SCS-C007872
11,13,11′,13′-tetra-O-methylelaiolide
Pathway: Polyketides
Superclass: Macrolides
Class: Bafilomycins
Glycoside
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
Streptomyces malaysiensis
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces malaysiensis
South China Sea
DOI:
10.1021/acs.jnatprod.1c00297
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
821.1 Da
Threshold ≤ 500
ALogP
6.97
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
3 violations (MW, ALogP, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C46H76O12
Molecular Weight:
821.1020 Da
SMILES:
CC[C@H]1[C@H](C)O[C@](OC)([C@@H](C)[C@H](O)[C@H](C)[C@H]2OC(=O)/C=C\C=C/[C@H](C)[C@@H]([C@@H](C)[C@@H](O)[C@H](C)[C@]3(OC)C[C@H](OC)[C@@H](CC)[C@H](C)O3)OC(=O)/C=C\C=C/[C@@H]2C)C[C@@H]1OC
InChIKey:
MDSJIWJLEKEJNW-LNKNTPBVSA-N
InChI:
InChI=1S/C46H76O12/c1-15-35-33(9)57-45(53-13,25-37(35)51-11)31(7)41(49)29(5)43-27(3)21-17-19-24-40(48)56-44(28(4)22-18-20-23-39(47)55-43)30(6)42(50)32(8)46(54-14)26-38(52-12)36(16-2)34(10)58-46/h17-24,27-38,41-44,49-50H,15-16,25-26H2,1-14H3/b21-17-,22-18-,23-20-,24-19-/t27-,28-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,41+,42+,43-,44-,45-,46-/m0/s1
Calculated Properties
ALogP:
6.972 lipophilicity
TPSA:
148.44 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
12
Rotatable Bonds:
14
Ring Count:
3
(0 aromatic)
Chiral Centers:
18
Fsp³:
0.7826 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007872
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Bafilomycins
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.