Journal of Natural Products
Anti-inflammatory	—	NF-κB; COX-2	— Structured numeric value is not available in this record; see the primary reference.	10.1021/acs.jnatprod.4c01293 Journal of Natural Products

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