SCS-C006423
asperindole G
Pathway: Alkaloids | Terpenoids
Superclass: Tryptophan alkaloids
Class: Indole-Diterpenoid alkaloids (Penitrems)
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Aspergillus candidus
(Aspergillus)
Original source name: Aspergillus candidus | A. candidus
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus candidus
South China Sea
DOI:
10.3390/md19050281
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
570.1 Da
Threshold ≤ 500
ALogP
4.03
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C31H36ClNO7
Molecular Weight:
570.0820 Da
SMILES:
CC(C)(O)C(=O)OC[C@](C)(O)[C@H]1OC2=CC[C@@]3(C)[C@@](O)(CC[C@H]4Cc5c([nH]c6cc(Cl)ccc56)[C@@]43C)C2=CC1=O
InChIKey:
AYHBNFANAYBFAR-MDDNRXPJSA-N
InChI:
InChI=1S/C31H36ClNO7/c1-27(2,36)26(35)39-15-28(3,37)25-22(34)14-20-23(40-25)9-10-29(4)30(5)16(8-11-31(20,29)38)12-19-18-7-6-17(32)13-21(18)33-24(19)30/h6-7,9,13-14,16,25,33,36-38H,8,10-12,15H2,1-5H3/t16-,25-,28-,29+,30+,31+/m0/s1
Calculated Properties
ALogP:
4.029 lipophilicity
TPSA:
129.08 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
7
Rotatable Bonds:
4
Ring Count:
6
(2 aromatic)
Chiral Centers:
6
Fsp³:
0.5484 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006423
NPClassifier Pathway:
Alkaloids
Terpenoids
NPClassifier Superclass:
Tryptophan alkaloids
NPClassifier Class:
Indole-Diterpenoid alkaloids (Penitrems)
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 |
|---|---|---|---|---|
| Neuroprotective / Neuromodulatory | modulation of spontaneous Ca2+ oscillations (SCOs) and 4-aminopyridine (4-AP) hyperexcited neuronal activity | primary cultured cortical neuronal network | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md19050281 Marine Drugs |