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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-08-29 14:59:15 UTC

Update Date

2021-09-26 22:48:55 UTC

HMDB ID

HMDB0242304

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione

Description

(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione, also known as monorden or 5-chloro-6-(7,8-epoxy-10-hydroxy-2-oxo-3,5-undecadienyl)-beta-resorcylic acid mu-lactone, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. Based on a literature review very few articles have been published on (1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). (1ar,2z,4e,14r,15ar)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1ah-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7h,14h)-dione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione 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


  Mrv1652305152100182D          

 25 27  0  0  0  0            999 V2000
    3.2206    3.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9959   -0.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3704    0.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1720   -0.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1942    0.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2955    1.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8988    0.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4494    2.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8461    2.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7226    0.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4494    0.9581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3745    2.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8239    1.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5687    1.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1193    1.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8239    1.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3745    0.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6477    1.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7490    0.1798    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0971    1.0446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7490    3.1202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6477    1.5635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180    1.4409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0222    2.4716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9432    1.9095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
  9  1  1  0  0  0  0
  9  6  1  0  0  0  0
  4 10  1  4  0  0  0
 10  7  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 13  8  1  0  0  0  0
  5 14  1  4  0  0  0
 15  6  1  0  0  0  0
 15 14  1  0  0  0  0
 16 11  2  0  0  0  0
 16 12  1  0  0  0  0
 17 11  1  0  0  0  0
 17 13  2  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 10  2  0  0  0  0
 21 12  1  0  0  0  0
 22 13  1  0  0  0  0
 23 18  2  0  0  0  0
 24  9  1  0  0  0  0
 24 18  1  0  0  0  0
 25 14  1  0  0  0  0
 25 15  1  0  0  0  0
M  END

HMDB0242304
     RDKit          3D
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-ben...
 42 44  0  0  0  0  0  0  0  0999 V2000
   -1.0049   -2.2509   -0.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7390   -1.7539    0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486   -0.8165   -0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2012    0.0591    0.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0313    0.7531    1.5515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0173    1.4456    0.9069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7934    2.0370   -0.4208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9494    2.9768   -0.7584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962    3.7210    0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1209    3.3193    0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7104    2.0020    0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2995    1.5454    1.6439 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167    1.0363   -0.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094   -0.0451   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8541   -0.0046   -1.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0855    1.2907   -2.2758 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8616   -0.9276   -0.9948 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0186   -0.8517   -1.7960 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7266   -1.9471   -0.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5740   -2.0040    0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5121   -3.0781    1.5945 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5595   -1.0633    0.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4034   -1.2343    1.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6789   -1.6126    2.6524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9064   -1.0388    1.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0138   -2.6202   -0.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6126   -3.0593   -1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8986   -1.4631   -1.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2369   -2.6338    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5145   -0.1622   -1.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7688   -1.3765   -0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8406   -0.4079    1.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6062    2.1212    1.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4567    1.5939   -1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0152    3.2335   -1.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2413    4.8160    0.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908    4.0986    1.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2912    0.6430   -0.7492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9904    1.6220   -1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7558   -1.5082   -1.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4952   -2.6969    0.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2209   -3.7578    1.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25  2  1  0
  6  4  1  0
 22 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 13 38  1  0
 13 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
M  END


  Mrv1652305152100182D          

 25 27  0  0  0  0            999 V2000
    3.2206    3.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9959   -0.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3704    0.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1720   -0.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1942    0.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2955    1.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8988    0.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4494    2.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8461    2.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7226    0.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4494    0.9581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3745    2.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8239    1.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5687    1.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1193    1.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8239    1.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3745    0.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6477    1.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7490    0.1798    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0971    1.0446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7490    3.1202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6477    1.5635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180    1.4409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0222    2.4716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9432    1.9095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
  9  1  1  0  0  0  0
  9  6  1  0  0  0  0
  4 10  1  4  0  0  0
 10  7  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 13  8  1  0  0  0  0
  5 14  1  4  0  0  0
 15  6  1  0  0  0  0
 15 14  1  0  0  0  0
 16 11  2  0  0  0  0
 16 12  1  0  0  0  0
 17 11  1  0  0  0  0
 17 13  2  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 10  2  0  0  0  0
 21 12  1  0  0  0  0
 22 13  1  0  0  0  0
 23 18  2  0  0  0  0
 24  9  1  0  0  0  0
 24 18  1  0  0  0  0
 25 14  1  0  0  0  0
 25 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242304

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CC2OC2C=CC=CC(=O)CC2=C(C(O)=CC(O)=C2Cl)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C18H17ClO6/c1-9-6-15-14(25-15)5-3-2-4-10(20)7-11-16(18(23)24-9)12(21)8-13(22)17(11)19/h2-5,8-9,14-15,21-22H,6-7H2,1H3

> <INCHI_KEY>
WYZWZEOGROVVHK-UHFFFAOYSA-N

> <FORMULA>
C18H17ClO6

> <MOLECULAR_WEIGHT>
364.78

> <EXACT_MASS>
364.071366

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.06454084687544

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
16-chloro-17,19-dihydroxy-4-methyl-3,7-dioxatricyclo[13.4.0.0^{6,8}]nonadeca-1(15),9,11,16,18-pentaene-2,13-dione

> <ALOGPS_LOGP>
3.22

> <JCHEM_LOGP>
3.6765286639999997

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.843043106370923

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.02260474290897

> <JCHEM_PKA_STRONGEST_BASIC>
-4.124046059412492

> <JCHEM_POLAR_SURFACE_AREA>
96.36

> <JCHEM_REFRACTIVITY>
93.56089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
16-chloro-17,19-dihydroxy-4-methyl-3,7-dioxatricyclo[13.4.0.0^{6,8}]nonadeca-1(15),9,11,16,18-pentaene-2,13-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242304
     RDKit          3D
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-ben...
 42 44  0  0  0  0  0  0  0  0999 V2000
   -1.0049   -2.2509   -0.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7390   -1.7539    0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486   -0.8165   -0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2012    0.0591    0.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0313    0.7531    1.5515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0173    1.4456    0.9069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7934    2.0370   -0.4208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9494    2.9768   -0.7584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962    3.7210    0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1209    3.3193    0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7104    2.0020    0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2995    1.5454    1.6439 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167    1.0363   -0.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094   -0.0451   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8541   -0.0046   -1.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0855    1.2907   -2.2758 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8616   -0.9276   -0.9948 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0186   -0.8517   -1.7960 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7266   -1.9471   -0.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5740   -2.0040    0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5121   -3.0781    1.5945 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5595   -1.0633    0.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4034   -1.2343    1.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6789   -1.6126    2.6524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9064   -1.0388    1.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0138   -2.6202   -0.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6126   -3.0593   -1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8986   -1.4631   -1.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2369   -2.6338    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5145   -0.1622   -1.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7688   -1.3765   -0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8406   -0.4079    1.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6062    2.1212    1.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4567    1.5939   -1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0152    3.2335   -1.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2413    4.8160    0.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908    4.0986    1.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2912    0.6430   -0.7492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9904    1.6220   -1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7558   -1.5082   -1.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4952   -2.6969    0.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2209   -3.7578    1.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25  2  1  0
  6  4  1  0
 22 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 13 38  1  0
 13 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
M  END

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       6.012   6.067   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.592  -0.633   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.291   0.739   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.054  -0.714   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.829   0.820   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.152   3.403   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.678   0.497   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.839   4.371   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.313   4.694   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.216   0.578   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.839   1.789   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.699   4.452   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.538   2.999   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.528   2.192   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.689   3.484   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.538   3.161   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.699   1.708   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.076   3.241   0.000  0.00  0.00           C+0
HETATM   19 Cl   UNK     0      -1.398   0.336   0.000  0.00  0.00          Cl+0
HETATM   20  O   UNK     0       3.915   1.950   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.398   5.824   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -3.076   2.919   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.514   2.690   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.775   4.614   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.227   3.564   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2   10                                                       
CONECT    5    3   14                                                       
CONECT    6    9   15                                                       
CONECT    7   10   11                                                       
CONECT    8   12   13                                                       
CONECT    9    1    6   24                                                  
CONECT   10    4    7   20                                                  
CONECT   11    7   16   17                                                  
CONECT   12    8   16   21                                                  
CONECT   13    8   17   22                                                  
CONECT   14    5   15   25                                                  
CONECT   15    6   14   25                                                  
CONECT   16   11   12   18                                                  
CONECT   17   11   13   19                                                  
CONECT   18   16   23   24                                                  
CONECT   19   17                                                            
CONECT   20   10                                                            
CONECT   21   12                                                            
CONECT   22   13                                                            
CONECT   23   18                                                            
CONECT   24    9   18                                                       
CONECT   25   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0242304
HETATM    1  C1  UNL     1      -1.005  -2.251  -0.961  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.739  -1.754   0.266  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.849  -0.817  -0.158  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.201   0.059   0.994  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.031   0.753   1.552  1.00  0.00           O  
HETATM    6  C5  UNL     1      -3.017   1.446   0.907  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.793   2.037  -0.421  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.949   2.977  -0.758  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.996   3.721   0.004  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.121   3.319   0.576  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.710   2.002   0.598  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.300   1.545   1.644  1.00  0.00           O  
HETATM   13  C11 UNL     1       0.717   1.036  -0.533  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.709  -0.045  -0.325  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.854  -0.005  -1.090  1.00  0.00           C  
HETATM   16 CL1  UNL     1       3.086   1.291  -2.276  1.00  0.00          CL  
HETATM   17  C14 UNL     1       3.862  -0.928  -0.995  1.00  0.00           C  
HETATM   18  O3  UNL     1       5.019  -0.852  -1.796  1.00  0.00           O  
HETATM   19  C15 UNL     1       3.727  -1.947  -0.091  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.574  -2.004   0.692  1.00  0.00           C  
HETATM   21  O4  UNL     1       2.512  -3.078   1.594  1.00  0.00           O  
HETATM   22  C17 UNL     1       1.559  -1.063   0.586  1.00  0.00           C  
HETATM   23  C18 UNL     1       0.403  -1.234   1.455  1.00  0.00           C  
HETATM   24  O5  UNL     1       0.679  -1.613   2.652  1.00  0.00           O  
HETATM   25  O6  UNL     1      -0.906  -1.039   1.135  1.00  0.00           O  
HETATM   26  H1  UNL     1      -0.014  -2.620  -0.675  1.00  0.00           H  
HETATM   27  H2  UNL     1      -1.613  -3.059  -1.410  1.00  0.00           H  
HETATM   28  H3  UNL     1      -0.899  -1.463  -1.738  1.00  0.00           H  
HETATM   29  H4  UNL     1      -2.237  -2.634   0.714  1.00  0.00           H  
HETATM   30  H5  UNL     1      -2.514  -0.162  -1.003  1.00  0.00           H  
HETATM   31  H6  UNL     1      -3.769  -1.376  -0.447  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.841  -0.408   1.766  1.00  0.00           H  
HETATM   33  H8  UNL     1      -3.606   2.121   1.582  1.00  0.00           H  
HETATM   34  H9  UNL     1      -3.457   1.594  -1.204  1.00  0.00           H  
HETATM   35  H10 UNL     1      -2.015   3.233  -1.847  1.00  0.00           H  
HETATM   36  H11 UNL     1      -1.241   4.816   0.116  1.00  0.00           H  
HETATM   37  H12 UNL     1       0.691   4.099   1.126  1.00  0.00           H  
HETATM   38  H13 UNL     1      -0.291   0.643  -0.749  1.00  0.00           H  
HETATM   39  H14 UNL     1       0.990   1.622  -1.444  1.00  0.00           H  
HETATM   40  H15 UNL     1       5.756  -1.508  -1.741  1.00  0.00           H  
HETATM   41  H16 UNL     1       4.495  -2.697   0.018  1.00  0.00           H  
HETATM   42  H17 UNL     1       3.221  -3.758   1.686  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   25   29
CONECT    3    4   30   31
CONECT    4    5    6   32
CONECT    5    6
CONECT    6    7   33
CONECT    7    8    8   34
CONECT    8    9   35
CONECT    9   10   10   36
CONECT   10   11   37
CONECT   11   12   12   13
CONECT   13   14   38   39
CONECT   14   15   15   22
CONECT   15   16   17
CONECT   17   18   19   19
CONECT   18   40
CONECT   19   20   41
CONECT   20   21   22   22
CONECT   21   42
CONECT   22   23
CONECT   23   24   24   25
END

HMDB0242304
     RDKit          3D
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-ben...
 42 44  0  0  0  0  0  0  0  0999 V2000
   -1.0049   -2.2509   -0.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7390   -1.7539    0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486   -0.8165   -0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2012    0.0591    0.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0313    0.7531    1.5515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0173    1.4456    0.9069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7934    2.0370   -0.4208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9494    2.9768   -0.7584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962    3.7210    0.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1209    3.3193    0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7104    2.0020    0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2995    1.5454    1.6439 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167    1.0363   -0.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094   -0.0451   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8541   -0.0046   -1.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0855    1.2907   -2.2758 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8616   -0.9276   -0.9948 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0186   -0.8517   -1.7960 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7266   -1.9471   -0.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5740   -2.0040    0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5121   -3.0781    1.5945 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5595   -1.0633    0.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4034   -1.2343    1.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6789   -1.6126    2.6524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9064   -1.0388    1.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0138   -2.6202   -0.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6126   -3.0593   -1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8986   -1.4631   -1.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2369   -2.6338    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5145   -0.1622   -1.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7688   -1.3765   -0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8406   -0.4079    1.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6062    2.1212    1.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4567    1.5939   -1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0152    3.2335   -1.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2413    4.8160    0.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908    4.0986    1.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2912    0.6430   -0.7492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9904    1.6220   -1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7558   -1.5082   -1.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4952   -2.6969    0.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2209   -3.7578    1.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25  2  1  0
  6  4  1  0
 22 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 13 38  1  0
 13 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Chloro-6-(7,8-epoxy-10-hydroxy-2-oxo-3,5-undecadienyl)-beta-resorcylic acid mu-lactone	HMDB
KF9-a	HMDB
Monorden	HMDB
Monordene	HMDB

Chemical Formula

C₁₈H₁₇ClO₆

Average Molecular Weight

364.78

Monoisotopic Molecular Weight

364.071366

IUPAC Name

16-chloro-17,19-dihydroxy-4-methyl-3,7-dioxatricyclo[13.4.0.0^{6,8}]nonadeca-1(15),9,11,16,18-pentaene-2,13-dione

Traditional Name

16-chloro-17,19-dihydroxy-4-methyl-3,7-dioxatricyclo[13.4.0.0^{6,8}]nonadeca-1(15),9,11,16,18-pentaene-2,13-dione

CAS Registry Number

Not Available

SMILES

CC1CC2OC2C=CC=CC(=O)CC2=C(C(O)=CC(O)=C2Cl)C(=O)O1

InChI Identifier

InChI=1S/C18H17ClO6/c1-9-6-15-14(25-15)5-3-2-4-10(20)7-11-16(18(23)24-9)12(21)8-13(22)17(11)19/h2-5,8-9,14-15,21-22H,6-7H2,1H3

InChI Key

WYZWZEOGROVVHK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Hydroxybenzoic acid derivatives

Alternative Parents

Substituents

Dihydroxybenzoic acid
1-hydroxy-2-unsubstituted benzenoid
Aryl chloride
Aryl halide
Vinylogous acid
Carboxylic acid ester
Ketone
Cyclic ketone
Lactone
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organohalogen compound
Organochloride
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	3.22	ALOGPS
logP	3.68	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	7.02	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.36 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	93.56 m³·mol⁻¹	ChemAxon
Polarizability	34.06 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	173.487	30932474
DeepCCS	[M-H]-	171.129	30932474
DeepCCS	[M-2H]-	205.048	30932474
DeepCCS	[M+Na]+	180.54	30932474
AllCCS	[M+H]+	186.7	32859911
AllCCS	[M+H-H2O]+	183.5	32859911
AllCCS	[M+NH4]+	189.8	32859911
AllCCS	[M+Na]+	190.6	32859911
AllCCS	[M-H]-	187.6	32859911
AllCCS	[M+Na-2H]-	187.7	32859911
AllCCS	[M+HCOO]-	187.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	6.39 minutes	32390414
Predicted by Siyang on May 30, 2022	14.6667 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.09 minutes	32390414

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TMS,isomer #1	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O)=CC(O[Si](C)(C)C)=C2C(=O)O1	3201.1	Semi standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TMS,isomer #1	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O)=CC(O[Si](C)(C)C)=C2C(=O)O1	2776.6	Standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TMS,isomer #1	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O)=CC(O[Si](C)(C)C)=C2C(=O)O1	4161.0	Standard polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TMS,isomer #2	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O[Si](C)(C)C)=CC(O)=C2C(=O)O1	3222.8	Semi standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TMS,isomer #2	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O[Si](C)(C)C)=CC(O)=C2C(=O)O1	2754.5	Standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TMS,isomer #2	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O[Si](C)(C)C)=CC(O)=C2C(=O)O1	4176.5	Standard polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TMS,isomer #3	CC1CC2OC2C=CC=CC(O[Si](C)(C)C)=CC2=C(Cl)C(O)=CC(O)=C2C(=O)O1	3158.3	Semi standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TMS,isomer #3	CC1CC2OC2C=CC=CC(O[Si](C)(C)C)=CC2=C(Cl)C(O)=CC(O)=C2C(=O)O1	2724.0	Standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TMS,isomer #3	CC1CC2OC2C=CC=CC(O[Si](C)(C)C)=CC2=C(Cl)C(O)=CC(O)=C2C(=O)O1	4290.6	Standard polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TMS,isomer #1	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C(=O)O1	3213.6	Semi standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TMS,isomer #1	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C(=O)O1	2829.6	Standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TMS,isomer #1	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C(=O)O1	4066.9	Standard polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TMS,isomer #2	CC1CC2OC2C=CC=CC(O[Si](C)(C)C)=CC2=C(Cl)C(O)=CC(O[Si](C)(C)C)=C2C(=O)O1	3155.2	Semi standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TMS,isomer #2	CC1CC2OC2C=CC=CC(O[Si](C)(C)C)=CC2=C(Cl)C(O)=CC(O[Si](C)(C)C)=C2C(=O)O1	2795.7	Standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TMS,isomer #2	CC1CC2OC2C=CC=CC(O[Si](C)(C)C)=CC2=C(Cl)C(O)=CC(O[Si](C)(C)C)=C2C(=O)O1	4148.0	Standard polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TMS,isomer #3	CC1CC2OC2C=CC=CC(O[Si](C)(C)C)=CC2=C(Cl)C(O[Si](C)(C)C)=CC(O)=C2C(=O)O1	3152.5	Semi standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TMS,isomer #3	CC1CC2OC2C=CC=CC(O[Si](C)(C)C)=CC2=C(Cl)C(O[Si](C)(C)C)=CC(O)=C2C(=O)O1	2802.4	Standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TMS,isomer #3	CC1CC2OC2C=CC=CC(O[Si](C)(C)C)=CC2=C(Cl)C(O[Si](C)(C)C)=CC(O)=C2C(=O)O1	4169.5	Standard polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,3TMS,isomer #1	CC1CC2OC2C=CC=CC(O[Si](C)(C)C)=CC2=C(Cl)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C(=O)O1	3129.9	Semi standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,3TMS,isomer #1	CC1CC2OC2C=CC=CC(O[Si](C)(C)C)=CC2=C(Cl)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C(=O)O1	2855.3	Standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,3TMS,isomer #1	CC1CC2OC2C=CC=CC(O[Si](C)(C)C)=CC2=C(Cl)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C(=O)O1	4015.3	Standard polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TBDMS,isomer #1	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3424.8	Semi standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TBDMS,isomer #1	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	2979.5	Standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TBDMS,isomer #1	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	4293.7	Standard polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TBDMS,isomer #2	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C2C(=O)O1	3455.7	Semi standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TBDMS,isomer #2	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C2C(=O)O1	2952.2	Standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TBDMS,isomer #2	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C2C(=O)O1	4310.5	Standard polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TBDMS,isomer #3	CC1CC2OC2C=CC=CC(O[Si](C)(C)C(C)(C)C)=CC2=C(Cl)C(O)=CC(O)=C2C(=O)O1	3399.5	Semi standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TBDMS,isomer #3	CC1CC2OC2C=CC=CC(O[Si](C)(C)C(C)(C)C)=CC2=C(Cl)C(O)=CC(O)=C2C(=O)O1	2893.3	Standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,1TBDMS,isomer #3	CC1CC2OC2C=CC=CC(O[Si](C)(C)C(C)(C)C)=CC2=C(Cl)C(O)=CC(O)=C2C(=O)O1	4400.0	Standard polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TBDMS,isomer #1	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3677.7	Semi standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TBDMS,isomer #1	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3196.5	Standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TBDMS,isomer #1	CC1CC2OC2C=CC=CC(=O)CC2=C(Cl)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	4263.3	Standard polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TBDMS,isomer #2	CC1CC2OC2C=CC=CC(O[Si](C)(C)C(C)(C)C)=CC2=C(Cl)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3613.7	Semi standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TBDMS,isomer #2	CC1CC2OC2C=CC=CC(O[Si](C)(C)C(C)(C)C)=CC2=C(Cl)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3125.1	Standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TBDMS,isomer #2	CC1CC2OC2C=CC=CC(O[Si](C)(C)C(C)(C)C)=CC2=C(Cl)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	4306.4	Standard polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TBDMS,isomer #3	CC1CC2OC2C=CC=CC(O[Si](C)(C)C(C)(C)C)=CC2=C(Cl)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C2C(=O)O1	3638.5	Semi standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TBDMS,isomer #3	CC1CC2OC2C=CC=CC(O[Si](C)(C)C(C)(C)C)=CC2=C(Cl)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C2C(=O)O1	3127.5	Standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,2TBDMS,isomer #3	CC1CC2OC2C=CC=CC(O[Si](C)(C)C(C)(C)C)=CC2=C(Cl)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C2C(=O)O1	4328.7	Standard polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,3TBDMS,isomer #1	CC1CC2OC2C=CC=CC(O[Si](C)(C)C(C)(C)C)=CC2=C(Cl)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3845.9	Semi standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,3TBDMS,isomer #1	CC1CC2OC2C=CC=CC(O[Si](C)(C)C(C)(C)C)=CC2=C(Cl)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3322.2	Standard non polar	33892256
(1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione,3TBDMS,isomer #1	CC1CC2OC2C=CC=CC(O[Si](C)(C)C(C)(C)C)=CC2=C(Cl)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	4240.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-1009000000-8fb7317d9220075155bc	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione 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 - (1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione 10V, Positive-QTOF	splash10-014i-0009000000-f74cffd093cf9ad47693	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione 20V, Positive-QTOF	splash10-0002-0009000000-91906bfbbba0f0e00790	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione 40V, Positive-QTOF	splash10-004j-0019000000-546b5c1a3b29296c6c17	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione 10V, Negative-QTOF	splash10-03di-0009000000-98292c08a4e0c597f784	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione 20V, Negative-QTOF	splash10-03dj-0009000000-6ac8dbebab0e90905559	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione 40V, Negative-QTOF	splash10-0002-0019000000-ce87a0dc9f1a45a0b04a	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

4857

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5033

PDB ID

Not Available

ChEBI ID

95163

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 (1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione (HMDB0242304)

MOL for HMDB0242304 ((1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione)

3D MOL for HMDB0242304 ((1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione)

3D SDF for HMDB0242304 ((1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione)

3D-SDF for HMDB0242304 ((1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione)

PDB for HMDB0242304 ((1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione)

3D PDB for HMDB0242304 ((1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione)

SMILES for HMDB0242304 ((1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione)

INCHI for HMDB0242304 ((1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione)

Structure for HMDB0242304 ((1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione)

3D Structure for HMDB0242304 ((1Ar,2Z,4E,14R,15aR)-8-chloro-9,11-dihydroxy-14-methyl-15,15a-dihydro-1aH-benzo[c]oxireno[2,3-k][1]oxacyclotetradecine-6,12(7H,14H)-dione)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra