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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:28 UTC

Update Date

2022-03-07 02:52:43 UTC

HMDB ID

HMDB0030861

Secondary Accession Numbers

HMDB30861

Metabolite Identification

Common Name

Kuwanon D

Description

Kuwanon D belongs to the class of organic compounds known as 3'-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 3'-position. Thus, kuwanon D is considered to be a flavonoid. Based on a literature review a significant number of articles have been published on Kuwanon D.

Structure

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


  Mrv0541 05061305332D          

 31 36  0  0  0  0            999 V2000
    0.4869    1.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6414    1.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8752   -1.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1491   -0.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1821   -1.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5999    2.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1733    2.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1501    0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2435   -1.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3134    0.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8633    3.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8868    0.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4601   -0.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4743    0.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -0.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6466    1.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0034    0.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5767    0.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5068   -0.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2200    1.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9567    1.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167    0.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1085   -0.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0803    0.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304   -0.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8165    3.8483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6702   -1.1746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3833    1.4582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7401    0.1822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5300    1.2964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7962   -1.3513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
 11  6  2  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
 14  4  1  0  0  0  0
 15  9  2  0  0  0  0
 15 12  1  0  0  0  0
 16  6  1  0  0  0  0
 17 10  1  0  0  0  0
 18 10  1  0  0  0  0
 18 12  1  0  0  0  0
 19  9  1  0  0  0  0
 19 13  2  0  0  0  0
 20  7  2  0  0  0  0
 21 16  2  0  0  0  0
 21 17  1  0  0  0  0
 21 20  1  0  0  0  0
 22 13  1  0  0  0  0
 23 14  1  0  0  0  0
 23 22  1  0  0  0  0
 24  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24 14  1  0  0  0  0
 24 22  1  0  0  0  0
 25  3  1  0  0  0  0
 25  5  1  0  0  0  0
 25 23  1  0  0  0  0
 26 11  1  0  0  0  0
 27 15  1  0  0  0  0
 28 16  1  0  0  0  0
 29 17  2  0  0  0  0
 30 18  1  0  0  0  0
 30 20  1  0  0  0  0
 31 19  1  0  0  0  0
 31 25  1  0  0  0  0
M  END

HMDB0030861
     RDKit          3D
Kuwanon D
 57 62  0  0  0  0  0  0  0  0999 V2000
   -4.8799    0.9535   -1.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0657    0.0954   -0.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9754   -1.0196   -0.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7845   -1.1085    1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0587    0.1042    1.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7174    0.9210    0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3123    0.9403    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3172    0.5643   -0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0149    0.8924   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0036    0.5630   -1.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4186    0.9032   -0.9089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6882    1.6988    0.3534 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1790    1.7893    0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8230    2.8396    0.5683 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9086    0.5240    0.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0855    0.3305    1.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6270    1.3607    1.8536 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7521   -0.9069    1.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1775   -1.9118    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8281   -3.1542    0.2698 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9934   -1.7534   -0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3631   -0.5113   -0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1756   -0.2824   -0.9487 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6196   -0.1244   -2.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5256   -0.4995   -3.1892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068   -0.4558   -2.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6770   -0.1230   -1.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -0.4580   -1.6511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5912   -0.0356    1.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2576    0.4702    3.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0161   -1.4172    1.5966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2341    1.2932   -2.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2766    1.8482   -1.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7125    0.3928   -2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7207   -1.9943   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0340   -0.8185   -0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7959   -1.1046    1.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3149   -2.0638    1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5951    0.7070    2.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2225    1.9120    0.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0405    1.9402    1.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3396    1.4328    0.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276    1.5107   -1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2373    2.6853    0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2843    1.1061    1.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3452    2.2696    2.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -1.0407    1.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4140   -3.8849   -0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5431   -2.5337   -0.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5045   -0.3144   -3.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0189   -0.9942   -3.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6321    1.4998    3.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1426    0.4223    3.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6734   -0.2226    3.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9526   -1.3585    1.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9839   -1.7751    0.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5216   -2.1033    2.3068 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 10 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
  7 29  1  0
 29 30  1  0
 29 31  1  0
  6  2  1  0
 27  8  1  0
 28  2  1  0
 29  5  1  0
 23 11  1  0
 22 15  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 17 46  1  0
 18 47  1  0
 20 48  1  0
 21 49  1  0
 25 50  1  0
 26 51  1  0
 30 52  1  0
 30 53  1  0
 30 54  1  0
 31 55  1  0
 31 56  1  0
 31 57  1  0
M  END


  Mrv0541 05061305332D          

 31 36  0  0  0  0            999 V2000
    0.4869    1.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6414    1.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8752   -1.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1491   -0.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1821   -1.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5999    2.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1733    2.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1501    0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2435   -1.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3134    0.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8633    3.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8868    0.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4601   -0.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4743    0.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -0.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6466    1.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0034    0.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5767    0.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5068   -0.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2200    1.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9567    1.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167    0.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1085   -0.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0803    0.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304   -0.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8165    3.8483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6702   -1.1746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3833    1.4582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7401    0.1822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5300    1.2964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7962   -1.3513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
 11  6  2  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
 14  4  1  0  0  0  0
 15  9  2  0  0  0  0
 15 12  1  0  0  0  0
 16  6  1  0  0  0  0
 17 10  1  0  0  0  0
 18 10  1  0  0  0  0
 18 12  1  0  0  0  0
 19  9  1  0  0  0  0
 19 13  2  0  0  0  0
 20  7  2  0  0  0  0
 21 16  2  0  0  0  0
 21 17  1  0  0  0  0
 21 20  1  0  0  0  0
 22 13  1  0  0  0  0
 23 14  1  0  0  0  0
 23 22  1  0  0  0  0
 24  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24 14  1  0  0  0  0
 24 22  1  0  0  0  0
 25  3  1  0  0  0  0
 25  5  1  0  0  0  0
 25 23  1  0  0  0  0
 26 11  1  0  0  0  0
 27 15  1  0  0  0  0
 28 16  1  0  0  0  0
 29 17  2  0  0  0  0
 30 18  1  0  0  0  0
 30 20  1  0  0  0  0
 31 19  1  0  0  0  0
 31 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030861

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)C2CCC3(C)OC4=C(C=C(C5CC(=O)C6=C(O)C=C(O)C=C6O5)C(O)=C4)C1C23

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O6/c1-24(2)14-4-5-25(3)23(14)22(24)13-8-12(15(27)9-19(13)31-25)18-10-17(29)21-16(28)6-11(26)7-20(21)30-18/h6-9,14,18,22-23,26-28H,4-5,10H2,1-3H3

> <INCHI_KEY>
IJVOVAHXZFALHZ-UHFFFAOYSA-N

> <FORMULA>
C25H26O6

> <MOLECULAR_WEIGHT>
422.4703

> <EXACT_MASS>
422.172938564

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
45.15945981426958

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-2-{5-hydroxy-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-trien-4-yl}-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
4.18

> <JCHEM_LOGP>
4.535624809

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.298934501104602

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.903909598698126

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8613247055664344

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
113.63169999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.91e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
kuwanon D

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030861
     RDKit          3D
Kuwanon D
 57 62  0  0  0  0  0  0  0  0999 V2000
   -4.8799    0.9535   -1.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0657    0.0954   -0.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9754   -1.0196   -0.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7845   -1.1085    1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0587    0.1042    1.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7174    0.9210    0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3123    0.9403    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3172    0.5643   -0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0149    0.8924   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0036    0.5630   -1.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4186    0.9032   -0.9089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6882    1.6988    0.3534 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1790    1.7893    0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8230    2.8396    0.5683 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9086    0.5240    0.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0855    0.3305    1.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6270    1.3607    1.8536 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7521   -0.9069    1.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1775   -1.9118    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8281   -3.1542    0.2698 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9934   -1.7534   -0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3631   -0.5113   -0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1756   -0.2824   -0.9487 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6196   -0.1244   -2.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5256   -0.4995   -3.1892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068   -0.4558   -2.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6770   -0.1230   -1.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -0.4580   -1.6511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5912   -0.0356    1.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2576    0.4702    3.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0161   -1.4172    1.5966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2341    1.2932   -2.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2766    1.8482   -1.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7125    0.3928   -2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7207   -1.9943   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0340   -0.8185   -0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7959   -1.1046    1.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3149   -2.0638    1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5951    0.7070    2.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2225    1.9120    0.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0405    1.9402    1.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3396    1.4328    0.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276    1.5107   -1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2373    2.6853    0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2843    1.1061    1.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3452    2.2696    2.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -1.0407    1.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4140   -3.8849   -0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5431   -2.5337   -0.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5045   -0.3144   -3.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0189   -0.9942   -3.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6321    1.4998    3.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1426    0.4223    3.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6734   -0.2226    3.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9526   -1.3585    1.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9839   -1.7751    0.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5216   -2.1033    2.3068 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 10 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
  7 29  1  0
 29 30  1  0
 29 31  1  0
  6  2  1  0
 27  8  1  0
 28  2  1  0
 29  5  1  0
 23 11  1  0
 22 15  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 17 46  1  0
 18 47  1  0
 20 48  1  0
 21 49  1  0
 25 50  1  0
 26 51  1  0
 30 52  1  0
 30 53  1  0
 30 54  1  0
 31 55  1  0
 31 56  1  0
 31 57  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       0.909   2.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.064   2.839   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.634  -3.352   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.278  -0.500   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.340  -1.946   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.320   4.953   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.657   4.802   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.880   0.731   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.055  -2.344   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.918   0.189   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.945   5.646   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.255   0.038   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.592  -0.113   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.885   0.585   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.343  -1.499   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.407   3.415   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.206   1.033   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.543   0.882   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.679  -1.651   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.744   3.264   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.119   2.571   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.205   0.652   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.069  -0.332   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.017   1.710   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.923  -1.839   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.857   7.183   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       8.718  -2.193   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      13.782   2.722   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      12.582   0.340   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       8.456   2.420   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       3.353  -2.522   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4    5   14                                                       
CONECT    5    4   25                                                       
CONECT    6   11   16                                                       
CONECT    7   11   20                                                       
CONECT    8   12   13                                                       
CONECT    9   15   19                                                       
CONECT   10   17   18                                                       
CONECT   11    6    7   26                                                  
CONECT   12    8   15   18                                                  
CONECT   13    8   19   22                                                  
CONECT   14    4   23   24                                                  
CONECT   15    9   12   27                                                  
CONECT   16    6   21   28                                                  
CONECT   17   10   21   29                                                  
CONECT   18   10   12   30                                                  
CONECT   19    9   13   31                                                  
CONECT   20    7   21   30                                                  
CONECT   21   16   17   20                                                  
CONECT   22   13   23   24                                                  
CONECT   23   14   22   25                                                  
CONECT   24    1    2   14   22                                             
CONECT   25    3    5   23   31                                             
CONECT   26   11                                                            
CONECT   27   15                                                            
CONECT   28   16                                                            
CONECT   29   17                                                            
CONECT   30   18   20                                                       
CONECT   31   19   25                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   72    0
END

COMPND    HMDB0030861
HETATM    1  C1  UNL     1      -4.880   0.954  -1.910  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.066   0.095  -0.930  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.975  -1.020  -0.466  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.784  -1.109   1.033  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.059   0.104   1.480  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.717   0.921   0.234  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.312   0.940   0.673  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.317   0.564  -0.333  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.015   0.892  -0.162  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.004   0.563  -1.081  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.419   0.903  -0.909  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.688   1.699   0.353  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.179   1.789   0.466  1.00  0.00           C  
HETATM   14  O1  UNL     1       4.823   2.840   0.568  1.00  0.00           O  
HETATM   15  C14 UNL     1       4.909   0.524   0.450  1.00  0.00           C  
HETATM   16  C15 UNL     1       6.086   0.331   1.120  1.00  0.00           C  
HETATM   17  O2  UNL     1       6.627   1.361   1.854  1.00  0.00           O  
HETATM   18  C16 UNL     1       6.752  -0.907   1.072  1.00  0.00           C  
HETATM   19  C17 UNL     1       6.178  -1.912   0.329  1.00  0.00           C  
HETATM   20  O3  UNL     1       6.828  -3.154   0.270  1.00  0.00           O  
HETATM   21  C18 UNL     1       4.993  -1.753  -0.357  1.00  0.00           C  
HETATM   22  C19 UNL     1       4.363  -0.511  -0.285  1.00  0.00           C  
HETATM   23  O4  UNL     1       3.176  -0.282  -0.949  1.00  0.00           O  
HETATM   24  C20 UNL     1       0.620  -0.124  -2.212  1.00  0.00           C  
HETATM   25  O5  UNL     1       1.526  -0.500  -3.189  1.00  0.00           O  
HETATM   26  C21 UNL     1      -0.707  -0.456  -2.391  1.00  0.00           C  
HETATM   27  C22 UNL     1      -1.677  -0.123  -1.472  1.00  0.00           C  
HETATM   28  O6  UNL     1      -3.020  -0.458  -1.651  1.00  0.00           O  
HETATM   29  C23 UNL     1      -2.591  -0.036   1.765  1.00  0.00           C  
HETATM   30  C24 UNL     1      -2.258   0.470   3.164  1.00  0.00           C  
HETATM   31  C25 UNL     1      -2.016  -1.417   1.597  1.00  0.00           C  
HETATM   32  H1  UNL     1      -4.234   1.293  -2.747  1.00  0.00           H  
HETATM   33  H2  UNL     1      -5.277   1.848  -1.389  1.00  0.00           H  
HETATM   34  H3  UNL     1      -5.712   0.393  -2.351  1.00  0.00           H  
HETATM   35  H4  UNL     1      -4.721  -1.994  -0.949  1.00  0.00           H  
HETATM   36  H5  UNL     1      -6.034  -0.818  -0.733  1.00  0.00           H  
HETATM   37  H6  UNL     1      -5.796  -1.105   1.492  1.00  0.00           H  
HETATM   38  H7  UNL     1      -4.315  -2.064   1.335  1.00  0.00           H  
HETATM   39  H8  UNL     1      -4.595   0.707   2.243  1.00  0.00           H  
HETATM   40  H9  UNL     1      -4.223   1.912   0.266  1.00  0.00           H  
HETATM   41  H10 UNL     1      -2.040   1.940   1.124  1.00  0.00           H  
HETATM   42  H11 UNL     1       0.340   1.433   0.717  1.00  0.00           H  
HETATM   43  H12 UNL     1       2.728   1.511  -1.799  1.00  0.00           H  
HETATM   44  H13 UNL     1       2.237   2.685   0.261  1.00  0.00           H  
HETATM   45  H14 UNL     1       2.284   1.106   1.199  1.00  0.00           H  
HETATM   46  H15 UNL     1       6.345   2.270   2.034  1.00  0.00           H  
HETATM   47  H16 UNL     1       7.673  -1.041   1.602  1.00  0.00           H  
HETATM   48  H17 UNL     1       6.414  -3.885  -0.268  1.00  0.00           H  
HETATM   49  H18 UNL     1       4.543  -2.534  -0.936  1.00  0.00           H  
HETATM   50  H19 UNL     1       2.505  -0.314  -3.172  1.00  0.00           H  
HETATM   51  H20 UNL     1      -1.019  -0.994  -3.273  1.00  0.00           H  
HETATM   52  H21 UNL     1      -2.632   1.500   3.325  1.00  0.00           H  
HETATM   53  H22 UNL     1      -1.143   0.422   3.242  1.00  0.00           H  
HETATM   54  H23 UNL     1      -2.673  -0.223   3.917  1.00  0.00           H  
HETATM   55  H24 UNL     1      -0.953  -1.358   1.956  1.00  0.00           H  
HETATM   56  H25 UNL     1      -1.984  -1.775   0.571  1.00  0.00           H  
HETATM   57  H26 UNL     1      -2.522  -2.103   2.307  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    6   28
CONECT    3    4   35   36
CONECT    4    5   37   38
CONECT    5    6   29   39
CONECT    6    7   40
CONECT    7    8   29   41
CONECT    8    9    9   27
CONECT    9   10   42
CONECT   10   11   24   24
CONECT   11   12   23   43
CONECT   12   13   44   45
CONECT   13   14   14   15
CONECT   15   16   16   22
CONECT   16   17   18
CONECT   17   46
CONECT   18   19   19   47
CONECT   19   20   21
CONECT   20   48
CONECT   21   22   22   49
CONECT   22   23
CONECT   24   25   26
CONECT   25   50
CONECT   26   27   27   51
CONECT   27   28
CONECT   29   30   31
CONECT   30   52   53   54
CONECT   31   55   56   57
END

HMDB0030861
     RDKit          3D
Kuwanon D
 57 62  0  0  0  0  0  0  0  0999 V2000
   -4.8799    0.9535   -1.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0657    0.0954   -0.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9754   -1.0196   -0.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7845   -1.1085    1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0587    0.1042    1.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7174    0.9210    0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3123    0.9403    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3172    0.5643   -0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0149    0.8924   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0036    0.5630   -1.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4186    0.9032   -0.9089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6882    1.6988    0.3534 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1790    1.7893    0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8230    2.8396    0.5683 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9086    0.5240    0.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0855    0.3305    1.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6270    1.3607    1.8536 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7521   -0.9069    1.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1775   -1.9118    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8281   -3.1542    0.2698 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9934   -1.7534   -0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3631   -0.5113   -0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1756   -0.2824   -0.9487 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6196   -0.1244   -2.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5256   -0.4995   -3.1892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068   -0.4558   -2.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6770   -0.1230   -1.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -0.4580   -1.6511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5912   -0.0356    1.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2576    0.4702    3.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0161   -1.4172    1.5966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2341    1.2932   -2.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2766    1.8482   -1.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7125    0.3928   -2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7207   -1.9943   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0340   -0.8185   -0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7959   -1.1046    1.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3149   -2.0638    1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5951    0.7070    2.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2225    1.9120    0.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0405    1.9402    1.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3396    1.4328    0.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276    1.5107   -1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2373    2.6853    0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2843    1.1061    1.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3452    2.2696    2.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -1.0407    1.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4140   -3.8849   -0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5431   -2.5337   -0.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5045   -0.3144   -3.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0189   -0.9942   -3.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6321    1.4998    3.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1426    0.4223    3.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6734   -0.2226    3.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9526   -1.3585    1.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9839   -1.7751    0.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5216   -2.1033    2.3068 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 10 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
  7 29  1  0
 29 30  1  0
 29 31  1  0
  6  2  1  0
 27  8  1  0
 28  2  1  0
 29  5  1  0
 23 11  1  0
 22 15  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 17 46  1  0
 18 47  1  0
 20 48  1  0
 21 49  1  0
 25 50  1  0
 26 51  1  0
 30 52  1  0
 30 53  1  0
 30 54  1  0
 31 55  1  0
 31 56  1  0
 31 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₂₆O₆

Average Molecular Weight

422.4703

Monoisotopic Molecular Weight

422.172938564

IUPAC Name

5,7-dihydroxy-2-{5-hydroxy-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-trien-4-yl}-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

kuwanon D

CAS Registry Number

67172-84-3

SMILES

CC1(C)C2CCC3(C)OC4=C(C=C(C5CC(=O)C6=C(O)C=C(O)C=C6O5)C(O)=C4)C1C23

InChI Identifier

InChI=1S/C25H26O6/c1-24(2)14-4-5-25(3)23(14)22(24)13-8-12(15(27)9-19(13)31-25)18-10-17(29)21-16(28)6-11(26)7-20(21)30-18/h6-9,14,18,22-23,26-28H,4-5,10H2,1-3H3

InChI Key

IJVOVAHXZFALHZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 3'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

3'-prenylated flavanones

Alternative Parents

Substituents

3'-prenylated flavanone
Pyranoflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Chromone
1-benzopyran
Chromane
Benzopyran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Vinylogous acid
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140528 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030861)

Cellular substructure

Membrane (HMDB: HMDB0030861)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030861)

Source

Endogenous

Endogenous (HMDB: HMDB0030861)

Plant

Plant (HMDB: HMDB0030861)

Exogenous

Food

Food (HMDB: HMDB0030861)

Fruit

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	230 - 232 °C	Not Available
Boiling Point	584.31 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.058 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.915 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0059 g/L	ALOGPS
logP	4.18	ALOGPS
logP	4.54	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	7.9	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	113.63 m³·mol⁻¹	ChemAxon
Polarizability	45.16 Å³	ChemAxon
Number of Rings	6	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]+	195.679	31661259
DarkChem	[M-H]-	196.673	31661259
DeepCCS	[M-2H]-	235.959	30932474
DeepCCS	[M+Na]+	211.183	30932474
AllCCS	[M+H]+	202.9	32859911
AllCCS	[M+H-H2O]+	200.4	32859911
AllCCS	[M+NH4]+	205.2	32859911
AllCCS	[M+Na]+	205.9	32859911
AllCCS	[M-H]-	208.0	32859911
AllCCS	[M+Na-2H]-	208.1	32859911
AllCCS	[M+HCOO]-	208.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Kuwanon D	CC1(C)C2CCC3(C)OC4=C(C=C(C5CC(=O)C6=C(O)C=C(O)C=C6O5)C(O)=C4)C1C23	4729.7	Standard polar	33892256
Kuwanon D	CC1(C)C2CCC3(C)OC4=C(C=C(C5CC(=O)C6=C(O)C=C(O)C=C6O5)C(O)=C4)C1C23	3756.1	Standard non polar	33892256
Kuwanon D	CC1(C)C2CCC3(C)OC4=C(C=C(C5CC(=O)C6=C(O)C=C(O)C=C6O5)C(O)=C4)C1C23	4050.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Kuwanon D,1TMS,isomer #1	CC12CCC3C1C(C1=CC(C4CC(=O)C5=C(C=C(O)C=C5O[Si](C)(C)C)O4)=C(O)C=C1O2)C3(C)C	3792.8	Semi standard non polar	33892256
Kuwanon D,1TMS,isomer #2	CC12CCC3C1C(C1=CC(C4CC(=O)C5=C(O)C=C(O[Si](C)(C)C)C=C5O4)=C(O)C=C1O2)C3(C)C	3818.7	Semi standard non polar	33892256
Kuwanon D,1TMS,isomer #3	CC12CCC3C1C(C1=CC(C4CC(=O)C5=C(O)C=C(O)C=C5O4)=C(O[Si](C)(C)C)C=C1O2)C3(C)C	3764.8	Semi standard non polar	33892256
Kuwanon D,2TMS,isomer #1	CC12CCC3C1C(C1=CC(C4CC(=O)C5=C(C=C(O[Si](C)(C)C)C=C5O[Si](C)(C)C)O4)=C(O)C=C1O2)C3(C)C	3794.2	Semi standard non polar	33892256
Kuwanon D,2TMS,isomer #2	CC12CCC3C1C(C1=CC(C4CC(=O)C5=C(C=C(O)C=C5O[Si](C)(C)C)O4)=C(O[Si](C)(C)C)C=C1O2)C3(C)C	3745.2	Semi standard non polar	33892256
Kuwanon D,2TMS,isomer #3	CC12CCC3C1C(C1=CC(C4CC(=O)C5=C(O)C=C(O[Si](C)(C)C)C=C5O4)=C(O[Si](C)(C)C)C=C1O2)C3(C)C	3799.4	Semi standard non polar	33892256
Kuwanon D,3TMS,isomer #1	CC12CCC3C1C(C1=CC(C4CC(=O)C5=C(C=C(O[Si](C)(C)C)C=C5O[Si](C)(C)C)O4)=C(O[Si](C)(C)C)C=C1O2)C3(C)C	3790.0	Semi standard non polar	33892256
Kuwanon D,1TBDMS,isomer #1	CC12CCC3C1C(C1=CC(C4CC(=O)C5=C(C=C(O)C=C5O[Si](C)(C)C(C)(C)C)O4)=C(O)C=C1O2)C3(C)C	4000.1	Semi standard non polar	33892256
Kuwanon D,1TBDMS,isomer #2	CC12CCC3C1C(C1=CC(C4CC(=O)C5=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C5O4)=C(O)C=C1O2)C3(C)C	4036.3	Semi standard non polar	33892256
Kuwanon D,1TBDMS,isomer #3	CC12CCC3C1C(C1=CC(C4CC(=O)C5=C(O)C=C(O)C=C5O4)=C(O[Si](C)(C)C(C)(C)C)C=C1O2)C3(C)C	3977.5	Semi standard non polar	33892256
Kuwanon D,2TBDMS,isomer #1	CC12CCC3C1C(C1=CC(C4CC(=O)C5=C(C=C(O[Si](C)(C)C(C)(C)C)C=C5O[Si](C)(C)C(C)(C)C)O4)=C(O)C=C1O2)C3(C)C	4179.0	Semi standard non polar	33892256
Kuwanon D,2TBDMS,isomer #2	CC12CCC3C1C(C1=CC(C4CC(=O)C5=C(C=C(O)C=C5O[Si](C)(C)C(C)(C)C)O4)=C(O[Si](C)(C)C(C)(C)C)C=C1O2)C3(C)C	4114.5	Semi standard non polar	33892256
Kuwanon D,2TBDMS,isomer #3	CC12CCC3C1C(C1=CC(C4CC(=O)C5=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C5O4)=C(O[Si](C)(C)C(C)(C)C)C=C1O2)C3(C)C	4184.3	Semi standard non polar	33892256
Kuwanon D,3TBDMS,isomer #1	CC12CCC3C1C(C1=CC(C4CC(=O)C5=C(C=C(O[Si](C)(C)C(C)(C)C)C=C5O[Si](C)(C)C(C)(C)C)O4)=C(O[Si](C)(C)C(C)(C)C)C=C1O2)C3(C)C	4263.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Kuwanon D GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a7i-4119700000-6f376251a93503aced47	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kuwanon D GC-MS (3 TMS) - 70eV, Positive	splash10-00fr-2500089000-8936975d430eacbfad53	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kuwanon D 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 - Kuwanon D 10V, Positive-QTOF	splash10-00di-0320900000-b8d9e4985c31d5e40980	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon D 20V, Positive-QTOF	splash10-0udi-0940400000-23cc98a7eb16c4ffb84b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon D 40V, Positive-QTOF	splash10-0uyr-1930000000-1eb549572dc2997a84cc	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon D 10V, Negative-QTOF	splash10-00di-0000900000-3e0fb66718a138545fe1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon D 20V, Negative-QTOF	splash10-00di-0511900000-65130eed4c60a788d7b1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon D 40V, Negative-QTOF	splash10-0kdi-3975100000-0696db4615bd6075b6af	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon D 10V, Negative-QTOF	splash10-00di-0000900000-992577a540f8cfc09aec	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon D 20V, Negative-QTOF	splash10-0fk9-0900800000-6894b5264cbeee2f0128	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon D 40V, Negative-QTOF	splash10-066r-0591000000-9834b86f96001c28b6a3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon D 10V, Positive-QTOF	splash10-00di-0000900000-9a76091e85d6c52ac33b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon D 20V, Positive-QTOF	splash10-0uka-0900400000-872be7ec0fc3ceeab907	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kuwanon D 40V, Positive-QTOF	splash10-0udi-0920000000-eb8701d07ca342bb06cf	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB002821

KNApSAcK ID

C00008380

Chemspider ID

2339131

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3081548

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1443561

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.. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Kuwanon D → 6-{[4-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-trien-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Kuwanon D → 3,4,5-trihydroxy-6-[(5-hydroxy-2-{5-hydroxy-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-trien-4-yl}-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]oxane-2-carboxylic acid	details
Kuwanon D → 3,4,5-trihydroxy-6-[(7-hydroxy-2-{5-hydroxy-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-trien-4-yl}-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl)oxy]oxane-2-carboxylic acid	details

Showing metabocard for Kuwanon D (HMDB0030861)

MOL for HMDB0030861 (Kuwanon D)

3D MOL for HMDB0030861 (Kuwanon D)

3D SDF for HMDB0030861 (Kuwanon D)

3D-SDF for HMDB0030861 (Kuwanon D)

PDB for HMDB0030861 (Kuwanon D)

3D PDB for HMDB0030861 (Kuwanon D)

SMILES for HMDB0030861 (Kuwanon D)

INCHI for HMDB0030861 (Kuwanon D)

Structure for HMDB0030861 (Kuwanon D)

3D Structure for HMDB0030861 (Kuwanon D)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions