SCS-C000923
chartarene B
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Trichothecane sesquiterpenoids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Stachybotrys chartarum
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Stachybotryaceae
Genus
Stachybotrys
Species
Stachybotrys chartarum
Weizhou Island
DOI:
10.1039/c6ra26956g
· RSC Advances
Drug-likeness (Lipinski Ro5)
Molecular Weight
282.4 Da
Threshold ≤ 500
ALogP
1.65
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H26O4
Molecular Weight:
282.3700 Da
SMILES:
CO[C@H]1C[C@@H](O)[C@]2(C)[C@@]3(C)CCC(C)=C[C@H]3O[C@]12CO
InChIKey:
HUOIYUNHZSQGOK-OWDFPOFWSA-N
InChI:
InChI=1S/C16H26O4/c1-10-5-6-14(2)12(7-10)20-16(9-17)13(19-4)8-11(18)15(14,16)3/h7,11-13,17-18H,5-6,8-9H2,1-4H3/t11-,12-,13+,14+,15-,16-/m1/s1
Calculated Properties
ALogP:
1.649 lipophilicity
TPSA:
58.92 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
3
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.8750 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000923
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Trichothecane sesquiterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
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 | — | HCT-116, HepG2, BGC-823, NCI-H1650, A2780 | 0.01–10.0 μM | 10.1039/c6ra26956g RSC Advances |