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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-22 19:51:22 UTC

Update Date

2021-09-14 15:39:07 UTC

HMDB ID

HMDB0061154

Secondary Accession Numbers

HMDB61154

Metabolite Identification

Common Name

Monic acid

Description

Monic acid is a metabolite of mupirocin. Mupirocin (Bactroban or Centany) is an antibiotic originally isolated from Pseudomonas fluorescens NCIMB 10586, developed by Beecham. Mupirocin is bacteriostatic at low concentrations and bactericidal at high concentrations. It is used topically and is effective against Gram-positive bacteria, including MRSA. Mupirocin is a mixture of several pseudomonic acids, with pseudomonic acid A (PA-A) constituting greater than 90% of the mixture. (Wikipedia ) No systemic absorption of mupirocin or its major metabolite, monic acid, has been detected in short courses of topical administration to healthy volunteers or to patients with epidermolysis bullosa after prolonged courses of therapy with Bactroban ointment. (PMID: 2112164 )

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0061154
     RDKit          3D
Monic acid
 54 55  0  0  0  0  0  0  0  0999 V2000
   -5.2018    0.8395   -0.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5608    0.9442    0.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2501    0.5320    1.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5900   -0.0208    1.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2904   -0.1952    0.4668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1728   -0.4017    2.7062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2201    1.5172    0.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0836    0.8216   -0.0022 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0671    0.6080   -1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8337   -0.1925   -1.8334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2997   -0.0439   -0.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4271   -0.8435   -1.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7065   -0.8817   -0.6611 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5259   -1.4021    0.7165 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2416   -0.1395    0.4037 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6849   -0.3030    0.7662 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0085   -1.7190    1.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6161    0.0690   -0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3495    1.5296   -0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9463    0.0130    0.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2094   -0.7243    0.4476 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3633   -0.2350    1.6049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7116   -0.5117    0.6297 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0496   -0.5057    1.9726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2400    1.3013   -0.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6907    1.5250   -1.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3054   -0.1860   -1.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7470    0.6255    2.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0867   -0.0248    2.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2556    2.5545    0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9682    1.7054    1.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1703    1.4826    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1071    1.5493   -2.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9851   -0.0045   -1.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4971    0.0836   -2.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1379   -1.2581   -1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5580    0.9979   -0.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6485   -0.5068   -2.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470   -1.9005   -1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4343   -1.6209   -1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041    0.7059    0.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8859    0.3454    1.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1959   -2.0845    1.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1244   -2.3851    0.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9365   -1.7214    1.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4924   -0.5511   -1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3441    1.6665   -1.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5131    2.1647    0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0841    1.9064   -1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5244   -0.4563   -0.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293   -1.7936    0.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1731   -0.4929    2.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2119   -1.3515    0.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8739   -1.0307    2.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 11 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  8  1  0
 15 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  6
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  6
 15 41  1  1
 16 42  1  1
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  6
 22 52  1  0
 23 53  1  6
 24 54  1  0
M  END

  Mrv0541 07221312512D          

 25 26  0  0  0  0            999 V2000
   -1.2375    1.2081    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9520    0.7955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9520   -0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    0.7955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2375    2.0331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    1.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059    0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3348    0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0493    1.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809   -0.0295    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0483    0.4555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7158   -0.0295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2991    0.5539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0315   -0.7917    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8494   -0.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1651   -1.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3516   -0.2448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5293   -1.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059   -0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3348   -0.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  1  0  0  0
  2  8  1  1  0  0  0
  6  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3 14  1  0  0  0  0
 15 14  1  1  0  0  0
 16 15  1  0  0  0  0
 16 17  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 19 23  1  1  0  0  0
 10 24  1  0  0  0  0
 12 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061154

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]1(O[C@H]1CC1CC[C@@H](C\C(C)=C\C(O)=O)[C@H](O)[C@@H]1O)[C@@H](C)C(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O6/c1-9(7-15(20)21)6-12-4-5-13(17(23)16(12)22)8-14-18(24-14)10(2)11(3)19/h7,10-14,16-19,22-23H,4-6,8H2,1-3H3,(H,20,21)/b9-7+/t10-,11?,12-,13?,14-,16-,17+,18-/m0/s1

> <INCHI_KEY>
MUWNEQMGMLXEFO-CXSJRMNRSA-N

> <FORMULA>
C18H30O6

> <MOLECULAR_WEIGHT>
342.4272

> <EXACT_MASS>
342.204238692

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
37.3499537275861

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-4-[(1S,2S,3R)-2,3-dihydroxy-4-{[(2S,3S)-3-[(2S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl}cyclohexyl]-3-methylbut-2-enoic acid

> <ALOGPS_LOGP>
0.52

> <JCHEM_LOGP>
1.0551665596666666

> <ALOGPS_LOGS>
-2.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.635497570873135

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.641743854661595

> <JCHEM_PKA_STRONGEST_BASIC>
-2.714766833654389

> <JCHEM_POLAR_SURFACE_AREA>
110.52000000000001

> <JCHEM_REFRACTIVITY>
89.06909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.06e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-4-[(1S,2S,3R)-2,3-dihydroxy-4-{[(2S,3S)-3-[(2S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl}cyclohexyl]-3-methylbut-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061154
     RDKit          3D
Monic acid
 54 55  0  0  0  0  0  0  0  0999 V2000
   -5.2018    0.8395   -0.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5608    0.9442    0.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2501    0.5320    1.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5900   -0.0208    1.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2904   -0.1952    0.4668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1728   -0.4017    2.7062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2201    1.5172    0.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0836    0.8216   -0.0022 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0671    0.6080   -1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8337   -0.1925   -1.8334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2997   -0.0439   -0.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4271   -0.8435   -1.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7065   -0.8817   -0.6611 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5259   -1.4021    0.7165 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2416   -0.1395    0.4037 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6849   -0.3030    0.7662 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0085   -1.7190    1.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6161    0.0690   -0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3495    1.5296   -0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9463    0.0130    0.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2094   -0.7243    0.4476 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3633   -0.2350    1.6049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7116   -0.5117    0.6297 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0496   -0.5057    1.9726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2400    1.3013   -0.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6907    1.5250   -1.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3054   -0.1860   -1.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7470    0.6255    2.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0867   -0.0248    2.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2556    2.5545    0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9682    1.7054    1.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1703    1.4826    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1071    1.5493   -2.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9851   -0.0045   -1.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4971    0.0836   -2.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1379   -1.2581   -1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5580    0.9979   -0.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6485   -0.5068   -2.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470   -1.9005   -1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4343   -1.6209   -1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041    0.7059    0.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8859    0.3454    1.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1959   -2.0845    1.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1244   -2.3851    0.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9365   -1.7214    1.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4924   -0.5511   -1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3441    1.6665   -1.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5131    2.1647    0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0841    1.9064   -1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5244   -0.4563   -0.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293   -1.7936    0.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1731   -0.4929    2.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2119   -1.3515    0.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8739   -1.0307    2.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 11 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  8  1  0
 15 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  6
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  6
 15 41  1  1
 16 42  1  1
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  6
 22 52  1  0
 23 53  1  6
 24 54  1  0
M  END

HEADER    PROTEIN                                 22-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUL-13         0                                  
HETATM    1  C   UNK     0      -2.310   2.255   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.644   1.485   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.644  -0.055   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.310  -0.825   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.976  -0.055   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.976   1.485   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.310   3.795   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -4.977   2.255   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.357   2.255   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.691   1.485   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.025   2.255   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.358   1.485   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.692   2.255   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.977  -0.825   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.311  -0.055   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -7.557   0.850   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -8.803  -0.055   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0      -9.892   1.034   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0      -9.392  -1.478   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -10.919  -1.679   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -11.508  -3.102   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -11.856  -0.457   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -8.455  -2.700   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.691  -0.055   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.358  -0.055   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3    8                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    9                                                  
CONECT    7    1                                                            
CONECT    8    2                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   24                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   25                                                  
CONECT   13   12                                                            
CONECT   14    3   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15   17                                                       
CONECT   17   16   15   18   19                                             
CONECT   18   17                                                            
CONECT   19   17   20   23                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   19                                                            
CONECT   24   10                                                            
CONECT   25   12                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0061154
HETATM    1  C1  UNL     1      -5.202   0.840  -0.872  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.561   0.944   0.454  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.250   0.532   1.510  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.590  -0.021   1.485  1.00  0.00           C  
HETATM    5  O1  UNL     1      -7.290  -0.195   0.467  1.00  0.00           O  
HETATM    6  O2  UNL     1      -7.173  -0.402   2.706  1.00  0.00           O  
HETATM    7  C5  UNL     1      -3.220   1.517   0.615  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.084   0.822  -0.002  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.067   0.608  -1.469  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.834  -0.192  -1.833  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.300  -0.044  -0.815  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.427  -0.844  -1.375  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.707  -0.882  -0.661  1.00  0.00           C  
HETATM   14  O3  UNL     1       2.526  -1.402   0.717  1.00  0.00           O  
HETATM   15  C12 UNL     1       3.242  -0.140   0.404  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.685  -0.303   0.766  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.008  -1.719   1.154  1.00  0.00           C  
HETATM   18  C15 UNL     1       5.616   0.069  -0.365  1.00  0.00           C  
HETATM   19  C16 UNL     1       5.349   1.530  -0.705  1.00  0.00           C  
HETATM   20  O4  UNL     1       6.946   0.013   0.045  1.00  0.00           O  
HETATM   21  C17 UNL     1      -0.209  -0.724   0.448  1.00  0.00           C  
HETATM   22  O5  UNL     1       0.363  -0.235   1.605  1.00  0.00           O  
HETATM   23  C18 UNL     1      -1.712  -0.512   0.630  1.00  0.00           C  
HETATM   24  O6  UNL     1      -2.050  -0.506   1.973  1.00  0.00           O  
HETATM   25  H1  UNL     1      -6.240   1.301  -0.837  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.691   1.525  -1.617  1.00  0.00           H  
HETATM   27  H3  UNL     1      -5.305  -0.186  -1.241  1.00  0.00           H  
HETATM   28  H4  UNL     1      -4.747   0.625   2.470  1.00  0.00           H  
HETATM   29  H5  UNL     1      -8.087  -0.025   2.933  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.256   2.554   0.172  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.968   1.705   1.690  1.00  0.00           H  
HETATM   32  H8  UNL     1      -1.170   1.483   0.226  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.107   1.549  -2.009  1.00  0.00           H  
HETATM   34  H10 UNL     1      -2.985  -0.005  -1.733  1.00  0.00           H  
HETATM   35  H11 UNL     1      -0.497   0.084  -2.853  1.00  0.00           H  
HETATM   36  H12 UNL     1      -1.138  -1.258  -1.873  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.558   0.998  -0.705  1.00  0.00           H  
HETATM   38  H14 UNL     1       1.648  -0.507  -2.438  1.00  0.00           H  
HETATM   39  H15 UNL     1       1.047  -1.901  -1.554  1.00  0.00           H  
HETATM   40  H16 UNL     1       3.434  -1.621  -1.168  1.00  0.00           H  
HETATM   41  H17 UNL     1       2.704   0.706   0.863  1.00  0.00           H  
HETATM   42  H18 UNL     1       4.886   0.345   1.656  1.00  0.00           H  
HETATM   43  H19 UNL     1       4.196  -2.085   1.821  1.00  0.00           H  
HETATM   44  H20 UNL     1       5.124  -2.385   0.256  1.00  0.00           H  
HETATM   45  H21 UNL     1       5.936  -1.721   1.767  1.00  0.00           H  
HETATM   46  H22 UNL     1       5.492  -0.551  -1.248  1.00  0.00           H  
HETATM   47  H23 UNL     1       4.344   1.666  -1.138  1.00  0.00           H  
HETATM   48  H24 UNL     1       5.513   2.165   0.196  1.00  0.00           H  
HETATM   49  H25 UNL     1       6.084   1.906  -1.460  1.00  0.00           H  
HETATM   50  H26 UNL     1       7.524  -0.456  -0.631  1.00  0.00           H  
HETATM   51  H27 UNL     1       0.029  -1.794   0.367  1.00  0.00           H  
HETATM   52  H28 UNL     1      -0.173  -0.493   2.394  1.00  0.00           H  
HETATM   53  H29 UNL     1      -2.212  -1.351   0.115  1.00  0.00           H  
HETATM   54  H30 UNL     1      -2.874  -1.031   2.078  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    3    7
CONECT    3    4   28
CONECT    4    5    5    6
CONECT    6   29
CONECT    7    8   30   31
CONECT    8    9   23   32
CONECT    9   10   33   34
CONECT   10   11   35   36
CONECT   11   12   21   37
CONECT   12   13   38   39
CONECT   13   14   15   40
CONECT   14   15
CONECT   15   16   41
CONECT   16   17   18   42
CONECT   17   43   44   45
CONECT   18   19   20   46
CONECT   19   47   48   49
CONECT   20   50
CONECT   21   22   23   51
CONECT   22   52
CONECT   23   24   53
CONECT   24   54
END

HMDB0061154
     RDKit          3D
Monic acid
 54 55  0  0  0  0  0  0  0  0999 V2000
   -5.2018    0.8395   -0.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5608    0.9442    0.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2501    0.5320    1.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5900   -0.0208    1.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2904   -0.1952    0.4668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1728   -0.4017    2.7062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2201    1.5172    0.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0836    0.8216   -0.0022 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0671    0.6080   -1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8337   -0.1925   -1.8334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2997   -0.0439   -0.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4271   -0.8435   -1.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7065   -0.8817   -0.6611 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5259   -1.4021    0.7165 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2416   -0.1395    0.4037 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6849   -0.3030    0.7662 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0085   -1.7190    1.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6161    0.0690   -0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3495    1.5296   -0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9463    0.0130    0.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2094   -0.7243    0.4476 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3633   -0.2350    1.6049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7116   -0.5117    0.6297 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0496   -0.5057    1.9726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2400    1.3013   -0.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6907    1.5250   -1.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3054   -0.1860   -1.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7470    0.6255    2.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0867   -0.0248    2.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2556    2.5545    0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9682    1.7054    1.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1703    1.4826    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1071    1.5493   -2.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9851   -0.0045   -1.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4971    0.0836   -2.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1379   -1.2581   -1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5580    0.9979   -0.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6485   -0.5068   -2.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470   -1.9005   -1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4343   -1.6209   -1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041    0.7059    0.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8859    0.3454    1.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1959   -2.0845    1.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1244   -2.3851    0.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9365   -1.7214    1.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4924   -0.5511   -1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3441    1.6665   -1.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5131    2.1647    0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0841    1.9064   -1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5244   -0.4563   -0.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293   -1.7936    0.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1731   -0.4929    2.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2119   -1.3515    0.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8739   -1.0307    2.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 11 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  8  1  0
 15 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  6
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  6
 15 41  1  1
 16 42  1  1
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  6
 22 52  1  0
 23 53  1  6
 24 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Monate	Generator

Chemical Formula

C₁₈H₃₀O₆

Average Molecular Weight

342.4272

Monoisotopic Molecular Weight

342.204238692

IUPAC Name

(2E)-4-[(1S,2S,3R)-2,3-dihydroxy-4-{[(2S,3S)-3-[(2S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl}cyclohexyl]-3-methylbut-2-enoic acid

Traditional Name

(2E)-4-[(1S,2S,3R)-2,3-dihydroxy-4-{[(2S,3S)-3-[(2S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl}cyclohexyl]-3-methylbut-2-enoic acid

CAS Registry Number

Not Available

SMILES

[H][C@]1(O[C@H]1CC1CC[C@@H](C\C(C)=C\C(O)=O)[C@H](O)[C@@H]1O)[C@@H](C)C(C)O

InChI Identifier

InChI=1S/C18H30O6/c1-9(7-15(20)21)6-12-4-5-13(17(23)16(12)22)8-14-18(24-14)10(2)11(3)19/h7,10-14,16-19,22-23H,4-6,8H2,1-3H3,(H,20,21)/b9-7+/t10-,11?,12-,13?,14-,16-,17+,18-/m0/s1

InChI Key

MUWNEQMGMLXEFO-CXSJRMNRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as epoxy fatty acids. These are fatty acids containing an oxirane ring as part of the aliphatic chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Epoxy fatty acids

Alternative Parents

Substituents

Branched fatty acid
Cyclohexanol
Epoxy fatty acid
Hydroxy fatty acid
Short-chain hydroxy acid
Methyl-branched fatty acid
Unsaturated fatty acid
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061154)

Organ

Liver (HMDB: HMDB0061154)
Kidney (HMDB: HMDB0061154)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061154)

Cellular substructure

Cytoplasm (HMDB: HMDB0061154)

Source

Endogenous

Endogenous (HMDB: HMDB0061154)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.06 g/L	ALOGPS
logP	0.52	ALOGPS
logP	1.06	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	110.52 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	89.07 m³·mol⁻¹	ChemAxon
Polarizability	37.35 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	181.446	31661259
DarkChem	[M-H]-	178.199	31661259
DeepCCS	[M+H]+	188.739	30932474
DeepCCS	[M-H]-	186.344	30932474
DeepCCS	[M-2H]-	219.418	30932474
DeepCCS	[M+Na]+	195.394	30932474
AllCCS	[M+H]+	187.4	32859911
AllCCS	[M+H-H2O]+	184.6	32859911
AllCCS	[M+NH4]+	190.0	32859911
AllCCS	[M+Na]+	190.8	32859911
AllCCS	[M-H]-	187.3	32859911
AllCCS	[M+Na-2H]-	188.3	32859911
AllCCS	[M+HCOO]-	189.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Monic acid	[H][C@]1(O[C@H]1CC1CC[C@@H](C\C(C)=C\C(O)=O)[C@H](O)[C@@H]1O)[C@@H](C)C(C)O	4315.9	Standard polar	33892256
Monic acid	[H][C@]1(O[C@H]1CC1CC[C@@H](C\C(C)=C\C(O)=O)[C@H](O)[C@@H]1O)[C@@H](C)C(C)O	2605.4	Standard non polar	33892256
Monic acid	[H][C@]1(O[C@H]1CC1CC[C@@H](C\C(C)=C\C(O)=O)[C@H](O)[C@@H]1O)[C@@H](C)C(C)O	2754.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Monic acid,1TMS,isomer #1	C/C(=C\C(=O)O[Si](C)(C)C)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O)[C@@H](O)[C@H]1O	2671.5	Semi standard non polar	33892256
Monic acid,1TMS,isomer #2	C/C(=C\C(=O)O)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O)[C@@H](O)[C@H]1O[Si](C)(C)C	2639.8	Semi standard non polar	33892256
Monic acid,1TMS,isomer #3	C/C(=C\C(=O)O)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O)[C@@H](O[Si](C)(C)C)[C@H]1O	2638.6	Semi standard non polar	33892256
Monic acid,1TMS,isomer #4	C/C(=C\C(=O)O)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	2688.4	Semi standard non polar	33892256
Monic acid,2TMS,isomer #1	C/C(=C\C(=O)O[Si](C)(C)C)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	2663.7	Semi standard non polar	33892256
Monic acid,2TMS,isomer #2	C/C(=C\C(=O)O[Si](C)(C)C)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O)[C@@H](O[Si](C)(C)C)[C@H]1O	2620.9	Semi standard non polar	33892256
Monic acid,2TMS,isomer #3	C/C(=C\C(=O)O[Si](C)(C)C)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O)[C@@H](O)[C@H]1O[Si](C)(C)C	2606.5	Semi standard non polar	33892256
Monic acid,2TMS,isomer #4	C/C(=C\C(=O)O)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	2670.2	Semi standard non polar	33892256
Monic acid,2TMS,isomer #5	C/C(=C\C(=O)O)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2651.5	Semi standard non polar	33892256
Monic acid,2TMS,isomer #6	C/C(=C\C(=O)O)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	2685.4	Semi standard non polar	33892256
Monic acid,3TMS,isomer #1	C/C(=C\C(=O)O[Si](C)(C)C)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	2639.7	Semi standard non polar	33892256
Monic acid,3TMS,isomer #2	C/C(=C\C(=O)O[Si](C)(C)C)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	2611.8	Semi standard non polar	33892256
Monic acid,3TMS,isomer #3	C/C(=C\C(=O)O[Si](C)(C)C)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2596.7	Semi standard non polar	33892256
Monic acid,3TMS,isomer #4	C/C(=C\C(=O)O)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2659.9	Semi standard non polar	33892256
Monic acid,4TMS,isomer #1	C/C(=C\C(=O)O[Si](C)(C)C)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2619.3	Semi standard non polar	33892256
Monic acid,1TBDMS,isomer #1	C/C(=C\C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O)[C@@H](O)[C@H]1O	2896.1	Semi standard non polar	33892256
Monic acid,1TBDMS,isomer #2	C/C(=C\C(=O)O)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2887.9	Semi standard non polar	33892256
Monic acid,1TBDMS,isomer #3	C/C(=C\C(=O)O)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2876.3	Semi standard non polar	33892256
Monic acid,1TBDMS,isomer #4	C/C(=C\C(=O)O)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O	2955.2	Semi standard non polar	33892256
Monic acid,2TBDMS,isomer #1	C/C(=C\C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O	3149.1	Semi standard non polar	33892256
Monic acid,2TBDMS,isomer #2	C/C(=C\C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3075.6	Semi standard non polar	33892256
Monic acid,2TBDMS,isomer #3	C/C(=C\C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3063.6	Semi standard non polar	33892256
Monic acid,2TBDMS,isomer #4	C/C(=C\C(=O)O)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3138.4	Semi standard non polar	33892256
Monic acid,2TBDMS,isomer #5	C/C(=C\C(=O)O)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3087.2	Semi standard non polar	33892256
Monic acid,2TBDMS,isomer #6	C/C(=C\C(=O)O)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3134.6	Semi standard non polar	33892256
Monic acid,3TBDMS,isomer #1	C/C(=C\C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3313.5	Semi standard non polar	33892256
Monic acid,3TBDMS,isomer #2	C/C(=C\C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3309.5	Semi standard non polar	33892256
Monic acid,3TBDMS,isomer #3	C/C(=C\C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3263.6	Semi standard non polar	33892256
Monic acid,3TBDMS,isomer #4	C/C(=C\C(=O)O)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3340.0	Semi standard non polar	33892256
Monic acid,4TBDMS,isomer #1	C/C(=C\C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H]1CCC(C[C@@H]2O[C@H]2[C@@H](C)C(C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3499.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Monic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0095-9467000000-2afd4130843c2ad8e89d	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Monic acid GC-MS (4 TMS) - 70eV, Positive	splash10-014i-1800449000-d401b70ceced92a825fd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Monic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monic acid 10V, Positive-QTOF	splash10-056r-1049000000-a7226eb85976b545db06	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monic acid 20V, Positive-QTOF	splash10-07gi-6393000000-302582cb8b9200ef1065	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monic acid 40V, Positive-QTOF	splash10-0gc9-9420000000-c62e53171bac899c3e3a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monic acid 10V, Negative-QTOF	splash10-006x-0198000000-a4fc56197eef205118f8	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monic acid 20V, Negative-QTOF	splash10-00fr-6093000000-7f949004e886a4facc5f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monic acid 40V, Negative-QTOF	splash10-05fr-9020000000-22d33ac086c5bf86df30	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monic acid 10V, Negative-QTOF	splash10-002f-0079000000-113116320d521335dad3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monic acid 20V, Negative-QTOF	splash10-056u-0093000000-0943e4dce172d49d585b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monic acid 40V, Negative-QTOF	splash10-0a4r-1193000000-b5245ab73d3d7b48be27	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monic acid 10V, Positive-QTOF	splash10-004l-0397000000-cf697b3c5b7124b66b48	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monic acid 20V, Positive-QTOF	splash10-0a4i-2495000000-8c5069063d568c3317d6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monic acid 40V, Positive-QTOF	splash10-000x-9000000000-cc67e9d53157aa0d5107	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Travedona-Monate

METLIN ID

Not Available

PubChem Compound

131770055

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Pappa KA: The clinical development of mupirocin. J Am Acad Dermatol. 1990 May;22(5 Pt 1):873-9. [PubMed:2112164 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Monic acid (HMDB0061154)

MOL for HMDB0061154 (Monic acid)

3D MOL for HMDB0061154 (Monic acid)

3D SDF for HMDB0061154 (Monic acid)

3D-SDF for HMDB0061154 (Monic acid)

PDB for HMDB0061154 (Monic acid)

3D PDB for HMDB0061154 (Monic acid)

SMILES for HMDB0061154 (Monic acid)

INCHI for HMDB0061154 (Monic acid)

Structure for HMDB0061154 (Monic acid)

3D Structure for HMDB0061154 (Monic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra