SCS-C001537

Dysiherbol C

Pathway: Terpenoids Superclass: Meroterpenoids

Chemical Structure

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Source Information

Dysidea sp. (NA)

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

Xisha Islands · -10m

DOI: 10.1021/acs.jnatprod.5b01079 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

344.4 Da

Threshold ≤ 500

ALogP

3.45

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H28O4

Molecular Weight:

344.4000 Da

SMILES:

C[C@@H]1CC[C@]2(C)[C@@]3(CCC(=O)[C@]2(C)O)c2c(O)ccc(O)c2C[C@@]13C

InChIKey:

                        CUPVMMYPQCVRBM-UUVDMVIRSA-N
                        
                    

InChI:

InChI=1S/C21H28O4/c1-12-7-9-19(3)20(4,25)16(24)8-10-21(19)17-13(11-18(12,21)2)14(22)5-6-15(17)23/h5-6,12,22-23,25H,7-11H2,1-4H3/t12-,18+,19+,20+,21+/m1/s1

Calculated Properties

ALogP:

3.448 lipophilicity

TPSA:

77.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.6667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001537

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
Anti-inflammatory	—	NF-κB	0.49 ± 0.03 μM	10.1021/acs.jnatprod.5b01079 Journal of Natural Products
Antitumor	—	NCI H-931 (human myeloma cancer cell line)	0.04 ± 0.04 μM	10.1021/acs.jnatprod.5b01079 Journal of Natural Products

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