SCS-C005969
fungichromin B
Pathway: Polyketides
Superclass: Macrolides
Class: Polyene macrolides
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
Streptomyces albogriseolus
(bacterial symbiont)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces albogriseolus
South China Sea
DOI:
10.1007/s10482-013-9890-8
· Antonie van Leeuwenhoek
Drug-likeness (Lipinski Ro5)
Molecular Weight
684.9 Da
Threshold ≤ 500
ALogP
1.25
Threshold ≤ 5
H-Bond Donors
10
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C36H60O12
Molecular Weight:
684.8640 Da
SMILES:
CCCCCCC(O)C1C(=O)OC(C)C(O)/C=C/C=C/C=C/C=C/C=C(\C)C(O)C(O)C(O)CC(O)CC(O)CC(O)CC(O)CC1O
InChIKey:
TYEJDFPGVGCMMR-OJQRLHFXSA-N
InChI:
InChI=1S/C36H60O12/c1-4-5-6-13-17-30(42)33-31(43)21-27(39)19-25(37)18-26(38)20-28(40)22-32(44)35(46)34(45)23(2)15-12-10-8-7-9-11-14-16-29(41)24(3)48-36(33)47/h7-12,14-16,24-35,37-46H,4-6,13,17-22H2,1-3H3/b8-7+,11-9+,12-10+,16-14+,23-15+
Calculated Properties
ALogP:
1.249 lipophilicity
TPSA:
228.60 Ų polar surface area
H-Bond Donors:
10
H-Bond Acceptors:
12
Rotatable Bonds:
6
Ring Count:
1
(0 aromatic)
Chiral Centers:
12
Fsp³:
0.6944 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005969
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Polyene macrolides
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 |
|---|---|---|---|---|
| Other specified activity | LD50 | Meloidogyne incognita | 7.64 μg/mol | 10.1007/s10482-013-9890-8 Antonie van Leeuwenhoek |
| Other specified activity | LD50 | Meloidogyne javanica | 7.83 μg/mol | 10.1007/s10482-013-9890-8 Antonie van Leeuwenhoek |
| Antifungal | inhibition zone | Saccharomyces cerevisiae, Fusarium oxysporum, Aspergillus niger | — Structured numeric value is not available in this record; see the primary reference. | 10.1007/s10482-013-9890-8 Antonie van Leeuwenhoek |