SCS-C007420
8-hydroxy-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 harpali
(NA)
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
538.7 Da
Threshold ≤ 500
ALogP
4.11
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C32H42O7
Molecular Weight:
538.6810 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@](C)(O)C[C@@H]3C
InChIKey:
YNKRAOJOTOMKGJ-RFBKPKTBSA-N
InChI:
InChI=1S/C32H42O7/c1-16-7-9-20-13-18(3)23(33)12-8-17(2)22-11-10-21-25(19(4)15-30(5,38)26(21)34)31(22,6)27(35)24-28(36)32(20,14-16)39-29(24)37/h7-11,13,16,19-23,25-26,33-34,36,38H,12,14-15H2,1-6H3/b17-8+,18-13+/t16-,19-,20-,21-,22-,23-,25+,26+,30+,31+,32-/m0/s1
Calculated Properties
ALogP:
4.109 lipophilicity
TPSA:
124.29 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
7
Rotatable Bonds:
0
Ring Count:
5
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.6250 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007420
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 |