SCS-C007855

cinerol A

Pathway: Terpenoids Superclass: Meroterpenoids

Chemical Structure

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Download: SDF SMILES

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

378.6 Da

Threshold ≤ 500

ALogP

6.03

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C25H34N2O

Molecular Weight:

378.5600 Da

SMILES:

CC1=CCC[C@H]2[C@](C)(Cc3cc(O)cc4nc5n(c34)CCC5)[C@@H](C)CC[C@]12C

InChIKey:

                        RRYHWMVPXWLFQR-CMEURUHUSA-N
                        
                    

InChI:

InChI=1S/C25H34N2O/c1-16-7-5-8-21-24(16,3)11-10-17(2)25(21,4)15-18-13-19(28)14-20-23(18)27-12-6-9-22(27)26-20/h7,13-14,17,21,28H,5-6,8-12,15H2,1-4H3/t17-,21+,24+,25+/m0/s1

Calculated Properties

ALogP:

6.029 lipophilicity

TPSA:

38.05 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.6400 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007855

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Meroterpenoids

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
Other specified activity	—	—	Previous chemical investigation of the XD15405 extract provided 11 new nitrogen-containing SQ meroterpenoids with kinase inhibitory activity, cinerols A?K	10.1021/acs.jnatprod.4c01293 Journal of Natural Products

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