SCS-C000924
chartarene C
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
266.3 Da
Threshold ≤ 500
ALogP
1.36
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:
C15H22O4
Molecular Weight:
266.3370 Da
SMILES:
CC1=C[C@]23O[C@@H]4C[C@@H](O)[C@](C)([C@@]2(C)CC1)[C@]4(CO)O3
InChIKey:
JIJNSMKVZQMTNR-BXLXJSPXSA-N
InChI:
InChI=1S/C15H22O4/c1-9-4-5-12(2)13(3)10(17)6-11-14(13,8-16)19-15(12,7-9)18-11/h7,10-11,16-17H,4-6,8H2,1-3H3/t10-,11-,12-,13-,14-,15-/m1/s1
Calculated Properties
ALogP:
1.360 lipophilicity
TPSA:
58.92 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
4
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.8667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000924
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 |