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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:33:59 UTC

Update Date

2021-09-26 23:07:08 UTC

HMDB ID

HMDB0253718

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Isrib

Description

2-(4-chlorophenoxy)-N-(4-{[2-(4-chlorophenoxy)-1-hydroxyethylidene]amino}cyclohexyl)ethanimidic acid belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. Based on a literature review very few articles have been published on 2-(4-chlorophenoxy)-N-(4-{[2-(4-chlorophenoxy)-1-hydroxyethylidene]amino}cyclohexyl)ethanimidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Isrib is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Isrib is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309112114342D          

 30 32  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 Cl  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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
  3 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
 27 30  1  0  0  0  0
M  END

HMDB0253718
     RDKit          3D
Isrib
 54 56  0  0  0  0  0  0  0  0999 V2000
    2.4404    2.2844   -0.8276 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2275    1.5062   -1.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6641    1.7595   -1.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1506    2.9345   -1.0868 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1819    3.2874    0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6890    4.5037    0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7226    4.8647    1.9693 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2448    3.9993    2.9292 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2948    4.4642    4.6383 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7336    2.7767    2.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7100    2.4377    1.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6787    0.3019   -1.9208 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2855   -0.0735   -1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2793   -1.3332   -0.9208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0667   -1.9495   -0.8458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1312   -1.4184   -1.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9739   -0.5534   -0.8698 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2880   -0.8697   -0.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8013   -1.9372   -0.9272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0693    0.0679    0.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3329   -0.4188    0.6698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5303   -1.5524    1.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8282   -1.9786    1.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0661   -3.1112    2.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0438   -3.8627    3.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3320   -5.2910    3.9884 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7424   -3.4394    2.7344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008   -2.3129    1.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7960   -0.6422   -2.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6851   -0.4713   -3.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8299    1.7234   -2.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2324    0.9095   -1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0840    5.2467   -0.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1252    5.8273    2.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3558    2.0923    3.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2965    1.4438    0.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745   -0.4151   -2.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010    0.7017   -1.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5962   -1.0254    0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0703   -2.0232   -1.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0486   -3.0547   -1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4312   -1.9696    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8432   -2.2591   -2.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5339    0.3185   -0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1064    1.0682   -0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4780    0.2042    1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6446   -1.4070    1.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0836   -3.4392    2.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9252   -4.0237    3.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4842   -1.9838    1.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2512    0.3924   -2.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2558   -1.1407   -3.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1158   -1.4534   -3.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225    0.2944   -3.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 16 29  1  0
 29 30  1  0
 11  5  1  0
 30 13  1  0
 28 22  1  0
  3 31  1  0
  3 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 20 45  1  0
 20 46  1  0
 23 47  1  0
 24 48  1  0
 27 49  1  0
 28 50  1  0
 29 51  1  0
 29 52  1  0
 30 53  1  0
 30 54  1  0
M  END


  Mrv1652309112114342D          

 30 32  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 Cl  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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
  3 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
 27 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253718

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC=C(OCC(=O)NC2CCC(CC2)NC(=O)COC2=CC=C(Cl)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H24Cl2N2O4/c23-15-1-9-19(10-2-15)29-13-21(27)25-17-5-7-18(8-6-17)26-22(28)14-30-20-11-3-16(24)4-12-20/h1-4,9-12,17-18H,5-8,13-14H2,(H,25,27)(H,26,28)

> <INCHI_KEY>
HJGMCDHQPXTGAV-UHFFFAOYSA-N

> <FORMULA>
C22H24Cl2N2O4

> <MOLECULAR_WEIGHT>
451.34

> <EXACT_MASS>
450.1113127

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
47.581203947624445

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-chlorophenoxy)-N-{4-[2-(4-chlorophenoxy)acetamido]cyclohexyl}acetamide

> <ALOGPS_LOGP>
4.08

> <JCHEM_LOGP>
3.559801047333333

> <ALOGPS_LOGS>
-5.78

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.70434527583409

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.175460930061753

> <JCHEM_PKA_STRONGEST_BASIC>
-4.548967091029887

> <JCHEM_POLAR_SURFACE_AREA>
76.66000000000001

> <JCHEM_REFRACTIVITY>
114.6814

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.45e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-chlorophenoxy)-N-{4-[2-(4-chlorophenoxy)acetamido]cyclohexyl}acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253718
     RDKit          3D
Isrib
 54 56  0  0  0  0  0  0  0  0999 V2000
    2.4404    2.2844   -0.8276 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2275    1.5062   -1.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6641    1.7595   -1.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1506    2.9345   -1.0868 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1819    3.2874    0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6890    4.5037    0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7226    4.8647    1.9693 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2448    3.9993    2.9292 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2948    4.4642    4.6383 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7336    2.7767    2.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7100    2.4377    1.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6787    0.3019   -1.9208 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2855   -0.0735   -1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2793   -1.3332   -0.9208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0667   -1.9495   -0.8458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1312   -1.4184   -1.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9739   -0.5534   -0.8698 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2880   -0.8697   -0.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8013   -1.9372   -0.9272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0693    0.0679    0.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3329   -0.4188    0.6698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5303   -1.5524    1.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8282   -1.9786    1.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0661   -3.1112    2.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0438   -3.8627    3.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3320   -5.2910    3.9884 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7424   -3.4394    2.7344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008   -2.3129    1.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7960   -0.6422   -2.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6851   -0.4713   -3.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8299    1.7234   -2.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2324    0.9095   -1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0840    5.2467   -0.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1252    5.8273    2.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3558    2.0923    3.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2965    1.4438    0.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745   -0.4151   -2.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010    0.7017   -1.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5962   -1.0254    0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0703   -2.0232   -1.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0486   -3.0547   -1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4312   -1.9696    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8432   -2.2591   -2.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5339    0.3185   -0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1064    1.0682   -0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4780    0.2042    1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6446   -1.4070    1.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0836   -3.4392    2.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9252   -4.0237    3.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4842   -1.9838    1.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2512    0.3924   -2.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2558   -1.1407   -3.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1158   -1.4534   -3.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225    0.2944   -3.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 16 29  1  0
 29 30  1  0
 11  5  1  0
 30 13  1  0
 28 22  1  0
  3 31  1  0
  3 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 20 45  1  0
 20 46  1  0
 23 47  1  0
 24 48  1  0
 27 49  1  0
 28 50  1  0
 29 51  1  0
 29 52  1  0
 30 53  1  0
 30 54  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -4.001  -2.310   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0     -13.337  -0.000   0.000  0.00  0.00          Cl+0
HETATM   19  N   UNK     0       1.334  -5.390   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   30 Cl   UNK     0      10.669  -7.700   0.000  0.00  0.00          Cl+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15                                                            
CONECT   19    3   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28   24                                                       
CONECT   30   27                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0253718
HETATM    1  O1  UNL     1       2.440   2.284  -0.828  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.227   1.506  -1.427  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.664   1.760  -1.648  1.00  0.00           C  
HETATM    4  O2  UNL     1       5.151   2.935  -1.087  1.00  0.00           O  
HETATM    5  C3  UNL     1       5.182   3.287   0.227  1.00  0.00           C  
HETATM    6  C4  UNL     1       5.689   4.504   0.617  1.00  0.00           C  
HETATM    7  C5  UNL     1       5.723   4.865   1.969  1.00  0.00           C  
HETATM    8  C6  UNL     1       5.245   3.999   2.929  1.00  0.00           C  
HETATM    9 CL1  UNL     1       5.295   4.464   4.638  1.00  0.00          CL  
HETATM   10  C7  UNL     1       4.734   2.777   2.550  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.710   2.438   1.197  1.00  0.00           C  
HETATM   12  N1  UNL     1       2.679   0.302  -1.921  1.00  0.00           N  
HETATM   13  C9  UNL     1       1.285  -0.073  -1.780  1.00  0.00           C  
HETATM   14  C10 UNL     1       1.279  -1.333  -0.921  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.067  -1.949  -0.846  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.131  -1.418  -1.719  1.00  0.00           C  
HETATM   17  N2  UNL     1      -1.974  -0.553  -0.870  1.00  0.00           N  
HETATM   18  C13 UNL     1      -3.288  -0.870  -0.522  1.00  0.00           C  
HETATM   19  O3  UNL     1      -3.801  -1.937  -0.927  1.00  0.00           O  
HETATM   20  C14 UNL     1      -4.069   0.068   0.326  1.00  0.00           C  
HETATM   21  O4  UNL     1      -5.333  -0.419   0.670  1.00  0.00           O  
HETATM   22  C15 UNL     1      -5.530  -1.552   1.438  1.00  0.00           C  
HETATM   23  C16 UNL     1      -6.828  -1.979   1.717  1.00  0.00           C  
HETATM   24  C17 UNL     1      -7.066  -3.111   2.488  1.00  0.00           C  
HETATM   25  C18 UNL     1      -6.044  -3.863   3.011  1.00  0.00           C  
HETATM   26 CL2  UNL     1      -6.332  -5.291   3.988  1.00  0.00          CL  
HETATM   27  C19 UNL     1      -4.742  -3.439   2.734  1.00  0.00           C  
HETATM   28  C20 UNL     1      -4.501  -2.313   1.967  1.00  0.00           C  
HETATM   29  C21 UNL     1      -0.796  -0.642  -2.917  1.00  0.00           C  
HETATM   30  C22 UNL     1       0.685  -0.471  -3.106  1.00  0.00           C  
HETATM   31  H1  UNL     1       4.830   1.723  -2.748  1.00  0.00           H  
HETATM   32  H2  UNL     1       5.232   0.909  -1.194  1.00  0.00           H  
HETATM   33  H3  UNL     1       6.084   5.247  -0.064  1.00  0.00           H  
HETATM   34  H4  UNL     1       6.125   5.827   2.286  1.00  0.00           H  
HETATM   35  H5  UNL     1       4.356   2.092   3.308  1.00  0.00           H  
HETATM   36  H6  UNL     1       4.296   1.444   0.958  1.00  0.00           H  
HETATM   37  H7  UNL     1       3.275  -0.415  -2.437  1.00  0.00           H  
HETATM   38  H8  UNL     1       0.701   0.702  -1.295  1.00  0.00           H  
HETATM   39  H9  UNL     1       1.596  -1.025   0.092  1.00  0.00           H  
HETATM   40  H10 UNL     1       2.070  -2.023  -1.304  1.00  0.00           H  
HETATM   41  H11 UNL     1       0.049  -3.055  -1.067  1.00  0.00           H  
HETATM   42  H12 UNL     1      -0.431  -1.970   0.231  1.00  0.00           H  
HETATM   43  H13 UNL     1      -1.843  -2.259  -2.031  1.00  0.00           H  
HETATM   44  H14 UNL     1      -1.534   0.319  -0.533  1.00  0.00           H  
HETATM   45  H15 UNL     1      -4.106   1.068  -0.146  1.00  0.00           H  
HETATM   46  H16 UNL     1      -3.478   0.204   1.272  1.00  0.00           H  
HETATM   47  H17 UNL     1      -7.645  -1.407   1.316  1.00  0.00           H  
HETATM   48  H18 UNL     1      -8.084  -3.439   2.701  1.00  0.00           H  
HETATM   49  H19 UNL     1      -3.925  -4.024   3.142  1.00  0.00           H  
HETATM   50  H20 UNL     1      -3.484  -1.984   1.760  1.00  0.00           H  
HETATM   51  H21 UNL     1      -1.251   0.392  -2.838  1.00  0.00           H  
HETATM   52  H22 UNL     1      -1.256  -1.141  -3.824  1.00  0.00           H  
HETATM   53  H23 UNL     1       1.116  -1.453  -3.391  1.00  0.00           H  
HETATM   54  H24 UNL     1       0.822   0.294  -3.895  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4   31   32
CONECT    4    5
CONECT    5    6    6   11
CONECT    6    7   33
CONECT    7    8    8   34
CONECT    8    9   10
CONECT   10   11   11   35
CONECT   11   36
CONECT   12   13   37
CONECT   13   14   30   38
CONECT   14   15   39   40
CONECT   15   16   41   42
CONECT   16   17   29   43
CONECT   17   18   44
CONECT   18   19   19   20
CONECT   20   21   45   46
CONECT   21   22
CONECT   22   23   23   28
CONECT   23   24   47
CONECT   24   25   25   48
CONECT   25   26   27
CONECT   27   28   28   49
CONECT   28   50
CONECT   29   30   51   52
CONECT   30   53   54
END

HMDB0253718
     RDKit          3D
Isrib
 54 56  0  0  0  0  0  0  0  0999 V2000
    2.4404    2.2844   -0.8276 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2275    1.5062   -1.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6641    1.7595   -1.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1506    2.9345   -1.0868 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1819    3.2874    0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6890    4.5037    0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7226    4.8647    1.9693 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2448    3.9993    2.9292 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2948    4.4642    4.6383 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7336    2.7767    2.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7100    2.4377    1.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6787    0.3019   -1.9208 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2855   -0.0735   -1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2793   -1.3332   -0.9208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0667   -1.9495   -0.8458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1312   -1.4184   -1.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9739   -0.5534   -0.8698 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2880   -0.8697   -0.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8013   -1.9372   -0.9272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0693    0.0679    0.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3329   -0.4188    0.6698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5303   -1.5524    1.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8282   -1.9786    1.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0661   -3.1112    2.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0438   -3.8627    3.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3320   -5.2910    3.9884 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7424   -3.4394    2.7344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008   -2.3129    1.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7960   -0.6422   -2.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6851   -0.4713   -3.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8299    1.7234   -2.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2324    0.9095   -1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0840    5.2467   -0.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1252    5.8273    2.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3558    2.0923    3.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2965    1.4438    0.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745   -0.4151   -2.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010    0.7017   -1.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5962   -1.0254    0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0703   -2.0232   -1.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0486   -3.0547   -1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4312   -1.9696    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8432   -2.2591   -2.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5339    0.3185   -0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1064    1.0682   -0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4780    0.2042    1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6446   -1.4070    1.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0836   -3.4392    2.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9252   -4.0237    3.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4842   -1.9838    1.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2512    0.3924   -2.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2558   -1.1407   -3.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1158   -1.4534   -3.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225    0.2944   -3.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 16 29  1  0
 29 30  1  0
 11  5  1  0
 30 13  1  0
 28 22  1  0
  3 31  1  0
  3 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 20 45  1  0
 20 46  1  0
 23 47  1  0
 24 48  1  0
 27 49  1  0
 28 50  1  0
 29 51  1  0
 29 52  1  0
 30 53  1  0
 30 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(4-Chlorophenoxy)-N-(4-{[2-(4-chlorophenoxy)-1-hydroxyethylidene]amino}cyclohexyl)ethanimidate	Generator
2-(4-Chlorophenoxy)-N-(4-(2-(4-chlorophenoxy)acetamido)cyclohexyl)acetamide	MeSH
ISRIB compound	MeSH
cis-ISRIB	MeSH
trans-ISRIB	MeSH

Chemical Formula

C₂₂H₂₄Cl₂N₂O₄

Average Molecular Weight

451.34

Monoisotopic Molecular Weight

450.1113127

IUPAC Name

2-(4-chlorophenoxy)-N-{4-[2-(4-chlorophenoxy)acetamido]cyclohexyl}acetamide

Traditional Name

2-(4-chlorophenoxy)-N-{4-[2-(4-chlorophenoxy)acetamido]cyclohexyl}acetamide

CAS Registry Number

Not Available

SMILES

ClC1=CC=C(OCC(=O)NC2CCC(CC2)NC(=O)COC2=CC=C(Cl)C=C2)C=C1

InChI Identifier

InChI=1S/C22H24Cl2N2O4/c23-15-1-9-19(10-2-15)29-13-21(27)25-17-5-7-18(8-6-17)26-22(28)14-30-20-11-3-16(24)4-12-20/h1-4,9-12,17-18H,5-8,13-14H2,(H,25,27)(H,26,28)

InChI Key

HJGMCDHQPXTGAV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Ether
Organic nitrogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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
logP	4.08	ALOGPS
logP	3.56	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	14.18	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	76.66 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	114.68 m³·mol⁻¹	ChemAxon
Polarizability	47.58 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	201.29	30932474
DeepCCS	[M-H]-	198.932	30932474
DeepCCS	[M-2H]-	232.589	30932474
DeepCCS	[M+Na]+	207.817	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isrib	ClC1=CC=C(OCC(=O)NC2CCC(CC2)NC(=O)COC2=CC=C(Cl)C=C2)C=C1	5114.7	Standard polar	33892256
Isrib	ClC1=CC=C(OCC(=O)NC2CCC(CC2)NC(=O)COC2=CC=C(Cl)C=C2)C=C1	3569.2	Standard non polar	33892256
Isrib	ClC1=CC=C(OCC(=O)NC2CCC(CC2)NC(=O)COC2=CC=C(Cl)C=C2)C=C1	3777.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isrib,1TMS,isomer #1	C[Si](C)(C)N(C(=O)COC1=CC=C(Cl)C=C1)C1CCC(NC(=O)COC2=CC=C(Cl)C=C2)CC1	3738.4	Semi standard non polar	33892256
Isrib,1TMS,isomer #1	C[Si](C)(C)N(C(=O)COC1=CC=C(Cl)C=C1)C1CCC(NC(=O)COC2=CC=C(Cl)C=C2)CC1	3252.4	Standard non polar	33892256
Isrib,1TMS,isomer #1	C[Si](C)(C)N(C(=O)COC1=CC=C(Cl)C=C1)C1CCC(NC(=O)COC2=CC=C(Cl)C=C2)CC1	4922.8	Standard polar	33892256
Isrib,2TMS,isomer #1	C[Si](C)(C)N(C(=O)COC1=CC=C(Cl)C=C1)C1CCC(N(C(=O)COC2=CC=C(Cl)C=C2)[Si](C)(C)C)CC1	3656.5	Semi standard non polar	33892256
Isrib,2TMS,isomer #1	C[Si](C)(C)N(C(=O)COC1=CC=C(Cl)C=C1)C1CCC(N(C(=O)COC2=CC=C(Cl)C=C2)[Si](C)(C)C)CC1	3299.3	Standard non polar	33892256
Isrib,2TMS,isomer #1	C[Si](C)(C)N(C(=O)COC1=CC=C(Cl)C=C1)C1CCC(N(C(=O)COC2=CC=C(Cl)C=C2)[Si](C)(C)C)CC1	4693.6	Standard polar	33892256
Isrib,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)COC1=CC=C(Cl)C=C1)C1CCC(NC(=O)COC2=CC=C(Cl)C=C2)CC1	3972.5	Semi standard non polar	33892256
Isrib,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)COC1=CC=C(Cl)C=C1)C1CCC(NC(=O)COC2=CC=C(Cl)C=C2)CC1	3499.3	Standard non polar	33892256
Isrib,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)COC1=CC=C(Cl)C=C1)C1CCC(NC(=O)COC2=CC=C(Cl)C=C2)CC1	4890.4	Standard polar	33892256
Isrib,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)COC1=CC=C(Cl)C=C1)C1CCC(N(C(=O)COC2=CC=C(Cl)C=C2)[Si](C)(C)C(C)(C)C)CC1	4173.0	Semi standard non polar	33892256
Isrib,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)COC1=CC=C(Cl)C=C1)C1CCC(N(C(=O)COC2=CC=C(Cl)C=C2)[Si](C)(C)C(C)(C)C)CC1	3725.4	Standard non polar	33892256
Isrib,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)COC1=CC=C(Cl)C=C1)C1CCC(N(C(=O)COC2=CC=C(Cl)C=C2)[Si](C)(C)C(C)(C)C)CC1	4647.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isrib GC-MS (Non-derivatized) - 70eV, Positive	splash10-00or-3792100000-a6531babe3fa6bc99c88	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isrib 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 - Isrib 10V, Positive-QTOF	splash10-0udi-0002900000-e87359cf527a84d998d4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isrib 20V, Positive-QTOF	splash10-0uk9-0237900000-8c558a247b0974119163	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isrib 40V, Positive-QTOF	splash10-0r03-0910100000-85c96090d1e0e5f5fc7c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isrib 10V, Negative-QTOF	splash10-0002-0256900000-3e70c4a971f5cb65ebec	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isrib 20V, Negative-QTOF	splash10-05c7-7907600000-0bc379193b02cb551e07	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isrib 40V, Negative-QTOF	splash10-004i-4901000000-4ade3b5f5b86d8fd134a	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

873642

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Isrib (HMDB0253718)

MOL for HMDB0253718 (Isrib)

3D MOL for HMDB0253718 (Isrib)

3D SDF for HMDB0253718 (Isrib)

3D-SDF for HMDB0253718 (Isrib)

PDB for HMDB0253718 (Isrib)

3D PDB for HMDB0253718 (Isrib)

SMILES for HMDB0253718 (Isrib)

INCHI for HMDB0253718 (Isrib)

Structure for HMDB0253718 (Isrib)

3D Structure for HMDB0253718 (Isrib)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra