SCS-C000519

satratoxin F

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Trichothecane sesquiterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Stachybotrys chartarum (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Stachybotryaceae Genus Stachybotrys Species Stachybotrys chartarum

South China Sea

DOI: 10.1038/s41429-020-00386-y · The Journal of Antibiotics

Drug-likeness (Lipinski Ro5)

Molecular Weight

542.6 Da

Threshold ≤ 500

ALogP

1.49

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H34O10

Molecular Weight:

542.6000 Da

SMILES:

CC(=O)C12/C=C\C=C/C(=O)OC3CC4OC5C=C(C)CCC5(COC(=O)C5OC5(CCO1)C2O)C3(C)C41CO1

InChIKey:

                        SJCPVUVBUQDGKN-VXWIUBPCSA-N
                        
                    

InChI:

InChI=1S/C29H34O10/c1-16-7-9-26-14-34-23(32)22-28(39-22)10-11-35-27(17(2)30,24(28)33)8-5-4-6-21(31)38-18-13-20(37-19(26)12-16)29(15-36-29)25(18,26)3/h4-6,8,12,18-20,22,24,33H,7,9-11,13-15H2,1-3H3/b6-4-,8-5-

Calculated Properties

ALogP:

1.487 lipophilicity

TPSA:

133.42 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (0 aromatic)

Chiral Centers:

Fsp³:

0.6897 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000519

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

NPClassifier Class:

Trichothecane 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
Antibacterial	MIC	MRSA ATCC 29213	39.0 μg/mL	10.1038/s41429-020-00386-y The Journal of Antibiotics
Antitumor	IC50	MDA-MB231; C4-2B; MDA-MB-468; A549	< 39.0 nM	10.1038/s41429-020-00386-y The Journal of Antibiotics

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