SCS-C007419
22-dehydroxymethyl-kijanolide
Pathway: Polyketides
Superclass: Macrolides
Class: Spirotetronate macrolides
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
Micromonospora haikouensis
(NA)
Original source name: Micromonospora harpali
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Micromonosporales
Family
Micromonosporaceae
Genus
Micromonospora
Species
Micromonospora haikouensis
South China Sea
· -1565 m
DOI:
10.1021/acs.jnatprod.7b00176
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
522.7 Da
Threshold ≤ 500
ALogP
4.99
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C32H42O6
Molecular Weight:
522.6820 Da
SMILES:
C/C1=C\[C@@H]2C=C[C@H](C)C[C@]23OC(=O)C(=C3O)C(=O)[C@@]2(C)[C@H]3[C@H](C=C[C@H]2/C(C)=C/C[C@@H]1O)[C@@H](O)[C@@H](C)C[C@@H]3C
InChIKey:
HSYVPCHWTWYJJS-CFBNSTTFSA-N
InChI:
InChI=1S/C32H42O6/c1-16-7-9-21-14-18(3)24(33)12-8-17(2)23-11-10-22-26(19(4)13-20(5)27(22)34)31(23,6)28(35)25-29(36)32(21,15-16)38-30(25)37/h7-11,14,16,19-24,26-27,33-34,36H,12-13,15H2,1-6H3/b17-8+,18-14+/t16-,19-,20-,21-,22-,23-,24-,26+,27-,31+,32-/m0/s1
Calculated Properties
ALogP:
4.994 lipophilicity
TPSA:
104.06 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
0
Ring Count:
5
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.6250 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007419
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Spirotetronate 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 |
|---|---|---|---|---|
| Antibacterial | MIC | Bacillus subtilis BS01 | — Structured numeric value is not available in this record; see the primary reference. | 10.1021/acs.jnatprod.7b00176 Journal of Natural Products |
| Antibacterial | MIC | Bacillus thuringiensis BT01 | — Structured numeric value is not available in this record; see the primary reference. | 10.1021/acs.jnatprod.7b00176 Journal of Natural Products |
| Antibacterial | MIC | methicillin-resistant Staphylococcus aureus shhs-A1 (MRSA) | — Structured numeric value is not available in this record; see the primary reference. | 10.1021/acs.jnatprod.7b00176 Journal of Natural Products |
| Antibacterial | MIC | Staphylococcus aureus ATCC 29213 | — Structured numeric value is not available in this record; see the primary reference. | 10.1021/acs.jnatprod.7b00176 Journal of Natural Products |
| Antibacterial | MIC | Enterococcus faecalis ATCC 29212 | — Structured numeric value is not available in this record; see the primary reference. | 10.1021/acs.jnatprod.7b00176 Journal of Natural Products |