Basic Info

Common NameTerdecamycin(F05740)
2D Structure
FRCD IDF05740
CAS Number113167-61-6
PubChem CID10348315
FormulaC31H43N3O8
IUPAC Name

[(1R,3S,4E,6E,9S,10E,12E,14R,15S,18R)-3-hydroxy-6,12,15,18-tetramethyl-16,19-dioxo-14-(2-oxopropanoylamino)-17-oxabicyclo[13.2.2]nonadeca-4,6,10,12-tetraen-9-yl] 4-methylpiperazine-1-carboxylate

InChI Key

ZNZIMXXFUIVOSF-KHDAEWLFSA-N

InChI

InChI=1S/C31H43N3O8/c1-19-7-10-23(36)18-25-21(3)27(37)31(5,29(39)42-25)26(32-28(38)22(4)35)17-20(2)9-12-24(11-8-19)41-30(40)34-15-13-33(6)14-16-34/h7-10,12,17,21,23-26,36H,11,13-16,18H2,1-6H3,(H,32,38)/b10-7+,12-9+,19-8+,20-17+/t21-,23-,24+,25-,26-,31+/m1/s1

Canonical SMILES

CC1C2CC(C=CC(=CCC(C=CC(=CC(C(C1=O)(C(=O)O2)C)NC(=O)C(=O)C)C)OC(=O)N3CCN(CC3)C)C)O

Isomeric SMILES

C[C@@H]1[C@H]2C[C@@H](/C=C/C(=C/C[C@@H](/C=C/C(=C/[C@H]([C@@](C1=O)(C(=O)O2)C)NC(=O)C(=O)C)/C)OC(=O)N3CCN(CC3)C)/C)O

Synonyms
        
            Terdecamycin
        
            Terdecamycinum [INN-Latin]
        
            UNII-2F6E3ZFI88
        
            2F6E3ZFI88
        
            Terdecamicina
        
            Terdecamycinum
        
            Terdecamycin [INN]
        
            Terdecamicina [INN-Spanish]
        
            113167-61-6
        
            SCHEMBL2111636
        
Classifies
                

                  
                    Predicted: Fungal Toxin
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassPhenylpropanoids and polyketides
ClassMacrolides and analogues
SubclassNot available
Intermediate Tree NodesNot available
Direct ParentMacrolides and analogues
Alternative Parents
Molecular FrameworkAliphatic heteropolycyclic compounds
SubstituentsMacrolide - Piperazine-1-carboxylic acid - Delta valerolactone - Delta_valerolactone - N-methylpiperazine - N-alkylpiperazine - 1,4-diazinane - Oxane - Piperazine - Carbamic acid ester - Carboxamide group - Carboxylic acid ester - Ketone - Lactone - Amino acid or derivatives - Secondary alcohol - Secondary carboxylic acid amide - Tertiary amine - Tertiary aliphatic amine - Monocarboxylic acid or derivatives - Azacycle - Oxacycle - Organoheterocyclic compound - Carboxylic acid derivative - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Carbonyl group - Organic oxygen compound - Amine - Organic oxide - Hydrocarbon derivative - Alcohol - Aliphatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Properties

Property NameProperty Value
Molecular Weight585.698
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count4
Complexity1200
Monoisotopic Mass585.305
Exact Mass585.305
XLogP2
Formal Charge0
Heavy Atom Count42
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB-0.9276
Human Intestinal AbsorptionHIA+0.6610
Caco-2 PermeabilityCaco2-0.6136
P-glycoprotein SubstrateSubstrate0.9176
P-glycoprotein InhibitorInhibitor0.9324
Non-inhibitor0.8182
Renal Organic Cation TransporterNon-inhibitor0.9037
Distribution
Subcellular localizationLysosome0.5131
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8721
CYP450 2D6 SubstrateNon-substrate0.8742
CYP450 3A4 SubstrateSubstrate0.7097
CYP450 1A2 InhibitorNon-inhibitor0.8055
CYP450 2C9 InhibitorNon-inhibitor0.9178
CYP450 2D6 InhibitorNon-inhibitor0.9328
CYP450 2C19 InhibitorNon-inhibitor0.8933
CYP450 3A4 InhibitorNon-inhibitor0.9433
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9916
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8812
Non-inhibitor0.7665
AMES ToxicityNon AMES toxic0.6249
CarcinogensNon-carcinogens0.9060
Fish ToxicityHigh FHMT0.7673
Tetrahymena Pyriformis ToxicityHigh TPT0.9428
Honey Bee ToxicityLow HBT0.6045
BiodegradationNot ready biodegradable0.9187
Acute Oral ToxicityIII0.6015
Carcinogenicity (Three-class)Non-required0.4721

Model Value Unit
Absorption
Aqueous solubility-2.7249LogS
Caco-2 Permeability0.7745LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.7376LD50, mol/kg
Fish Toxicity1.3261pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.4623pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Chicken,Edible OffalJapan0.3ppm
Chicken,KidneyJapan0.3ppm
Chicken,LiverJapan0.3ppm
Chicken,FatJapan0.3ppm
Chicken,MuscleJapan0.3ppm
Pig,Edible OffalJapan0.05ppm
Pig,KidneyJapan0.05ppm
Pig,LiverJapan0.05ppm
Pig,FatJapan0.05ppm
Pig,MuscleJapan0.05ppm