SCS-C000551

chaxine C

Pathway: Terpenoids Superclass: Steroids Class: Ergostane steroids

Chemical Structure

Loading 3D structure...

3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Aspergillus sp. (coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species NA

South China Sea

DOI: 10.1002/cbdv.201400321 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

440.6 Da

Threshold ≤ 500

ALogP

6.01

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C28H40O4

Molecular Weight:

440.6000 Da

SMILES:

CC(C)C(C)/C=C/C(C)[C@H]1CC[C@H]2/C(=C/C(=O)OC3(C)CCC=CC3=O)C(=O)CC[C@]12C

InChIKey:

                        HHOHGMGBNVADCJ-JHGRJPAVSA-N
                        
                    

InChI:

InChI=1S/C28H40O4/c1-18(2)19(3)10-11-20(4)22-12-13-23-21(24(29)14-16-27(22,23)5)17-26(31)32-28(6)15-8-7-9-25(28)30/h7,9-11,17-20,22-23H,8,12-16H2,1-6H3/b11-10+,21-17-/t19?,20?,22-,23+,27-,28?/m1/s1

Calculated Properties

ALogP:

6.014 lipophilicity

TPSA:

60.44 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.6786 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000551

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Steroids

NPClassifier Class:

Ergostane steroids

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
Antifouling	EC50	larval settlement of barnacle Balanus amphitrite	2.5 μg/mL	10.1002/cbdv.201400321 Chemistry & Biodiversity

Back to Compounds