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 |