SCS-C007863

cinerol I

Pathway: Terpenoids Superclass: Diterpenoids Class: Colensane and Clerodane diterpenoids

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.9b00471 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

405.6 Da

Threshold ≤ 500

ALogP

6.73

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C27H35NO2

Molecular Weight:

405.5820 Da

SMILES:

CC(=O)c1cccn1-c1ccc(O)c(C[C@]2(C)[C@@H](C)CC[C@]3(C)C(C)=CCC[C@@H]23)c1

InChIKey:

                        WYTLCVOWOUGQAS-QSFFNLKPSA-N
                        
                    

InChI:

InChI=1S/C27H35NO2/c1-18-8-6-10-25-26(18,4)14-13-19(2)27(25,5)17-21-16-22(11-12-24(21)30)28-15-7-9-23(28)20(3)29/h7-9,11-12,15-16,19,25,30H,6,10,13-14,17H2,1-5H3/t19-,25+,26+,27+/m0/s1

Calculated Properties

ALogP:

6.727 lipophilicity

TPSA:

42.23 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.5185 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007863

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Colensane and Clerodane 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	—	human melanoma A375 cells	32.0 μM	10.1021/acs.jnatprod.9b00471 Journal of Natural Products

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