SCS-C008152
insulicolide A
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Drimane 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
Aspergillus sclerotiorum
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus sclerotiorum
South China Sea
DOI:
10.3390/md24040128
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
433.5 Da
Threshold ≤ 500
ALogP
2.23
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H27NO8
Molecular Weight:
433.4570 Da
SMILES:
C[C@]1(CO)CCC[C@@]2(C)[C@H]1[C@H](OC(=O)c1ccc([N+](=O)[O-])cc1)CC1C(=O)OC[C@@]12O
InChIKey:
BUAZXGLYUBQHHV-ZDPOCOSBSA-N
InChI:
InChI=1S/C22H27NO8/c1-20(11-24)8-3-9-21(2)17(20)16(10-15-19(26)30-12-22(15,21)27)31-18(25)13-4-6-14(7-5-13)23(28)29/h4-7,15-17,24,27H,3,8-12H2,1-2H3/t15?,16-,17+,20-,21+,22-/m1/s1
Calculated Properties
ALogP:
2.233 lipophilicity
TPSA:
136.20 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
8
Rotatable Bonds:
4
Ring Count:
4
(1 aromatic)
Chiral Centers:
6
Fsp³:
0.6364 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008152
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Drimane 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 | inhibition | K562, Molt-4, Hela, and HL60 | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md24040128 Marine Drugs |