SCS-C000922
chartarene A
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Trichothecane sesquiterpenoids
Glycoside
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
398.5 Da
Threshold ≤ 500
ALogP
0.88
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H34O7
Molecular Weight:
398.5000 Da
SMILES:
CC1=C[C@@H]2O[C@]3(CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)CCC[C@]3(C)[C@@]2(C)CC1
InChIKey:
RHSWUVSQGOLHGB-OZVDZDPVSA-N
InChI:
InChI=1S/C21H34O7/c1-12-5-8-19(2)14(9-12)28-21(7-4-6-20(19,21)3)11-26-18-17(25)16(24)15(23)13(10-22)27-18/h9,13-18,22-25H,4-8,10-11H2,1-3H3/t13-,14+,15-,16+,17+,18-,19+,20-,21+/m1/s1
Calculated Properties
ALogP:
0.877 lipophilicity
TPSA:
108.61 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
7
Rotatable Bonds:
4
Ring Count:
4
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.9048 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000922
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Trichothecane sesquiterpenoids
Glycoside:
Yes
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 |