SCS-C001535

Dysiherbol A

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Eremophilane sesquiterpenoids

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

330.5 Da

Threshold ≤ 500

ALogP

4.27

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H30O3

Molecular Weight:

330.5000 Da

SMILES:

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

InChIKey:

                        KZOZFNNSDNJQOZ-HMZXVTOGSA-N
                        
                    

InChI:

InChI=1S/C21H30O3/c1-13-8-11-19(3)20(4,24)9-5-10-21(19)17-14(12-18(13,21)2)15(22)6-7-16(17)23/h6-7,13,22-24H,5,8-12H2,1-4H3/t13-,18+,19+,20+,21+/m1/s1

Calculated Properties

ALogP:

4.269 lipophilicity

TPSA:

60.69 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.7143 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001535

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

NPClassifier Class:

Eremophilane sesquiterpenoids

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-929 (human myeloma cancer cell line)	0.02 ± 0.02 μM	10.1021/acs.jnatprod.5b01079 Journal of Natural Products

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