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Showing metabocard for Amoxicillin (HMDB0015193)

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enzymes (1)transporters (3) Show 4 proteins
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-06 15:16:51 UTC
Update Date2022-03-07 02:51:53 UTC
HMDB IDHMDB0015193
Secondary Accession Numbers
  • HMDB0030500
  • HMDB15193
  • HMDB30500
Metabolite Identification
Common NameAmoxicillin
DescriptionAmoxicillin (International Nonproprietary Name), or amoxycillin (British Approved Name), is a moderate-spectrum, bacteriolytic, -lactam antibiotic used to treat bacterial infections caused by susceptible microorganisms. It is a broad-spectrum semisynthetic antibiotic similar to ampicillin except that its resistance to gastric acid permits higher serum levels with oral administration (PubChem). Amoxicillin is active against a wide range of Gram-positive and a limited range of Gram-negative organisms. It is susceptible to degradation by beta-lactamase-producing bacteria, and so may be given with clavulanic acid to increase its susceptibility. The incidence of beta-lactamase-producing resistant organisms, including E. coli, appears to be increasing. Amoxicillin binds to penicillin-binding protein 1A (PBP-1A) located inside the bacterial cell wall. Penicillins acylate the penicillin-sensitive transpeptidase C-terminal domain by opening the lactam ring. This inactivation of the enzyme prevents the formation of a cross-link of two linear peptidoglycan strands, inhibiting the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that amoxicillin interferes with an autolysin inhibitor. Amoxicillin is usually the drug of choice within the class because it is better absorbed, following oral administration, than other -lactam antibiotics. Amoxicillin in trihydrate form is available as capsules, chewable and dispersible tablets, syrup and pediatric suspension for oral use, and as the sodium salt for intravenous administration. It is one of the most common antibiotics prescribed for children, and the liquid forms are helpful in cases where the patient might find it difficult to take tablets or capsules. It has three ionizable groups. Amoxicillin as a once-daily dosing form (Moxatag) was approved by the American FDA in January 2008. Amoxicillin is one of the semi-synthetic penicillins discovered by Beecham scientists. The patent for amoxicillin has expired, thus amoxicillin is marketed under many trade names, including Actimoxi, Alphamox, AMK, Amoksibos, Amoxiclav Sandoz, Amoxidal, Amoxil, Amoxin, Amoksiklav, Amoxibiotic, Amoxicilina, Apo-Amoxi, Augmentin, Bactox, Betalaktam, Cilamox, Curam, Dedoxil, Dispermox, Duomox, E-Mox (250mg and 500 mg), Enhancin, Gimalxina, Geramox, Hiconcil, Isimoxin, Klavox, Lamoxy, Moxatag, Moxilen, Moxypen, Moxyvit, Nobactam, Novamoxin, Ospamox, Panklav, Pamoxicillin, Panamox, Polymox, Samthongcillin, Clamoxyl, Senox, Sinacilin, Trimox, Tolodina, Wymox, Yucla, Zerrsox, and Zimox. Amoxicillin is found in milk and milk products. It is a potential contaminant in cow's milk arising from its veterinary use.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0015193 (Amoxicillin)


  Mrv1652312041821292D          

 26 28  0  0  0  0            999 V2000
10011.579010011.3333    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10011.579010010.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.995110009.9254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.863510011.7459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10010.149010011.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.434310011.7459    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10009.434310012.5710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10006.573910010.0955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.149010010.5092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.404110012.1585    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10008.005010011.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.290610011.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.290610010.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.005010010.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.719510010.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.719510011.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.188710011.5887    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10012.404110011.3336    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10012.404110010.5088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.188710010.2538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10013.673610010.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.306110010.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.306910011.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.443710009.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.891710008.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10014.250510009.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  1  0  0  0
  2  3  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  2  0  0  0  0
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 11 12  2  0  0  0  0
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 16 11  1  0  0  0  0
 13  8  1  0  0  0  0
  6 16  1  0  0  0  0
  2  1  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 17 18  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 17 21  1  0  0  0  0
 20 21  1  0  0  0  0
 20 24  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 18 10  1  6  0  0  0
 18  1  1  0  0  0  0
  2 19  1  0  0  0  0
M  END
Download

3D MOL for HMDB0015193 (Amoxicillin)

HMDB0015193
     RDKit          3D
Amoxicillin
 44 46  0  0  0  0  0  0  0  0999 V2000
   -2.8532    1.8523    0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5251    0.5666    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8194    0.8049    1.2300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4811   -0.4774    1.5827 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1180   -1.7905    0.3582 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7099   -1.8236   -0.1263 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0646   -0.6134    0.1637 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -0.7947    0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8950   -1.9255    0.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2137    0.3969    0.8510 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4466    1.6263    0.6854 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4887    0.4382    0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6211   -0.0129    0.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8705   -0.0158    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0095    0.4537   -1.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2697    0.4620   -1.7312 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8830    0.9078   -1.7583 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6429    0.9029   -1.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3315   -1.6670   -1.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9193   -1.9452   -2.6265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4964   -1.1077   -0.8601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7099   -0.3630   -0.6864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8319   -1.2868   -0.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9917   -0.8591   -0.3712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6175   -2.6443   -0.5550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6124    2.6616    0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1861    1.7629   -0.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2301    2.1714    1.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2047   -0.1155    1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6102    1.2453    0.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6876    1.5457    2.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5674   -2.7527    0.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1578   -2.7555   -0.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3906    0.3270    0.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4388    0.3401    1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7638    1.6717    1.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0658    2.4417    0.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5665   -0.3903    1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7536   -0.3726    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8044    1.3089   -1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0005    1.2733   -2.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7558    1.2578   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683    0.2990   -1.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0367   -3.0046   -1.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 22  2  1  0
 21  5  1  0
 18 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  1
  6 33  1  6
  7 34  1  0
 10 35  1  1
 11 36  1  0
 11 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 22 43  1  6
 25 44  1  0
M  END
Download

3D SDF for HMDB0015193 (Amoxicillin)


  Mrv1652312041821292D          

 26 28  0  0  0  0            999 V2000
10011.579010011.3333    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10011.579010010.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.995110009.9254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.863510011.7459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10010.149010011.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.434310011.7459    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10009.434310012.5710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10006.573910010.0955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.149010010.5092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.404110012.1585    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10008.005010011.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.290610011.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.290610010.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.005010010.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.719510010.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.719510011.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.188710011.5887    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10012.404110011.3336    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10012.404110010.5088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.188710010.2538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10013.673610010.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.306110010.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.306910011.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.443710009.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.891710008.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10014.250510009.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  1  0  0  0
  2  3  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  2  0  0  0  0
  6  7  1  1  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 11  1  0  0  0  0
 13  8  1  0  0  0  0
  6 16  1  0  0  0  0
  2  1  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 17 18  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 17 21  1  0  0  0  0
 20 21  1  0  0  0  0
 20 24  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 18 10  1  6  0  0  0
 18  1  1  0  0  0  0
  2 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015193

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=C(O)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1

> <INCHI_KEY>
LSQZJLSUYDQPKJ-NJBDSQKTSA-N

> <FORMULA>
C16H19N3O5S

> <MOLECULAR_WEIGHT>
365.404

> <EXACT_MASS>
365.104541423

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
35.51793952702992

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5R,6R)-6-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <ALOGPS_LOGP>
0.75

> <JCHEM_LOGP>
-2.30806990991309

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.478061495336634

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2314435491785125

> <JCHEM_PKA_STRONGEST_BASIC>
7.221617864505141

> <JCHEM_POLAR_SURFACE_AREA>
132.96

> <JCHEM_REFRACTIVITY>
89.50440000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
amoxicillin

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0015193 (Amoxicillin)

HMDB0015193
     RDKit          3D
Amoxicillin
 44 46  0  0  0  0  0  0  0  0999 V2000
   -2.8532    1.8523    0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5251    0.5666    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8194    0.8049    1.2300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4811   -0.4774    1.5827 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1180   -1.7905    0.3582 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7099   -1.8236   -0.1263 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0646   -0.6134    0.1637 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -0.7947    0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8950   -1.9255    0.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2137    0.3969    0.8510 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4466    1.6263    0.6854 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4887    0.4382    0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6211   -0.0129    0.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8705   -0.0158    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0095    0.4537   -1.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2697    0.4620   -1.7312 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8830    0.9078   -1.7583 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6429    0.9029   -1.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3315   -1.6670   -1.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9193   -1.9452   -2.6265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4964   -1.1077   -0.8601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7099   -0.3630   -0.6864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8319   -1.2868   -0.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9917   -0.8591   -0.3712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6175   -2.6443   -0.5550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6124    2.6616    0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1861    1.7629   -0.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2301    2.1714    1.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2047   -0.1155    1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6102    1.2453    0.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6876    1.5457    2.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5674   -2.7527    0.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1578   -2.7555   -0.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3906    0.3270    0.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4388    0.3401    1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7638    1.6717    1.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0658    2.4417    0.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5665   -0.3903    1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7536   -0.3726    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8044    1.3089   -1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0005    1.2733   -2.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7558    1.2578   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683    0.2990   -1.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0367   -3.0046   -1.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 22  2  1  0
 21  5  1  0
 18 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  1
  6 33  1  6
  7 34  1  0
 10 35  1  1
 11 36  1  0
 11 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 22 43  1  6
 25 44  1  0
M  END
Download

PDB for HMDB0015193 (Amoxicillin)

HEADER    PROTEIN                                 04-DEC-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-DEC-18         0                                  
HETATM    1  C   UNK     0    8688.2818687.822   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8688.2818686.284   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8687.1918685.194   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0    8686.9458688.592   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8685.6118687.822   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8684.2778688.592   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    8684.2778690.133   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0    8678.9388685.512   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8685.6118686.284   0.000  0.00  0.00           O+0
HETATM   10  H   UNK     0    8689.8218689.363   0.000  0.00  0.00           H+0
HETATM   11  C   UNK     0    8681.6098688.593   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8680.2768687.823   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8680.2768686.283   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8681.6098685.513   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8682.9438686.283   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8682.9438687.823   0.000  0.00  0.00           C+0
HETATM   17  S   UNK     0    8691.2868688.299   0.000  0.00  0.00           S+0
HETATM   18  C   UNK     0    8689.8218687.823   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0    8689.8218686.283   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0    8691.2868685.807   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8692.1918687.053   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8693.3718686.064   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8693.3738688.046   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8691.7628684.343   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0    8690.7318683.198   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0    8693.2688684.022   0.000  0.00  0.00           O+0
CONECT    1    4    2   18                                                  
CONECT    2    3    1   19                                                  
CONECT    3    2                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6                                                            
CONECT    8   13                                                            
CONECT    9    5                                                            
CONECT   10   18                                                            
CONECT   11   12   16                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14    8                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11    6                                                  
CONECT   17   18   21                                                       
CONECT   18   19   17   10    1                                             
CONECT   19   18   20    2                                                  
CONECT   20   19   21   24                                                  
CONECT   21   22   23   17   20                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   20   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END
Download

3D PDB for HMDB0015193 (Amoxicillin)

COMPND    HMDB0015193
HETATM    1  C1  UNL     1      -2.853   1.852   0.137  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.525   0.567   0.489  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.819   0.805   1.230  1.00  0.00           C  
HETATM    4  S1  UNL     1      -2.481  -0.477   1.583  1.00  0.00           S  
HETATM    5  C4  UNL     1      -2.118  -1.791   0.358  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.710  -1.824  -0.126  1.00  0.00           C  
HETATM    7  N1  UNL     1       0.065  -0.613   0.164  1.00  0.00           N  
HETATM    8  C6  UNL     1       1.402  -0.795   0.551  1.00  0.00           C  
HETATM    9  O1  UNL     1       1.895  -1.925   0.640  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.214   0.397   0.851  1.00  0.00           C  
HETATM   11  N2  UNL     1       1.447   1.626   0.685  1.00  0.00           N  
HETATM   12  C8  UNL     1       3.489   0.438   0.135  1.00  0.00           C  
HETATM   13  C9  UNL     1       4.621  -0.013   0.774  1.00  0.00           C  
HETATM   14  C10 UNL     1       5.871  -0.016   0.185  1.00  0.00           C  
HETATM   15  C11 UNL     1       6.009   0.454  -1.108  1.00  0.00           C  
HETATM   16  O2  UNL     1       7.270   0.462  -1.731  1.00  0.00           O  
HETATM   17  C12 UNL     1       4.883   0.908  -1.758  1.00  0.00           C  
HETATM   18  C13 UNL     1       3.643   0.903  -1.154  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.332  -1.667  -1.468  1.00  0.00           C  
HETATM   20  O3  UNL     1      -0.919  -1.945  -2.627  1.00  0.00           O  
HETATM   21  N3  UNL     1      -2.496  -1.108  -0.860  1.00  0.00           N  
HETATM   22  C15 UNL     1      -3.710  -0.363  -0.686  1.00  0.00           C  
HETATM   23  C16 UNL     1      -4.832  -1.287  -0.529  1.00  0.00           C  
HETATM   24  O4  UNL     1      -5.992  -0.859  -0.371  1.00  0.00           O  
HETATM   25  O5  UNL     1      -4.617  -2.644  -0.555  1.00  0.00           O  
HETATM   26  H1  UNL     1      -3.612   2.662   0.003  1.00  0.00           H  
HETATM   27  H2  UNL     1      -2.186   1.763  -0.751  1.00  0.00           H  
HETATM   28  H3  UNL     1      -2.230   2.171   1.018  1.00  0.00           H  
HETATM   29  H4  UNL     1      -5.205  -0.116   1.697  1.00  0.00           H  
HETATM   30  H5  UNL     1      -5.610   1.245   0.562  1.00  0.00           H  
HETATM   31  H6  UNL     1      -4.688   1.546   2.039  1.00  0.00           H  
HETATM   32  H7  UNL     1      -2.567  -2.753   0.559  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.158  -2.756  -0.011  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.391   0.327   0.076  1.00  0.00           H  
HETATM   35  H10 UNL     1       2.439   0.340   1.954  1.00  0.00           H  
HETATM   36  H11 UNL     1       0.764   1.672   1.495  1.00  0.00           H  
HETATM   37  H12 UNL     1       2.066   2.442   0.761  1.00  0.00           H  
HETATM   38  H13 UNL     1       4.567  -0.390   1.787  1.00  0.00           H  
HETATM   39  H14 UNL     1       6.754  -0.373   0.697  1.00  0.00           H  
HETATM   40  H15 UNL     1       7.804   1.309  -1.596  1.00  0.00           H  
HETATM   41  H16 UNL     1       5.000   1.273  -2.770  1.00  0.00           H  
HETATM   42  H17 UNL     1       2.756   1.258  -1.659  1.00  0.00           H  
HETATM   43  H18 UNL     1      -3.868   0.299  -1.563  1.00  0.00           H  
HETATM   44  H19 UNL     1      -4.037  -3.005  -1.324  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    4   22
CONECT    3   29   30   31
CONECT    4    5
CONECT    5    6   21   32
CONECT    6    7   19   33
CONECT    7    8   34
CONECT    8    9    9   10
CONECT   10   11   12   35
CONECT   11   36   37
CONECT   12   13   13   18
CONECT   13   14   38
CONECT   14   15   15   39
CONECT   15   16   17
CONECT   16   40
CONECT   17   18   18   41
CONECT   18   42
CONECT   19   20   20   21
CONECT   21   22
CONECT   22   23   43
CONECT   23   24   24   25
CONECT   25   44
END
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SMILES for HMDB0015193 (Amoxicillin)

[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=C(O)C=C1)C(O)=O
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INCHI for HMDB0015193 (Amoxicillin)

InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(2S,5R,6R)-6-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidChEBI
6-(p-Hydroxy-alpha-aminophenylacetamido)penicillanic acidChEBI
alpha-Amino-p-hydroxybenzylpenicillinChEBI
AmolinChEBI
AmopenixinChEBI
AmoxicilinaChEBI
Amoxicillin anhydrousChEBI
AmoxicillineChEBI
AmoxicillinumChEBI
AmoxycilinChEBI
AmoxycillinChEBI
AMPCChEBI
AXChEBI
ClamoxylChEBI
MoxalChEBI
p-HydroxyampicillinChEBI
(2S,5R,6R)-6-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylateGenerator
6-(p-Hydroxy-a-aminophenylacetamido)penicillanateGenerator
6-(p-Hydroxy-a-aminophenylacetamido)penicillanic acidGenerator
6-(p-Hydroxy-alpha-aminophenylacetamido)penicillanateGenerator
6-(p-Hydroxy-α-aminophenylacetamido)penicillanateGenerator
6-(p-Hydroxy-α-aminophenylacetamido)penicillanic acidGenerator
a-Amino-p-hydroxybenzylpenicillinGenerator
Α-amino-p-hydroxybenzylpenicillinGenerator
Amoxicillin trihydrateHMDB
Amoxycillin trihydrateHMDB
D-AmoxicillinHMDB
ActimoxiHMDB
Amoxicillin monopotassium saltHMDB
Amoxicillin monosodium saltHMDB
Clariana brand OF amoxicillinHMDB
PolymoxHMDB
Amoxicillin sodiumHMDB
Clamoxyl parenteralHMDB
Trihydrate, amoxicillinHMDB
Anhydrous, amoxicillinHMDB
Clamoxyl g.a.HMDB
HydroxyampicillinHMDB
Pfizer brand OF amoxicillin sodium saltHMDB
TrimoxHMDB
WymoxHMDB
Amoxicillin clariana brandHMDB
Amoxicillin, (r*)-isomerHMDB
AmoxilHMDB
G.A., clamoxylHMDB
PenamoxHMDB
SmithKline beecham brand OF amoxicillin sodium saltHMDB
Sodium, amoxicillinHMDB
Parenteral, clamoxylHMDB
6-(a-Amino-4-hydroxyphenylacetamido)penicillanic acidHMDB
6-(D-(-)-p-Hydroxy-alpha-aminobenzyl)penicillinHMDB
6-[[Amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 9ciHMDB
AlmodanHMDB
AmixHMDB
AmoclenHMDB
AmopenHMDB
AmoramHMDB
Amox 250 cap 250MGHMDB
Amox 500 cap 500MGHMDB
Amox S 125 sus 125mg/5MLHMDB
Amox S 250 sus 250mg/5MLHMDB
AmoxiHMDB
Amoxi-mastHMDB
AmoxicapsHMDB
Amoxicillin (anhydrous)HMDB
Amoxicillin and clavulanate potassiumHMDB
Amoxicillin pediatricHMDB
Amoxicillin(usan)HMDB
AmoxidHMDB
AmoxidenHMDB
AmoxivetHMDB
Amoxycillin, banHMDB
AmoxymedHMDB
AmritHMDB
AnemolinHMDB
Apo-amoxiHMDB
Apo-amoxi cap 250MGHMDB
Apo-amoxi cap 500MGHMDB
Apo-amoxi PWR for susp 125mg/5MLHMDB
Apo-amoxi PWR for susp 250mg/5MLHMDB
Apo-amoxi sugar freeHMDB
AspenilHMDB
AUGMENTIN '125'HMDB
AUGMENTIN '200'HMDB
AUGMENTIN '250'HMDB
AUGMENTIN '400'HMDB
AUGMENTIN '500'HMDB
AUGMENTIN '875'HMDB
AUGMENTIN es-600HMDB
BiomoxHMDB
BristamoxHMDB
BRL 2333HMDB
CemoxinHMDB
Clamoxyl (SKB)HMDB
D-(-)-alpha-Amino-p-hydroxybenzyl penicillinHMDB
D-(-)-alpha-Amino-p-hydroxybenzylpenicillinHMDB
D-(alpha-Amino-p-hydroxybenzyl)penicillinHMDB
D-2-Amino-2-(4-hydroxyphenyl)acetamidopenicillanic acidHMDB
DelacillinHMDB
DispermoxHMDB
EfpenixHMDB
FlemoxinHMDB
GalenamoxHMDB
Gen-amoxicillin 250MGHMDB
Gen-amoxicillin 500MGHMDB
HiconcilHMDB
HistocillinHMDB
IbiamoxHMDB
ImacillinHMDB
LarotidHMDB
Metafarma capsulesHMDB
Metifarma capsulesHMDB
MoxacinHMDB
MoxatagHMDB
Novamoxin cap 250MGHMDB
Novamoxin cap 500MGHMDB
Novamoxin sus 125mg/5MLHMDB
Novamoxin sus 250mg/5MLHMDB
Nu-amoxi cap 250MGHMDB
Nu-amoxi cap 500MGHMDB
Nu-amoxi sus 125/5MLHMDB
Nu-amoxi sus 250mg/5MLHMDB
OspamoxHMDB
PHL-AmoxicillinHMDB
PiramoxHMDB
PMS-AmoxicillinHMDB
PrevpacHMDB
Pro amox PWR for oral susp 125mg/5MLHMDB
Pro amox-250 cap 250MGHMDB
Pro amox-500 cap 500MGHMDB
Pro-amox-250 orl sus 250mg/5MLHMDB
R-HydroxyampicillinHMDB
RimoxallinHMDB
RobamoxHMDB
SauracillinHMDB
Sawamox PMHMDB
SumoxHMDB
UnicillinHMDB
UtimoxHMDB
VetramoxHMDB
AmoxicillinHMDB
Chemical FormulaC16H19N3O5S
Average Molecular Weight365.404
Monoisotopic Molecular Weight365.104541423
IUPAC Name(2S,5R,6R)-6-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Traditional Nameamoxicillin
CAS Registry Number26787-78-0
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=C(O)C=C1)C(O)=O
InChI Identifier
InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1
InChI KeyLSQZJLSUYDQPKJ-NJBDSQKTSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as penicillins. These are organic compounds containing the penicillin core structure, which is structurally characterized by a penam ring bearing two methyl groups at position 2, and an amide group at position 6 [starting from the sulfur atom at position 1].
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassLactams
Sub ClassBeta lactams
Direct ParentPenicillins
Alternative Parents
Substituents
  • Penicillin
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Phenylacetamide
  • Phenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Benzenoid
  • Monocyclic benzene moiety
  • Thiazolidine
  • Tertiary carboxylic acid amide
  • Azetidine
  • Amino acid or derivatives
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Amino acid
  • Azacycle
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Dialkylthioether
  • Hemithioaminal
  • Thioether
  • Primary aliphatic amine
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organopnictogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point194 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.96 g/LNot Available
LogP0Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available187.388http://allccs.zhulab.cn/database/detail?ID=AllCCS00000941
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.96 g/LALOGPS
logP0.75ALOGPS
logP-2.3ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)3.23ChemAxon
pKa (Strongest Basic)7.22ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area132.96 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity89.5 m³·mol⁻¹ChemAxon
Polarizability35.52 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+182.04731661259
DarkChem[M-H]-174.57931661259
DeepCCS[M-2H]-215.06330932474
DeepCCS[M+Na]+190.47330932474
AllCCS[M+H]+180.432859911
AllCCS[M+H-H2O]+177.932859911
AllCCS[M+NH4]+182.732859911
AllCCS[M+Na]+183.432859911
AllCCS[M-H]-181.932859911
AllCCS[M+Na-2H]-181.932859911
AllCCS[M+HCOO]-182.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Amoxicillin[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=C(O)C=C1)C(O)=O4424.5Standard polar33892256
Amoxicillin[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=C(O)C=C1)C(O)=O2614.9Standard non polar33892256
Amoxicillin[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=C(O)C=C1)C(O)=O3442.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Amoxicillin,1TMS,isomer #1CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)C3=CC=C(O[Si](C)(C)C)C=C3)C(=O)N2[C@H]1C(=O)O3139.2Semi standard non polar33892256
Amoxicillin,1TMS,isomer #2CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)C3=CC=C(O)C=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3006.7Semi standard non polar33892256
Amoxicillin,1TMS,isomer #3CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C)C3=CC=C(O)C=C3)C(=O)N2[C@H]1C(=O)O3097.3Semi standard non polar33892256
Amoxicillin,1TMS,isomer #4CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=C(O)C=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O2969.7Semi standard non polar33892256
Amoxicillin,2TMS,isomer #1CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)C3=CC=C(O[Si](C)(C)C)C=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3106.8Semi standard non polar33892256
Amoxicillin,2TMS,isomer #2CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C3)C(=O)N2[C@H]1C(=O)O3128.3Semi standard non polar33892256
Amoxicillin,2TMS,isomer #3CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=C(O[Si](C)(C)C)C=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O3053.2Semi standard non polar33892256
Amoxicillin,2TMS,isomer #4CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C)C3=CC=C(O)C=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3017.5Semi standard non polar33892256
Amoxicillin,2TMS,isomer #5CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=C(O)C=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C2931.1Semi standard non polar33892256
Amoxicillin,2TMS,isomer #6CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CC=C(O)C=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O3013.0Semi standard non polar33892256
Amoxicillin,2TMS,isomer #7CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O3083.1Semi standard non polar33892256
Amoxicillin,3TMS,isomer #1CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3109.6Semi standard non polar33892256
Amoxicillin,3TMS,isomer #1CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C2984.3Standard non polar33892256
Amoxicillin,3TMS,isomer #1CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3937.6Standard polar33892256
Amoxicillin,3TMS,isomer #2CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=C(O[Si](C)(C)C)C=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3051.4Semi standard non polar33892256
Amoxicillin,3TMS,isomer #2CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=C(O[Si](C)(C)C)C=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C2984.0Standard non polar33892256
Amoxicillin,3TMS,isomer #2CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=C(O[Si](C)(C)C)C=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C4093.9Standard polar33892256
Amoxicillin,3TMS,isomer #3CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O3073.0Semi standard non polar33892256
Amoxicillin,3TMS,isomer #3CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O3031.5Standard non polar33892256
Amoxicillin,3TMS,isomer #3CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O3859.4Standard polar33892256
Amoxicillin,3TMS,isomer #4CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O[Si](C)(C)C)C=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O3137.6Semi standard non polar33892256
Amoxicillin,3TMS,isomer #4CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O[Si](C)(C)C)C=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O3093.0Standard non polar33892256
Amoxicillin,3TMS,isomer #4CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O[Si](C)(C)C)C=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O4012.2Standard polar33892256
Amoxicillin,3TMS,isomer #5CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CC=C(O)C=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C2988.6Semi standard non polar33892256
Amoxicillin,3TMS,isomer #5CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CC=C(O)C=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3063.7Standard non polar33892256
Amoxicillin,3TMS,isomer #5CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CC=C(O)C=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3783.8Standard polar33892256
Amoxicillin,3TMS,isomer #6CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3037.6Semi standard non polar33892256
Amoxicillin,3TMS,isomer #6CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3119.0Standard non polar33892256
Amoxicillin,3TMS,isomer #6CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C4042.7Standard polar33892256
Amoxicillin,3TMS,isomer #7CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O3063.2Semi standard non polar33892256
Amoxicillin,3TMS,isomer #7CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O3175.4Standard non polar33892256
Amoxicillin,3TMS,isomer #7CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O3983.9Standard polar33892256
Amoxicillin,4TMS,isomer #1CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3086.8Semi standard non polar33892256
Amoxicillin,4TMS,isomer #1CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3045.0Standard non polar33892256
Amoxicillin,4TMS,isomer #1CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3500.5Standard polar33892256
Amoxicillin,4TMS,isomer #2CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O[Si](C)(C)C)C=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3143.3Semi standard non polar33892256
Amoxicillin,4TMS,isomer #2CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O[Si](C)(C)C)C=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3105.9Standard non polar33892256
Amoxicillin,4TMS,isomer #2CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O[Si](C)(C)C)C=C3)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3693.2Standard polar33892256
Amoxicillin,4TMS,isomer #3CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O[Si](C)(C)C)C=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O3131.0Semi standard non polar33892256
Amoxicillin,4TMS,isomer #3CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O[Si](C)(C)C)C=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O3168.0Standard non polar33892256
Amoxicillin,4TMS,isomer #3CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O[Si](C)(C)C)C=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O3660.6Standard polar33892256
Amoxicillin,4TMS,isomer #4CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3052.0Semi standard non polar33892256
Amoxicillin,4TMS,isomer #4CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3196.2Standard non polar33892256
Amoxicillin,4TMS,isomer #4CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3576.8Standard polar33892256
Amoxicillin,5TMS,isomer #1CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O[Si](C)(C)C)C=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3163.5Semi standard non polar33892256
Amoxicillin,5TMS,isomer #1CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O[Si](C)(C)C)C=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3165.7Standard non polar33892256
Amoxicillin,5TMS,isomer #1CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O[Si](C)(C)C)C=C3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C3355.7Standard polar33892256
Amoxicillin,1TBDMS,isomer #1CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)C(=O)N2[C@H]1C(=O)O3374.5Semi standard non polar33892256
Amoxicillin,1TBDMS,isomer #2CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)C3=CC=C(O)C=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3289.3Semi standard non polar33892256
Amoxicillin,1TBDMS,isomer #3CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=C(O)C=C3)C(=O)N2[C@H]1C(=O)O3317.4Semi standard non polar33892256
Amoxicillin,1TBDMS,isomer #4CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=C(O)C=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O3240.5Semi standard non polar33892256
Amoxicillin,2TBDMS,isomer #1CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3576.8Semi standard non polar33892256
Amoxicillin,2TBDMS,isomer #2CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)C(=O)N2[C@H]1C(=O)O3581.9Semi standard non polar33892256
Amoxicillin,2TBDMS,isomer #3CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O3517.7Semi standard non polar33892256
Amoxicillin,2TBDMS,isomer #4CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=C(O)C=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3481.1Semi standard non polar33892256
Amoxicillin,2TBDMS,isomer #5CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=C(O)C=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3418.3Semi standard non polar33892256
Amoxicillin,2TBDMS,isomer #6CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=C(O)C=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O3445.4Semi standard non polar33892256
Amoxicillin,2TBDMS,isomer #7CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O3607.4Semi standard non polar33892256
Amoxicillin,3TBDMS,isomer #1CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3750.3Semi standard non polar33892256
Amoxicillin,3TBDMS,isomer #1CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3621.5Standard non polar33892256
Amoxicillin,3TBDMS,isomer #1CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C4082.9Standard polar33892256
Amoxicillin,3TBDMS,isomer #2CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3688.9Semi standard non polar33892256
Amoxicillin,3TBDMS,isomer #2CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3591.8Standard non polar33892256
Amoxicillin,3TBDMS,isomer #2CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C4230.3Standard polar33892256
Amoxicillin,3TBDMS,isomer #3CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O3721.3Semi standard non polar33892256
Amoxicillin,3TBDMS,isomer #3CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O3658.8Standard non polar33892256
Amoxicillin,3TBDMS,isomer #3CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O4044.6Standard polar33892256
Amoxicillin,3TBDMS,isomer #4CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O3862.8Semi standard non polar33892256
Amoxicillin,3TBDMS,isomer #4CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O3685.6Standard non polar33892256
Amoxicillin,3TBDMS,isomer #4CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O4132.4Standard polar33892256
Amoxicillin,3TBDMS,isomer #5CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=C(O)C=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3609.3Semi standard non polar33892256
Amoxicillin,3TBDMS,isomer #5CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=C(O)C=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3700.3Standard non polar33892256
Amoxicillin,3TBDMS,isomer #5CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=C(O)C=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3941.9Standard polar33892256
Amoxicillin,3TBDMS,isomer #6CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3754.6Semi standard non polar33892256
Amoxicillin,3TBDMS,isomer #6CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3720.6Standard non polar33892256
Amoxicillin,3TBDMS,isomer #6CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C4098.1Standard polar33892256
Amoxicillin,3TBDMS,isomer #7CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O3773.6Semi standard non polar33892256
Amoxicillin,3TBDMS,isomer #7CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O3760.7Standard non polar33892256
Amoxicillin,3TBDMS,isomer #7CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O4082.6Standard polar33892256
Amoxicillin,4TBDMS,isomer #1CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3875.3Semi standard non polar33892256
Amoxicillin,4TBDMS,isomer #1CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3810.3Standard non polar33892256
Amoxicillin,4TBDMS,isomer #1CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3822.3Standard polar33892256
Amoxicillin,4TBDMS,isomer #2CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C4001.8Semi standard non polar33892256
Amoxicillin,4TBDMS,isomer #2CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3844.3Standard non polar33892256
Amoxicillin,4TBDMS,isomer #2CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3911.8Standard polar33892256
Amoxicillin,4TBDMS,isomer #3CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O4005.3Semi standard non polar33892256
Amoxicillin,4TBDMS,isomer #3CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O3906.1Standard non polar33892256
Amoxicillin,4TBDMS,isomer #3CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O3904.8Standard polar33892256
Amoxicillin,4TBDMS,isomer #4CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3915.4Semi standard non polar33892256
Amoxicillin,4TBDMS,isomer #4CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3953.7Standard non polar33892256
Amoxicillin,4TBDMS,isomer #4CC1(C)S[C@@H]2[C@H](N(C(=O)[C@@H](C3=CC=C(O)C=C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C3814.2Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Amoxicillin GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-1900000000-1c2ac124e627e76a25cd2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Amoxicillin GC-MS (2 TMS) - 70eV, Positivesplash10-0006-0900000000-f1dcbada55dfb975b85f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Amoxicillin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Amoxicillin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin LC-ESI-qTof , Positive-QTOFsplash10-03xs-0859000000-8225987d1a20c14acc002017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin LC-ESI-QFT , negative-QTOFsplash10-00di-0190000000-febb22de5b7f210e4a462017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin LC-ESI-QFT , negative-QTOFsplash10-056u-4960000000-f3c347843d63d99418c52017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin LC-ESI-QFT , negative-QTOFsplash10-0036-8900000000-eca01f197da0581616842017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin LC-ESI-QFT , negative-QTOFsplash10-007o-9800000000-cec182c5a522a29793852017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin LC-ESI-QFT , negative-QTOFsplash10-00ec-9700000000-dc767a962e9f2608b0832017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin LC-ESI-QFT , negative-QTOFsplash10-00dl-9600000000-b831842a45369bb2b48c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin LC-ESI-QFT , positive-QTOFsplash10-06r2-0589000000-9c90c12d4fbef3a04a142017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin LC-ESI-QFT , positive-QTOFsplash10-03di-0910000000-e26fa392674b2a2302332017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin LC-ESI-QFT , positive-QTOFsplash10-03di-1900000000-9e60140bfff56767dbec2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin LC-ESI-QFT , positive-QTOFsplash10-03di-1900000000-f3065ce1009dda06cf722017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin LC-ESI-QFT , positive-QTOFsplash10-03e9-2900000000-5516c0723837b4149a682017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin LC-ESI-QFT , positive-QTOFsplash10-06s9-5900000000-cd377b53cefaa4b23c6f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin , positive-QTOFsplash10-03xs-0859000000-8225987d1a20c14acc002017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin 45V, Negative-QTOFsplash10-0036-8900000000-62bd26570eb8aae7a5152021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin 30V, Negative-QTOFsplash10-056u-5960000000-d19d44c39e4481d0e1b22021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin 75V, Positive-QTOFsplash10-03e9-2900000000-f6e458dd9ce3de4c0c252021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin 15V, Negative-QTOFsplash10-00di-0190000000-9c79deb14e40c19561902021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Amoxicillin 30V, Positive-QTOFsplash10-03di-0910000000-26e374b1aeae888b28692021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amoxicillin 10V, Positive-QTOFsplash10-096r-1942000000-113f344b62fa2da12fa22016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amoxicillin 20V, Positive-QTOFsplash10-08mi-2920000000-1af60e30ced8391462812016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amoxicillin 40V, Positive-QTOFsplash10-0abc-9800000000-8bfef7a27c2a9bdb662c2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amoxicillin 10V, Negative-QTOFsplash10-00di-0091000000-5a11ce4f38e4518c703c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amoxicillin 20V, Negative-QTOFsplash10-00di-0391000000-55921977de48ce4774712016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Amoxicillin 40V, Negative-QTOFsplash10-00dl-9520000000-9f116d1f75d12afd48bf2016-08-03Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01060 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01060 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01060
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID31006
KEGG Compound IDC06827
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAmoxicillin
METLIN IDNot Available
PubChem Compound33613
PDB IDNot Available
ChEBI ID2676
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Adams OP, Levett PN, Cruickshank JK, Prussia PR, Garriques SA, Cooper RE: Necrotizing haemorrhagic colitis caused by resistant Shigella flexneri. Report of a case. West Indian Med J. 1993 Jun;42(2):85-6. [PubMed:8367972 ]
  2. Mehta A, Chopra S, Mehta P: Antibiotic inhibition of pectolytic and cellulolytic enzyme activity in two Fusarium species. Mycopathologia. 1993 Dec;124(3):185-8. [PubMed:8022465 ]
  3. Drawz SM, Bonomo RA: Three decades of beta-lactamase inhibitors. Clin Microbiol Rev. 2010 Jan;23(1):160-201. doi: 10.1128/CMR.00037-09. [PubMed:20065329 ]
  4. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details
1. Cytochrome P450 2C19
General function:
Involved in monooxygenase activity
Specific function:
Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:
CYP2C19
Uniprot ID:
P33261
Molecular weight:
55944.565
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Transporters

Enzyme Details
1. Solute carrier family 15 member 1
General function:
Involved in transporter activity
Specific function:
Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides. May constitute a major route for the absorption of protein digestion end-products
Gene Name:
SLC15A1
Uniprot ID:
P46059
Molecular weight:
78805.3
References
  1. Wenzel U, Gebert I, Weintraut H, Weber WM, Clauss W, Daniel H: Transport characteristics of differently charged cephalosporin antibiotics in oocytes expressing the cloned intestinal peptide transporter PepT1 and in human intestinal Caco-2 cells. J Pharmacol Exp Ther. 1996 May;277(2):831-9. [PubMed:8627565 ]
  2. Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]
  3. Terada T, Saito H, Mukai M, Inui K: Recognition of beta-lactam antibiotics by rat peptide transporters, PEPT1 and PEPT2, in LLC-PK1 cells. Am J Physiol. 1997 Nov;273(5 Pt 2):F706-11. [PubMed:9374833 ]
Enzyme Details
2. Solute carrier family 15 member 2
General function:
Involved in transporter activity
Specific function:
Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides
Gene Name:
SLC15A2
Uniprot ID:
Q16348
Molecular weight:
81782.8
References
  1. Terada T, Saito H, Mukai M, Inui K: Recognition of beta-lactam antibiotics by rat peptide transporters, PEPT1 and PEPT2, in LLC-PK1 cells. Am J Physiol. 1997 Nov;273(5 Pt 2):F706-11. [PubMed:9374833 ]
  2. Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]
Enzyme Details
3. Solute carrier family 22 member 6
General function:
Involved in ion transmembrane transporter activity
Specific function:
Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS). Mediates the sodium-independent uptake of p- aminohippurate (PAH), ochratoxin (OTA), acyclovir (ACV), 3'-azido- 3-'deoxythymidine (AZT), cimetidine (CMD), 2,4-dichloro- phenoxyacetate (2,4-D), hippurate (HA), indoleacetate (IA), indoxyl sulfate (IS) and 3-carboxy-4-methyl-5-propyl-2- furanpropionate (CMPF), cidofovir, adefovir, 9-(2- phosphonylmethoxyethyl) guanine (PMEG), 9-(2- phosphonylmethoxyethyl) diaminopurine (PMEDAP) and edaravone sulfate. PAH uptake is inhibited by p- chloromercuribenzenesulphonate (PCMBS), diethyl pyrocarbonate (DEPC), sulindac, diclofenac, carprofen, glutarate and okadaic acid. PAH uptake is inhibited by benzothiazolylcysteine (BTC), S-chlorotrifluoroethylcysteine (CTFC), cysteine S-conjugates S-dichlorovinylcysteine (DCVC), furosemide, steviol, phorbol 12-myristate 13-acetate (PMA), calcium ionophore A23187, benzylpenicillin, furosemide, indomethacin, bumetamide, losartan, probenecid, phenol red, urate, and alpha-ketoglutarate
Gene Name:
SLC22A6
Uniprot ID:
Q4U2R8
Molecular weight:
61815.8
References
  1. Jariyawat S, Sekine T, Takeda M, Apiwattanakul N, Kanai Y, Sophasan S, Endou H: The interaction and transport of beta-lactam antibiotics with the cloned rat renal organic anion transporter 1. J Pharmacol Exp Ther. 1999 Aug;290(2):672-7. [PubMed:10411577 ]