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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:03:07 UTC

Update Date

2022-03-07 02:54:22 UTC

HMDB ID

HMDB0035108

Secondary Accession Numbers

HMDB35108

Metabolite Identification

Common Name

Diosbulbin A

Description

Diosbulbin A belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Diosbulbin A has been detected, but not quantified in, root vegetables. This could make diosbulbin a a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Diosbulbin A.

Structure

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


  Mrv0541 05061308142D          

 27 31  0  0  0  0            999 V2000
    0.8881    2.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1678   -0.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4655    3.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2566    3.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0487    1.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8519    2.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0168    2.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6874    0.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2212    2.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4436    2.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6756    2.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5979    0.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4011    1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7635    1.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3122    0.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7741    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9710    0.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0805   -0.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5320    1.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0534    0.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1264    2.9629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5202   -0.5817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8209   -0.3854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7947    0.0644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7236    2.8370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6837   -0.4465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441    1.1590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
 10  3  1  0  0  0  0
 10  9  2  0  0  0  0
 11  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  5  1  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 19  1  1  0  0  0  0
 19  7  1  0  0  0  0
 19 13  1  0  0  0  0
 20  8  1  0  0  0  0
 20 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 11  1  0  0  0  0
 22 17  2  0  0  0  0
 23 18  2  0  0  0  0
 24  2  1  0  0  0  0
 24 17  1  0  0  0  0
 25  4  1  0  0  0  0
 25  9  1  0  0  0  0
 26 15  1  0  0  0  0
 26 18  1  0  0  0  0
 27 14  1  0  0  0  0
 27 20  1  0  0  0  0
M  END

HMDB0035108
     RDKit          3D
Diosbulbin A
 51 55  0  0  0  0  0  0  0  0999 V2000
    6.1297    1.3929    0.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9616    1.0306    0.0361 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8160    0.5640    0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8521    0.4724    1.9027 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6600    0.2194   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0339   -0.9542   -1.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9584   -1.5495   -1.8442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3350   -2.8435   -2.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6338   -1.6476   -1.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3187   -0.2800   -0.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3866   -0.0540    0.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0107    1.0931    1.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3725    0.8448    2.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2024    1.0652    0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5426    1.1114    1.0077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0478    0.9675   -0.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4220    0.4793   -0.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111   -0.4365   -1.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2628   -0.6338   -0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5484    0.1350    0.1190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4926    0.8037    0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1476   -0.0223   -0.9870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0642   -0.2364    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3961   -1.3837    0.9506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473    2.1960    0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0215    3.0319   -0.5896 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7663    2.2138    0.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8678    1.6936    1.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9075    0.5893    0.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6045    2.2497    0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4575    1.0696   -0.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5725   -1.7355   -0.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8359   -0.5932   -1.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8462   -0.9866   -2.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156   -3.3204   -1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7637   -2.3672   -0.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -1.9320   -1.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4394    0.4613   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4514   -0.9932    1.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7628    1.2644    2.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5763    1.5612    2.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3690   -0.2028    2.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0608    1.9712   -0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4435   -0.9601   -2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9192   -1.3052   -1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4108    1.5081    1.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6299   -0.9774   -1.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7547    0.5053   -1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5152   -1.9178    1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9952   -2.1094    0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0977   -1.0522    1.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 16 22  1  0
 22 23  1  0
 23 24  1  0
 14 25  1  0
 25 26  2  0
 25 27  1  0
 11  5  1  0
 27 12  1  0
 23 10  1  0
 23 14  1  0
 21 17  2  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 16 43  1  0
 18 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
M  END


  Mrv0541 05061308142D          

 27 31  0  0  0  0            999 V2000
    0.8881    2.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1678   -0.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4655    3.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2566    3.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0487    1.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8519    2.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0168    2.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6874    0.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2212    2.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4436    2.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6756    2.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5979    0.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4011    1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7635    1.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3122    0.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7741    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9710    0.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0805   -0.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5320    1.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0534    0.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1264    2.9629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5202   -0.5817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8209   -0.3854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7947    0.0644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7236    2.8370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6837   -0.4465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441    1.1590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
 10  3  1  0  0  0  0
 10  9  2  0  0  0  0
 11  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  5  1  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 19  1  1  0  0  0  0
 19  7  1  0  0  0  0
 19 13  1  0  0  0  0
 20  8  1  0  0  0  0
 20 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 11  1  0  0  0  0
 22 17  2  0  0  0  0
 23 18  2  0  0  0  0
 24  2  1  0  0  0  0
 24 17  1  0  0  0  0
 25  4  1  0  0  0  0
 25  9  1  0  0  0  0
 26 15  1  0  0  0  0
 26 18  1  0  0  0  0
 27 14  1  0  0  0  0
 27 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035108

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1CC(O)CC2C1C1CC3(OC(CC23C)C2=COC=C2)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O7/c1-19-7-14(10-3-4-25-9-10)27-20(19)8-15(26-18(20)23)16-12(17(22)24-2)5-11(21)6-13(16)19/h3-4,9,11-16,21H,5-8H2,1-2H3

> <INCHI_KEY>
OPNWTAMLIMDKEY-UHFFFAOYSA-N

> <FORMULA>
C20H24O7

> <MOLECULAR_WEIGHT>
376.4004

> <EXACT_MASS>
376.152203122

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
38.52723736614051

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-(furan-3-yl)-8-hydroxy-5-methyl-14-oxo-2,13-dioxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadecane-10-carboxylate

> <ALOGPS_LOGP>
1.20

> <JCHEM_LOGP>
1.0881589089999988

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.220231804969707

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7024706085062498

> <JCHEM_POLAR_SURFACE_AREA>
95.2

> <JCHEM_REFRACTIVITY>
91.31759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-(furan-3-yl)-8-hydroxy-5-methyl-14-oxo-2,13-dioxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadecane-10-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035108
     RDKit          3D
Diosbulbin A
 51 55  0  0  0  0  0  0  0  0999 V2000
    6.1297    1.3929    0.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9616    1.0306    0.0361 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8160    0.5640    0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8521    0.4724    1.9027 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6600    0.2194   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0339   -0.9542   -1.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9584   -1.5495   -1.8442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3350   -2.8435   -2.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6338   -1.6476   -1.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3187   -0.2800   -0.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3866   -0.0540    0.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0107    1.0931    1.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3725    0.8448    2.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2024    1.0652    0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5426    1.1114    1.0077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0478    0.9675   -0.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4220    0.4793   -0.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111   -0.4365   -1.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2628   -0.6338   -0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5484    0.1350    0.1190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4926    0.8037    0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1476   -0.0223   -0.9870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0642   -0.2364    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3961   -1.3837    0.9506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473    2.1960    0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0215    3.0319   -0.5896 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7663    2.2138    0.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8678    1.6936    1.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9075    0.5893    0.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6045    2.2497    0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4575    1.0696   -0.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5725   -1.7355   -0.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8359   -0.5932   -1.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8462   -0.9866   -2.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156   -3.3204   -1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7637   -2.3672   -0.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -1.9320   -1.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4394    0.4613   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4514   -0.9932    1.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7628    1.2644    2.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5763    1.5612    2.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3690   -0.2028    2.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0608    1.9712   -0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4435   -0.9601   -2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9192   -1.3052   -1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4108    1.5081    1.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6299   -0.9774   -1.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7547    0.5053   -1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5152   -1.9178    1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9952   -2.1094    0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0977   -1.0522    1.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 16 22  1  0
 22 23  1  0
 23 24  1  0
 14 25  1  0
 25 26  2  0
 25 27  1  0
 11  5  1  0
 27 12  1  0
 23 10  1  0
 23 14  1  0
 21 17  2  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 16 43  1  0
 18 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.658   4.406   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.780  -1.253   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.736   6.128   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.212   6.565   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.691   2.867   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.457   4.325   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.031   4.238   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.283   1.027   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.146   4.074   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.695   4.589   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.994   4.241   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.849   1.578   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.615   3.035   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.425   3.717   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.449   0.270   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.312   1.661   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.546   0.204   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.150  -0.040   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.993   3.016   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.100   1.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.836   5.531   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.704  -1.086   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.532  -0.719   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.083   0.120   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -5.084   5.296   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.276  -0.833   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.389   2.163   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   24                                                            
CONECT    3    4   10                                                       
CONECT    4    3   25                                                       
CONECT    5   11   12                                                       
CONECT    6   11   13                                                       
CONECT    7   14   19                                                       
CONECT    8   15   20                                                       
CONECT    9   10   25                                                       
CONECT   10    3    9   14                                                  
CONECT   11    5    6   21                                                  
CONECT   12    5   16   17                                                  
CONECT   13    6   16   19                                                  
CONECT   14    7   10   27                                                  
CONECT   15    8   16   26                                                  
CONECT   16   12   13   15                                                  
CONECT   17   12   22   24                                                  
CONECT   18   20   23   26                                                  
CONECT   19    1    7   13   20                                             
CONECT   20    8   18   19   27                                             
CONECT   21   11                                                            
CONECT   22   17                                                            
CONECT   23   18                                                            
CONECT   24    2   17                                                       
CONECT   25    4    9                                                       
CONECT   26   15   18                                                       
CONECT   27   14   20                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

COMPND    HMDB0035108
HETATM    1  C1  UNL     1       6.130   1.393   0.710  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.962   1.031   0.036  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.816   0.564   0.678  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.852   0.472   1.903  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.660   0.219  -0.173  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.034  -0.954  -1.015  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.958  -1.550  -1.844  1.00  0.00           C  
HETATM    8  O3  UNL     1       2.335  -2.844  -2.206  1.00  0.00           O  
HETATM    9  C6  UNL     1       0.634  -1.648  -1.125  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.319  -0.280  -0.500  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.387  -0.054   0.556  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.011   1.093   1.468  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.372   0.845   2.057  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.202   1.065   0.824  1.00  0.00           C  
HETATM   15  O4  UNL     1      -2.543   1.111   1.008  1.00  0.00           O  
HETATM   16  C12 UNL     1      -3.048   0.967  -0.283  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.422   0.479  -0.322  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.911  -0.436  -1.217  1.00  0.00           C  
HETATM   19  C15 UNL     1      -6.263  -0.634  -0.910  1.00  0.00           C  
HETATM   20  O5  UNL     1      -6.548   0.135   0.119  1.00  0.00           O  
HETATM   21  C16 UNL     1      -5.493   0.804   0.492  1.00  0.00           C  
HETATM   22  C17 UNL     1      -2.148  -0.022  -0.987  1.00  0.00           C  
HETATM   23  C18 UNL     1      -1.064  -0.236   0.020  1.00  0.00           C  
HETATM   24  C19 UNL     1      -1.396  -1.384   0.951  1.00  0.00           C  
HETATM   25  C20 UNL     1      -0.547   2.196   0.199  1.00  0.00           C  
HETATM   26  O6  UNL     1      -1.022   3.032  -0.590  1.00  0.00           O  
HETATM   27  O7  UNL     1       0.766   2.214   0.634  1.00  0.00           O  
HETATM   28  H1  UNL     1       5.868   1.694   1.756  1.00  0.00           H  
HETATM   29  H2  UNL     1       6.908   0.589   0.703  1.00  0.00           H  
HETATM   30  H3  UNL     1       6.604   2.250   0.151  1.00  0.00           H  
HETATM   31  H4  UNL     1       2.458   1.070  -0.874  1.00  0.00           H  
HETATM   32  H5  UNL     1       3.572  -1.736  -0.403  1.00  0.00           H  
HETATM   33  H6  UNL     1       3.836  -0.593  -1.726  1.00  0.00           H  
HETATM   34  H7  UNL     1       1.846  -0.987  -2.805  1.00  0.00           H  
HETATM   35  H8  UNL     1       2.516  -3.320  -1.346  1.00  0.00           H  
HETATM   36  H9  UNL     1       0.764  -2.367  -0.288  1.00  0.00           H  
HETATM   37  H10 UNL     1      -0.136  -1.932  -1.843  1.00  0.00           H  
HETATM   38  H11 UNL     1       0.439   0.461  -1.300  1.00  0.00           H  
HETATM   39  H12 UNL     1       1.451  -0.993   1.144  1.00  0.00           H  
HETATM   40  H13 UNL     1       1.763   1.264   2.219  1.00  0.00           H  
HETATM   41  H14 UNL     1      -0.576   1.561   2.863  1.00  0.00           H  
HETATM   42  H15 UNL     1      -0.369  -0.203   2.413  1.00  0.00           H  
HETATM   43  H16 UNL     1      -3.061   1.971  -0.792  1.00  0.00           H  
HETATM   44  H17 UNL     1      -4.443  -0.960  -2.035  1.00  0.00           H  
HETATM   45  H18 UNL     1      -6.919  -1.305  -1.446  1.00  0.00           H  
HETATM   46  H19 UNL     1      -5.411   1.508   1.298  1.00  0.00           H  
HETATM   47  H20 UNL     1      -2.630  -0.977  -1.241  1.00  0.00           H  
HETATM   48  H21 UNL     1      -1.755   0.505  -1.896  1.00  0.00           H  
HETATM   49  H22 UNL     1      -0.515  -1.918   1.320  1.00  0.00           H  
HETATM   50  H23 UNL     1      -1.995  -2.109   0.327  1.00  0.00           H  
HETATM   51  H24 UNL     1      -2.098  -1.052   1.744  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   11   31
CONECT    6    7   32   33
CONECT    7    8    9   34
CONECT    8   35
CONECT    9   10   36   37
CONECT   10   11   23   38
CONECT   11   12   39
CONECT   12   13   27   40
CONECT   13   14   41   42
CONECT   14   15   23   25
CONECT   15   16
CONECT   16   17   22   43
CONECT   17   18   21   21
CONECT   18   19   19   44
CONECT   19   20   45
CONECT   20   21
CONECT   21   46
CONECT   22   23   47   48
CONECT   23   24
CONECT   24   49   50   51
CONECT   25   26   26   27
END

HMDB0035108
     RDKit          3D
Diosbulbin A
 51 55  0  0  0  0  0  0  0  0999 V2000
    6.1297    1.3929    0.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9616    1.0306    0.0361 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8160    0.5640    0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8521    0.4724    1.9027 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6600    0.2194   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0339   -0.9542   -1.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9584   -1.5495   -1.8442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3350   -2.8435   -2.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6338   -1.6476   -1.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3187   -0.2800   -0.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3866   -0.0540    0.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0107    1.0931    1.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3725    0.8448    2.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2024    1.0652    0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5426    1.1114    1.0077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0478    0.9675   -0.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4220    0.4793   -0.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111   -0.4365   -1.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2628   -0.6338   -0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5484    0.1350    0.1190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4926    0.8037    0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1476   -0.0223   -0.9870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0642   -0.2364    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3961   -1.3837    0.9506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473    2.1960    0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0215    3.0319   -0.5896 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7663    2.2138    0.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8678    1.6936    1.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9075    0.5893    0.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6045    2.2497    0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4575    1.0696   -0.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5725   -1.7355   -0.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8359   -0.5932   -1.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8462   -0.9866   -2.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156   -3.3204   -1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7637   -2.3672   -0.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -1.9320   -1.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4394    0.4613   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4514   -0.9932    1.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7628    1.2644    2.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5763    1.5612    2.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3690   -0.2028    2.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0608    1.9712   -0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4435   -0.9601   -2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9192   -1.3052   -1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4108    1.5081    1.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6299   -0.9774   -1.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7547    0.5053   -1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5152   -1.9178    1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9952   -2.1094    0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0977   -1.0522    1.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 16 22  1  0
 22 23  1  0
 23 24  1  0
 14 25  1  0
 25 26  2  0
 25 27  1  0
 11  5  1  0
 27 12  1  0
 23 10  1  0
 23 14  1  0
 21 17  2  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 3-(furan-3-yl)-8-hydroxy-5-methyl-14-oxo-2,13-dioxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadecane-10-carboxylic acid	HMDB

Chemical Formula

C₂₀H₂₄O₇

Average Molecular Weight

376.4004

Monoisotopic Molecular Weight

376.152203122

IUPAC Name

methyl 3-(furan-3-yl)-8-hydroxy-5-methyl-14-oxo-2,13-dioxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadecane-10-carboxylate

Traditional Name

methyl 3-(furan-3-yl)-8-hydroxy-5-methyl-14-oxo-2,13-dioxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadecane-10-carboxylate

CAS Registry Number

20086-05-9

SMILES

COC(=O)C1CC(O)CC2C1C1CC3(OC(CC23C)C2=COC=C2)C(=O)O1

InChI Identifier

InChI=1S/C20H24O7/c1-19-7-14(10-3-4-25-9-10)27-20(19)8-15(26-18(20)23)16-12(17(22)24-2)5-11(21)6-13(16)19/h3-4,9,11-16,21H,5-8H2,1-2H3

InChI Key

OPNWTAMLIMDKEY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthofurans

Sub Class

Not Available

Direct Parent

Naphthofurans

Alternative Parents

Substituents

Naphthofuran
Caprolactone
Oxepane
Dicarboxylic acid or derivatives
Gamma butyrolactone
Cyclic alcohol
Furan
Heteroaromatic compound
Tetrahydrofuran
Methyl ester
Lactone
Carboxylic acid ester
Secondary alcohol
Ether
Dialkyl ether
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035108)

Source

Endogenous

Endogenous (HMDB: HMDB0035108)

Plant

Plant (HMDB: HMDB0035108)

Exogenous

Food

Food (HMDB: HMDB0035108)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Exogenous (HMDB: HMDB0035108)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0035108)

Role

Biological role

Energy source (HMDB: HMDB0035108)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035108)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	265 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.31 g/L	ALOGPS
logP	1.2	ALOGPS
logP	1.09	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	15.22	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	95.2 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	91.32 m³·mol⁻¹	ChemAxon
Polarizability	38.53 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	187.586	31661259
DarkChem	[M-H]-	183.82	31661259
DeepCCS	[M-2H]-	213.942	30932474
DeepCCS	[M+Na]+	189.17	30932474
AllCCS	[M+H]+	189.2	32859911
AllCCS	[M+H-H2O]+	186.5	32859911
AllCCS	[M+NH4]+	191.7	32859911
AllCCS	[M+Na]+	192.4	32859911
AllCCS	[M-H]-	192.1	32859911
AllCCS	[M+Na-2H]-	192.1	32859911
AllCCS	[M+HCOO]-	192.3	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. Predicted by Afia on May 17, 2022.	5.2 minutes	32390414
Predicted by Siyang on May 30, 2022	12.4237 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.11 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2275.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	219.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	175.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	104.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	485.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	595.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	133.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	960.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	401.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1440.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	320.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	324.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	278.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	193.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	59.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diosbulbin A	COC(=O)C1CC(O)CC2C1C1CC3(OC(CC23C)C2=COC=C2)C(=O)O1	3971.3	Standard polar	33892256
Diosbulbin A	COC(=O)C1CC(O)CC2C1C1CC3(OC(CC23C)C2=COC=C2)C(=O)O1	2667.2	Standard non polar	33892256
Diosbulbin A	COC(=O)C1CC(O)CC2C1C1CC3(OC(CC23C)C2=COC=C2)C(=O)O1	3033.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Diosbulbin A,1TMS,isomer #1	COC(=O)C1CC(O[Si](C)(C)C)CC2C1C1CC3(OC(C4=COC=C4)CC23C)C(=O)O1	2907.4	Semi standard non polar	33892256
Diosbulbin A,1TBDMS,isomer #1	COC(=O)C1CC(O[Si](C)(C)C(C)(C)C)CC2C1C1CC3(OC(C4=COC=C4)CC23C)C(=O)O1	3124.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Diosbulbin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a5a-6409000000-1f780bed3fb147135814	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diosbulbin A GC-MS (1 TMS) - 70eV, Positive	splash10-00ar-9253600000-b08f97180eeeecbb3f5c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diosbulbin A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diosbulbin A 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 - Diosbulbin A 10V, Positive-QTOF	splash10-056r-0019000000-84724a86958e6bd4e74c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin A 20V, Positive-QTOF	splash10-004i-1169000000-6a37189c06c95f09be00	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin A 40V, Positive-QTOF	splash10-0002-7692000000-10caf1d3be4cfc6fb185	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin A 10V, Negative-QTOF	splash10-004i-0009000000-0fdb1efa291da61363c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin A 20V, Negative-QTOF	splash10-05r0-3019000000-3642a2f68cf88d622a9f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin A 40V, Negative-QTOF	splash10-014j-4194000000-5cfd490829fd05dc96bf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin A 10V, Positive-QTOF	splash10-002b-0009000000-9d63bfa94b8fb7f208f9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin A 20V, Positive-QTOF	splash10-056s-1049000000-7c489c04fc8489dff022	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin A 40V, Positive-QTOF	splash10-00kb-1098000000-6a1e64bae8d47e6eead4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin A 10V, Negative-QTOF	splash10-004i-0019000000-67ad538f8a3435e9f458	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin A 20V, Negative-QTOF	splash10-014i-0029000000-ef2cf5a4c7f2d35f2b5a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin A 40V, Negative-QTOF	splash10-014j-5079000000-0bda36084a5fccf7d0e8	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB013739

KNApSAcK ID

Not Available

Chemspider ID

35013845

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15559041

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1847711

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Diosbulbin A (HMDB0035108)

MOL for HMDB0035108 (Diosbulbin A)

3D MOL for HMDB0035108 (Diosbulbin A)

3D SDF for HMDB0035108 (Diosbulbin A)

3D-SDF for HMDB0035108 (Diosbulbin A)

PDB for HMDB0035108 (Diosbulbin A)

3D PDB for HMDB0035108 (Diosbulbin A)

SMILES for HMDB0035108 (Diosbulbin A)

INCHI for HMDB0035108 (Diosbulbin A)

Structure for HMDB0035108 (Diosbulbin A)

3D Structure for HMDB0035108 (Diosbulbin A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra