Terdecamycin
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Basic Info
Common Name | Terdecamycin(F05740) |
2D Structure | |
FRCD ID | F05740 |
CAS Number | 113167-61-6 |
PubChem CID | 10348315 |
Formula | C31H43N3O8 |
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 Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
Kingdom | Organic compounds |
Superclass | Phenylpropanoids and polyketides |
Class | Macrolides and analogues |
Subclass | Not available |
Intermediate Tree Nodes | Not available |
Direct Parent | Macrolides and analogues |
Alternative Parents | |
Molecular Framework | Aliphatic heteropolycyclic compounds |
Substituents | Macrolide - 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 |
Description | This 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 Name | Property Value |
---|---|
Molecular Weight | 585.698 |
Hydrogen Bond Donor Count | 2 |
Hydrogen Bond Acceptor Count | 9 |
Rotatable Bond Count | 4 |
Complexity | 1200 |
Monoisotopic Mass | 585.305 |
Exact Mass | 585.305 |
XLogP | 2 |
Formal Charge | 0 |
Heavy Atom Count | 42 |
Defined Atom Stereocenter Count | 6 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 4 |
Undefined Bond Stereocenter Count | 0 |
Isotope Atom Count | 0 |
Covalently-Bonded Unit Count | 1 |
ADMET
Model | Result | Probability |
---|---|---|
Absorption | ||
Blood-Brain Barrier | BBB- | 0.9276 |
Human Intestinal Absorption | HIA+ | 0.6610 |
Caco-2 Permeability | Caco2- | 0.6136 |
P-glycoprotein Substrate | Substrate | 0.9176 |
P-glycoprotein Inhibitor | Inhibitor | 0.9324 |
Non-inhibitor | 0.8182 | |
Renal Organic Cation Transporter | Non-inhibitor | 0.9037 |
Distribution | ||
Subcellular localization | Lysosome | 0.5131 |
Metabolism | ||
CYP450 2C9 Substrate | Non-substrate | 0.8721 |
CYP450 2D6 Substrate | Non-substrate | 0.8742 |
CYP450 3A4 Substrate | Substrate | 0.7097 |
CYP450 1A2 Inhibitor | Non-inhibitor | 0.8055 |
CYP450 2C9 Inhibitor | Non-inhibitor | 0.9178 |
CYP450 2D6 Inhibitor | Non-inhibitor | 0.9328 |
CYP450 2C19 Inhibitor | Non-inhibitor | 0.8933 |
CYP450 3A4 Inhibitor | Non-inhibitor | 0.9433 |
CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9916 |
Excretion | ||
Toxicity | ||
Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8812 |
Non-inhibitor | 0.7665 | |
AMES Toxicity | Non AMES toxic | 0.6249 |
Carcinogens | Non-carcinogens | 0.9060 |
Fish Toxicity | High FHMT | 0.7673 |
Tetrahymena Pyriformis Toxicity | High TPT | 0.9428 |
Honey Bee Toxicity | Low HBT | 0.6045 |
Biodegradation | Not ready biodegradable | 0.9187 |
Acute Oral Toxicity | III | 0.6015 |
Carcinogenicity (Three-class) | Non-required | 0.4721 |
Model | Value | Unit |
---|---|---|
Absorption | ||
Aqueous solubility | -2.7249 | LogS |
Caco-2 Permeability | 0.7745 | LogPapp, cm/s |
Distribution | ||
Metabolism | ||
Excretion | ||
Toxicity | ||
Rat Acute Toxicity | 2.7376 | LD50, mol/kg |
Fish Toxicity | 1.3261 | pLC50, mg/L |
Tetrahymena Pyriformis Toxicity | 0.4623 | pIGC50, ug/L |
MRLs
Food | Product Code | Country | MRLs | Application Date | Notes |
---|---|---|---|---|---|
Chicken,Edible Offal | Japan | 0.3ppm | |||
Chicken,Kidney | Japan | 0.3ppm | |||
Chicken,Liver | Japan | 0.3ppm | |||
Chicken,Fat | Japan | 0.3ppm | |||
Chicken,Muscle | Japan | 0.3ppm | |||
Pig,Edible Offal | Japan | 0.05ppm | |||
Pig,Kidney | Japan | 0.05ppm | |||
Pig,Liver | Japan | 0.05ppm | |||
Pig,Fat | Japan | 0.05ppm | |||
Pig,Muscle | Japan | 0.05ppm |