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Showing metabocard for Ascofuranone (HMDB0248651)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 02:04:55 UTC
Update Date2021-09-26 22:59:02 UTC
HMDB IDHMDB0248651
Secondary Accession NumbersNone
Metabolite Identification
Common NameAscofuranone
Description This compound has been identified in human blood as reported by (PMID: 31557052 ). Ascofuranone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ascofuranone 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0248651 (Ascofuranone)


  Mrv1533004171503372D          

 29 30  0  0  0  0            999 V2000
    6.1968   -9.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3763   -9.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0407  -10.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5256  -11.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1901  -11.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6750  -12.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4955  -12.5468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3394  -13.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8244  -14.0542    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5190  -13.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1834  -14.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340  -12.8055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2136  -12.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7286  -12.2243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3696  -12.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8847  -11.3844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8914   -9.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2269   -8.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7420   -7.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0775   -6.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8980   -6.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5926   -6.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7676   -6.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -5.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7281   -5.2416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -5.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6281   -4.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7322   -4.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8476   -5.4965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 12 15  2  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  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
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 22 29  1  0  0  0  0
M  END
Download

3D MOL for HMDB0248651 (Ascofuranone)

HMDB0248651
     RDKit          3D
Ascofuranone
 58 59  0  0  0  0  0  0  0  0999 V2000
    0.1624    3.3520    0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3012    1.9207    0.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1715    1.6495   -0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7579    0.3509   -0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2482    0.3201   -0.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9289    1.3541   -0.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2588    2.4734    0.4645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3128    1.2629    0.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1509    2.6076    0.8910 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.0465    0.1852   -0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5388    0.1326   -0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3553   -0.8482   -0.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0924   -2.0176   -1.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5004   -2.9822   -1.9348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776   -0.7831   -1.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141   -1.8310   -1.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2730    0.9167    1.4095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7974    0.8839    1.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3459   -0.1188    2.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0373   -1.1751    1.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4725   -2.0373    3.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4831   -1.6847    0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0142   -1.6988    0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -0.6142   -0.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2998    0.0873   -0.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1966   -0.5911   -1.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9673    0.7239   -1.9617 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5606   -1.5868   -2.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905   -1.0395   -0.5756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976    3.7051    1.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2361    3.4479    0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3423    4.0179   -0.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5195    2.4972   -1.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117   -0.5217   -0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6058    0.2011   -1.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8025    3.2070    0.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0249   -0.2143   -1.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7403   -0.5327    0.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8642    1.1581    0.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1614   -2.0588   -1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150   -1.8297   -1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1268    1.1981    2.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1449   -0.0750    1.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0732    0.6980    0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1249    1.9190    1.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440    0.0443    3.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7459   -1.9147    3.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3901   -3.0730    2.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4523   -1.7508    3.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1437   -2.7621    0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981   -1.5594    1.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3618   -2.6574    0.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542    0.8773   -2.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9440    0.6813   -2.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0971    1.5593   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3524   -2.2887   -2.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0055   -1.0153   -3.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7015   -2.1703   -2.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 12 15  2  0
 15 16  1  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  3
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 15  5  1  0
 29 22  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
 13 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 27 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
M  END
Download

3D SDF for HMDB0248651 (Ascofuranone)


  Mrv1533004171503372D          

 29 30  0  0  0  0            999 V2000
    6.1968   -9.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3763   -9.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0407  -10.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5256  -11.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1901  -11.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6750  -12.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4955  -12.5468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3394  -13.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8244  -14.0542    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5190  -13.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1834  -14.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340  -12.8055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2136  -12.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7286  -12.2243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3696  -12.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8847  -11.3844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8914   -9.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2269   -8.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7420   -7.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0775   -6.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8980   -6.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5926   -6.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7676   -6.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -5.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7281   -5.2416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -5.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6281   -4.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7322   -4.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8476   -5.4965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 12 15  2  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  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
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 22 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248651

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCC=C(C)C1CC(=O)C(C)(C)O1)=CCC1=C(O)C(Cl)=C(C)C(C=O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H29ClO5/c1-13(7-6-8-14(2)18-11-19(26)23(4,5)29-18)9-10-16-21(27)17(12-25)15(3)20(24)22(16)28/h8-9,12,18,27-28H,6-7,10-11H2,1-5H3

> <INCHI_KEY>
VGYPZLGWVQQOST-UHFFFAOYSA-N

> <FORMULA>
C23H29ClO5

> <MOLECULAR_WEIGHT>
420.93

> <EXACT_MASS>
420.1703517

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
45.78468766410016

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-chloro-5-[7-(5,5-dimethyl-4-oxooxolan-2-yl)-3-methylocta-2,6-dien-1-yl]-4,6-dihydroxy-2-methylbenzaldehyde

> <ALOGPS_LOGP>
4.79

> <JCHEM_LOGP>
6.403967992666667

> <ALOGPS_LOGS>
-5.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.527539762484093

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.84119965986733

> <JCHEM_PKA_STRONGEST_BASIC>
-4.268369755943361

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
117.6745

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-chloro-5-[7-(5,5-dimethyl-4-oxooxolan-2-yl)-3-methylocta-2,6-dien-1-yl]-4,6-dihydroxy-2-methylbenzaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0248651 (Ascofuranone)

HMDB0248651
     RDKit          3D
Ascofuranone
 58 59  0  0  0  0  0  0  0  0999 V2000
    0.1624    3.3520    0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3012    1.9207    0.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1715    1.6495   -0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7579    0.3509   -0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2482    0.3201   -0.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9289    1.3541   -0.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2588    2.4734    0.4645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3128    1.2629    0.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1509    2.6076    0.8910 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.0465    0.1852   -0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5388    0.1326   -0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3553   -0.8482   -0.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0924   -2.0176   -1.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5004   -2.9822   -1.9348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776   -0.7831   -1.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141   -1.8310   -1.6472 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2730    0.9167    1.4095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7974    0.8839    1.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3459   -0.1188    2.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0373   -1.1751    1.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4725   -2.0373    3.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4831   -1.6847    0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0142   -1.6988    0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -0.6142   -0.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2998    0.0873   -0.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1966   -0.5911   -1.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9673    0.7239   -1.9617 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5606   -1.5868   -2.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905   -1.0395   -0.5756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976    3.7051    1.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2361    3.4479    0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3423    4.0179   -0.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5195    2.4972   -1.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117   -0.5217   -0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6058    0.2011   -1.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8025    3.2070    0.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0249   -0.2143   -1.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7403   -0.5327    0.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8642    1.1581    0.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1614   -2.0588   -1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150   -1.8297   -1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1268    1.1981    2.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1449   -0.0750    1.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0732    0.6980    0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1249    1.9190    1.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440    0.0443    3.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7459   -1.9147    3.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3901   -3.0730    2.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4523   -1.7508    3.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1437   -2.7621    0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981   -1.5594    1.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3618   -2.6574    0.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542    0.8773   -2.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9440    0.6813   -2.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0971    1.5593   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3524   -2.2887   -2.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0055   -1.0153   -3.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7015   -2.1703   -2.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 12 15  2  0
 15 16  1  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  3
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 15  5  1  0
 29 22  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
 13 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 27 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
M  END
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PDB for HMDB0248651 (Ascofuranone)

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      11.567 -18.115   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.036 -18.276   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.409 -19.683   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.315 -20.929   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.688 -22.336   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.593 -23.582   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.125 -23.421   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.967 -24.989   0.000  0.00  0.00           C+0
HETATM    9 Cl   UNK     0      10.872 -26.234   0.000  0.00  0.00          Cl+0
HETATM   10  C   UNK     0       8.435 -25.150   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.809 -26.556   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.530 -23.904   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.999 -24.065   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.093 -22.819   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.157 -22.497   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.251 -21.251   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.131 -17.030   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.757 -15.623   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.852 -14.378   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.478 -12.971   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.010 -12.810   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.573 -11.725   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.033 -11.725   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.557 -10.260   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.092  -9.784   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.803  -9.355   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.772  -8.211   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.833  -8.211   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.049 -10.260   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12    5   16                                                  
CONECT   16   15                                                            
CONECT   17    2   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   29                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   22                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END
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3D PDB for HMDB0248651 (Ascofuranone)

COMPND    HMDB0248651
HETATM    1  C1  UNL     1       0.162   3.352   0.691  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.301   1.921   0.509  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.171   1.649  -0.422  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.758   0.351  -0.778  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.248   0.320  -0.597  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.929   1.354  -0.003  1.00  0.00           C  
HETATM    7  O1  UNL     1      -3.259   2.473   0.464  1.00  0.00           O  
HETATM    8  C7  UNL     1      -5.313   1.263   0.127  1.00  0.00           C  
HETATM    9 CL1  UNL     1      -6.151   2.608   0.891  1.00  0.00          CL  
HETATM   10  C8  UNL     1      -6.046   0.185  -0.311  1.00  0.00           C  
HETATM   11  C9  UNL     1      -7.539   0.133  -0.151  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.355  -0.848  -0.906  1.00  0.00           C  
HETATM   13  C11 UNL     1      -6.092  -2.018  -1.387  1.00  0.00           C  
HETATM   14  O2  UNL     1      -5.500  -2.982  -1.935  1.00  0.00           O  
HETATM   15  C12 UNL     1      -3.978  -0.783  -1.048  1.00  0.00           C  
HETATM   16  O3  UNL     1      -3.314  -1.831  -1.647  1.00  0.00           O  
HETATM   17  C13 UNL     1       0.273   0.917   1.409  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.797   0.884   1.238  1.00  0.00           C  
HETATM   19  C15 UNL     1       2.346  -0.119   2.144  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.037  -1.175   1.850  1.00  0.00           C  
HETATM   21  C17 UNL     1       3.473  -2.037   3.039  1.00  0.00           C  
HETATM   22  C18 UNL     1       3.483  -1.685   0.537  1.00  0.00           C  
HETATM   23  C19 UNL     1       5.014  -1.699   0.604  1.00  0.00           C  
HETATM   24  C20 UNL     1       5.333  -0.614  -0.348  1.00  0.00           C  
HETATM   25  O4  UNL     1       6.300   0.087  -0.349  1.00  0.00           O  
HETATM   26  C21 UNL     1       4.197  -0.591  -1.290  1.00  0.00           C  
HETATM   27  C22 UNL     1       3.967   0.724  -1.962  1.00  0.00           C  
HETATM   28  C23 UNL     1       4.561  -1.587  -2.405  1.00  0.00           C  
HETATM   29  O5  UNL     1       3.091  -1.040  -0.576  1.00  0.00           O  
HETATM   30  H1  UNL     1      -0.198   3.705   1.675  1.00  0.00           H  
HETATM   31  H2  UNL     1       1.236   3.448   0.538  1.00  0.00           H  
HETATM   32  H3  UNL     1      -0.342   4.018  -0.066  1.00  0.00           H  
HETATM   33  H4  UNL     1      -1.520   2.497  -1.041  1.00  0.00           H  
HETATM   34  H5  UNL     1      -1.312  -0.522  -0.272  1.00  0.00           H  
HETATM   35  H6  UNL     1      -1.606   0.201  -1.895  1.00  0.00           H  
HETATM   36  H7  UNL     1      -3.803   3.207   0.894  1.00  0.00           H  
HETATM   37  H8  UNL     1      -8.025  -0.214  -1.083  1.00  0.00           H  
HETATM   38  H9  UNL     1      -7.740  -0.533   0.719  1.00  0.00           H  
HETATM   39  H10 UNL     1      -7.864   1.158   0.129  1.00  0.00           H  
HETATM   40  H11 UNL     1      -7.161  -2.059  -1.273  1.00  0.00           H  
HETATM   41  H12 UNL     1      -2.315  -1.830  -1.773  1.00  0.00           H  
HETATM   42  H13 UNL     1       0.127   1.198   2.484  1.00  0.00           H  
HETATM   43  H14 UNL     1      -0.145  -0.075   1.251  1.00  0.00           H  
HETATM   44  H15 UNL     1       2.073   0.698   0.207  1.00  0.00           H  
HETATM   45  H16 UNL     1       2.125   1.919   1.568  1.00  0.00           H  
HETATM   46  H17 UNL     1       2.144   0.044   3.238  1.00  0.00           H  
HETATM   47  H18 UNL     1       2.746  -1.915   3.868  1.00  0.00           H  
HETATM   48  H19 UNL     1       3.390  -3.073   2.696  1.00  0.00           H  
HETATM   49  H20 UNL     1       4.452  -1.751   3.413  1.00  0.00           H  
HETATM   50  H21 UNL     1       3.144  -2.762   0.503  1.00  0.00           H  
HETATM   51  H22 UNL     1       5.398  -1.559   1.615  1.00  0.00           H  
HETATM   52  H23 UNL     1       5.362  -2.657   0.143  1.00  0.00           H  
HETATM   53  H24 UNL     1       4.654   0.877  -2.836  1.00  0.00           H  
HETATM   54  H25 UNL     1       2.944   0.681  -2.430  1.00  0.00           H  
HETATM   55  H26 UNL     1       4.097   1.559  -1.274  1.00  0.00           H  
HETATM   56  H27 UNL     1       5.352  -2.289  -2.086  1.00  0.00           H  
HETATM   57  H28 UNL     1       5.005  -1.015  -3.270  1.00  0.00           H  
HETATM   58  H29 UNL     1       3.701  -2.170  -2.736  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    3   17
CONECT    3    4   33
CONECT    4    5   34   35
CONECT    5    6    6   15
CONECT    6    7    8
CONECT    7   36
CONECT    8    9   10   10
CONECT   10   11   12
CONECT   11   37   38   39
CONECT   12   13   15   15
CONECT   13   14   14   40
CONECT   15   16
CONECT   16   41
CONECT   17   18   42   43
CONECT   18   19   44   45
CONECT   19   20   20   46
CONECT   20   21   22
CONECT   21   47   48   49
CONECT   22   23   29   50
CONECT   23   24   51   52
CONECT   24   25   25   26
CONECT   26   27   28   29
CONECT   27   53   54   55
CONECT   28   56   57   58
END
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SMILES for HMDB0248651 (Ascofuranone)

CC(CCC=C(C)C1CC(=O)C(C)(C)O1)=CCC1=C(O)C(Cl)=C(C)C(C=O)=C1O
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INCHI for HMDB0248651 (Ascofuranone)

InChI=1S/C23H29ClO5/c1-13(7-6-8-14(2)18-11-19(26)23(4,5)29-18)9-10-16-21(27)17(12-25)15(3)20(24)22(16)28/h8-9,12,18,27-28H,6-7,10-11H2,1-5H3
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC23H29ClO5
Average Molecular Weight420.93
Monoisotopic Molecular Weight420.1703517
IUPAC Name3-chloro-5-[7-(5,5-dimethyl-4-oxooxolan-2-yl)-3-methylocta-2,6-dien-1-yl]-4,6-dihydroxy-2-methylbenzaldehyde
Traditional Name3-chloro-5-[7-(5,5-dimethyl-4-oxooxolan-2-yl)-3-methylocta-2,6-dien-1-yl]-4,6-dihydroxy-2-methylbenzaldehyde
CAS Registry NumberNot Available
SMILES
CC(CCC=C(C)C1CC(=O)C(C)(C)O1)=CCC1=C(O)C(Cl)=C(C)C(C=O)=C1O
InChI Identifier
InChI=1S/C23H29ClO5/c1-13(7-6-8-14(2)18-11-19(26)23(4,5)29-18)9-10-16-21(27)17(12-25)15(3)20(24)22(16)28/h8-9,12,18,27-28H,6-7,10-11H2,1-5H3
InChI KeyVGYPZLGWVQQOST-UHFFFAOYSA-N
Chemical Taxonomy
ClassificationNot classified
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP4.79ALOGPS
logP6.4ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)5.84ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area83.83 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity117.67 m³·mol⁻¹ChemAxon
Polarizability45.78 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+196.52730932474
DeepCCS[M-H]-194.16930932474
DeepCCS[M-2H]-228.15230932474
DeepCCS[M+Na]+203.3830932474
AllCCS[M+H]+204.432859911
AllCCS[M+H-H2O]+201.732859911
AllCCS[M+NH4]+206.932859911
AllCCS[M+Na]+207.632859911
AllCCS[M-H]-202.632859911
AllCCS[M+Na-2H]-203.732859911
AllCCS[M+HCOO]-205.032859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 202222.1158 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20220.75 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid3500.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid565.5 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid261.0 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid266.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid181.8 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid1064.1 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid1117.3 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)85.6 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1904.4 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid721.6 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1738.3 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid684.7 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid599.5 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate358.2 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA511.6 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water8.4 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
AscofuranoneCC(CCC=C(C)C1CC(=O)C(C)(C)O1)=CCC1=C(O)C(Cl)=C(C)C(C=O)=C1O4435.6Standard polar33892256
AscofuranoneCC(CCC=C(C)C1CC(=O)C(C)(C)O1)=CCC1=C(O)C(Cl)=C(C)C(C=O)=C1O2972.0Standard non polar33892256
AscofuranoneCC(CCC=C(C)C1CC(=O)C(C)(C)O1)=CCC1=C(O)C(Cl)=C(C)C(C=O)=C1O3094.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ascofuranone,3TMS,isomer #1CC(=CCC1=C(O[Si](C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C)CCC=C(C)C1C=C(O[Si](C)(C)C)C(C)(C)O13063.2Semi standard non polar33892256
Ascofuranone,3TMS,isomer #1CC(=CCC1=C(O[Si](C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C)CCC=C(C)C1C=C(O[Si](C)(C)C)C(C)(C)O12725.0Standard non polar33892256
Ascofuranone,3TMS,isomer #1CC(=CCC1=C(O[Si](C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C)CCC=C(C)C1C=C(O[Si](C)(C)C)C(C)(C)O13380.3Standard polar33892256
Ascofuranone,3TBDMS,isomer #1CC(=CCC1=C(O[Si](C)(C)C(C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C(C)(C)C)CCC=C(C)C1C=C(O[Si](C)(C)C(C)(C)C)C(C)(C)O13705.7Semi standard non polar33892256
Ascofuranone,3TBDMS,isomer #1CC(=CCC1=C(O[Si](C)(C)C(C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C(C)(C)C)CCC=C(C)C1C=C(O[Si](C)(C)C(C)(C)C)C(C)(C)O13161.9Standard non polar33892256
Ascofuranone,3TBDMS,isomer #1CC(=CCC1=C(O[Si](C)(C)C(C)(C)C)C(Cl)=C(C)C(C=O)=C1O[Si](C)(C)C(C)(C)C)CCC=C(C)C1C=C(O[Si](C)(C)C(C)(C)C)C(C)(C)O13590.7Standard polar33892256
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
External LinksNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]