General
Preferred name
Alternariol monomethyl ether
Synonyms
Djalonensone ()
P&D ID
PD041605
CAS
23452-05-3
Tags
available
natural product
Structure
Alternariol monomet...
RO5
MW
272.07
HBA
5
HBD
2
RB
1
LOGP
2.67
23
2
0
1
Structure formats
SMILES
COc1cc(O)c2c(=O)oc3cc(O)cc(C)c3c2c1
InChI
InChI=1S/C15H12O5/c1-7-3-8(16)4-12-13(7)10-5-9(19-2)6-11(17)14(10)15(18)20-12/h3-6,16-17H,1-2H3
InChIkey
LCSDQFNUYFTXMT-UHFFFAOYSA-N
MOL
Alternariol monomethyl ether RDKit 2D 20 22 0 0 0 0 0 0 0 0999 V2000 3.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7500 -1.2990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7500 1.2990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7500 3.8971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7500 6.4952 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7500 3.8971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7500 3.8971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7500 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7500 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 2 0 4 5 1 0 5 6 1 0 5 7 2 0 7 8 1 0 8 9 2 0 8 10 1 0 10 11 1 0 11 12 2 0 12 13 1 0 13 14 1 0 13 15 2 0 15 16 1 0 16 17 1 0 16 18 2 0 18 19 1 0 19 20 2 0 20 3 1 0 19 7 1 0 18 11 1 0 M END > <ID> PD041605 > <Name> Alternariol monomethyl ether
Protein targets
1
5.77
MAOA Amine oxidase [flavin-containing] A
8
3
Target pathways
8
Biogenic amines are oxidatively deaminated to aldehydes by MAOA and MAOB
MAOA
Defective MAOA causes BRUNS
MAOA
Dopamine clearance from the synaptic cleft
MAOA
Enzymatic degradation of dopamine by COMT
MAOA
Enzymatic degradation of Dopamine by monoamine oxidase
MAOA
Interleukin-4 and Interleukin-13 signaling
MAOA
Metabolism of serotonin
MAOA
Norepinephrine Neurotransmitter Release Cycle
MAOA
References
3
2020 A comprehensive review of monoamine oxidase inhibitors as Anti-Alzheimer's disease agents: A review.
Manzoor S, Hoda N. Eur J Med Chem
2018 Selective inhibition of monoamine oxidase A by chelerythrine, an isoquinoline alkaloid.
Baek SC, Ryu HW et al. Bioorg Med Chem Lett
2018 Selective inhibition of monoamine oxidase A by hispidol.
Baek SC, Lee HW et al. Bioorg Med Chem Lett
Compound Sets
2
Cayman Chemical Bioactives
MedChem Express Bioactive Compound Library
Available from
4
Cayman Chemical Bioactives
MedChem Express Bioactive Compound Library
External IDs
24
PubChem 5360741
BindingDB 50276157
Brenda 143767
CCDC ZAQHIK
ChEBI 141315
ChemSpider 4514573
eMolecules 763811
FDA SRS Y79STA800H
MetaboLights MTBLC141315
Nikkaji J597.088A
NMRShiftDB 60059644
PubChem TPS 15417731 14799420
Reactome 4514573
Properties
(calculated by RDKit )
Molecular Weight
272.07
Hydrogen Bond Acceptors
5
Hydrogen Bond Donors
2
Rotatable Bonds
1
Ring Count
3
Aromatic Ring Count
3
cLogP
2.67
TPSA
79.9
Fraction CSP3
0.13
Chiral centers
0.0
Largest ring
6.0
QED
0.53
Structural alerts
0
No structural alerts detected
Custom attributes
(extracted from source data)
Pathway
Anti-infection
Target
antibiotic
Bacterial
Source data