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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:39:55 UTC

Update Date

2021-09-23 18:39:55 UTC

HMDB ID

HMDB0302553

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Lochnocarpol A

Description

Lochnocarpol a is a member of the class of compounds known as 8-prenylated flavanones. 8-prenylated flavanones are flavanones that features a C5-isoprenoid substituent at the 8-position. Lochnocarpol a is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Lochnocarpol a can be found in sweet orange, which makes lochnocarpol a a potential biomarker for the consumption of this food product.

Structure

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

6,8-Diprenylnaringenin
  Mrv1572001071617292D          

 30 32  0  0  1  0            999 V2000
    5.8309  -11.9866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4027  -14.4585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9676  -11.9832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8205  -14.4619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4082  -10.7610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1098  -13.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1133  -12.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4027  -11.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4027  -13.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6851  -13.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6851  -12.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8240  -13.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5449  -12.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5415  -13.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2624  -11.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4027  -11.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9676  -13.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9697  -12.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2659  -11.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1133  -10.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2569  -13.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6871  -12.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9765  -10.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6906  -11.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1133   -9.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5429  -13.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8240   -9.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4027   -9.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8254  -13.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5429  -14.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  1 13  1  0  0  0  0
  2  9  1  0  0  0  0
  3 11  1  0  0  0  0
  4 12  2  0  0  0  0
  5 24  1  0  0  0  0
  6  7  2  0  0  0  0
  6  9  1  0  0  0  0
  6 12  1  0  0  0  0
  7  8  1  0  0  0  0
  8 11  2  0  0  0  0
  8 16  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 17  1  0  0  0  0
 12 14  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 18  2  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  1  0  0  0  0
 18 22  1  0  0  0  0
 19 23  2  0  0  0  0
 20 25  2  0  0  0  0
 21 26  2  0  0  0  0
 22 24  2  0  0  0  0
 23 24  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 26 29  1  0  0  0  0
 26 30  1  0  0  0  0
M  END

HMDB0302553
     RDKit          3D
Lochnocarpol A
 58 60  0  0  0  0  0  0  0  0999 V2000
   -5.5190   -1.1696    0.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0871   -2.0755   -0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6408   -3.4449   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2065   -1.5999   -1.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6642   -0.2414   -0.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2036   -0.1912   -0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5200    1.0104   -0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2364    2.1534   -1.1037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1551    1.0746   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5762    2.3649   -0.7378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3553    3.1563    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    4.3822    0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4829    5.0798   -0.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3044    5.0951    1.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5784   -0.0627   -0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0955   -1.2648   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716   -1.3434   -0.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1124   -2.5328   -0.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7109   -2.4410   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2173   -3.3975    0.5296 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1187   -2.5189   -0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7282   -1.1455   -0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0560   -1.1889   -0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1970   -1.0820    1.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4323   -1.1206    1.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5907   -1.2693    1.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8453   -1.3089    1.8283 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4637   -1.3775   -0.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2144   -1.3375   -0.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9317   -0.0986   -0.2214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0545   -1.7360    1.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1216   -0.3742    0.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5947   -0.7809    1.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9900   -4.1546   -0.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6499   -3.4956   -0.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7011   -3.8588    0.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9177   -2.2796   -1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    0.2679   -1.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1748    0.3767   -0.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2236    2.1112   -1.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6556    2.2012   -0.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335    2.9147   -1.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138    2.6696    1.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5964    6.1912   -0.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4143    4.7404   -1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    4.9872   -1.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3474    6.1834    1.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818    4.8053    2.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    4.9047    2.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7900   -3.4394   -0.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6624   -3.1320    0.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1620   -3.0999   -1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9101   -0.9900   -1.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2761   -0.9676    1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5100   -1.0353    3.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2346   -2.1974    2.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3780   -1.4948   -0.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1160   -1.4220   -1.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  9 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 22 30  1  0
 17  6  1  0
 29 23  1  0
 30 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  8 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 14 49  1  0
 18 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 25 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
M  END

6,8-Diprenylnaringenin
  Mrv1572001071617292D          

 30 32  0  0  1  0            999 V2000
    5.8309  -11.9866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4027  -14.4585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9676  -11.9832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8205  -14.4619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4082  -10.7610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1098  -13.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1133  -12.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4027  -11.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4027  -13.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6851  -13.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6851  -12.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8240  -13.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5449  -12.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5415  -13.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2624  -11.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4027  -11.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9676  -13.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9697  -12.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2659  -11.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1133  -10.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2569  -13.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6871  -12.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9765  -10.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6906  -11.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1133   -9.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5429  -13.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8240   -9.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4027   -9.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8254  -13.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5429  -14.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  1 13  1  0  0  0  0
  2  9  1  0  0  0  0
  3 11  1  0  0  0  0
  4 12  2  0  0  0  0
  5 24  1  0  0  0  0
  6  7  2  0  0  0  0
  6  9  1  0  0  0  0
  6 12  1  0  0  0  0
  7  8  1  0  0  0  0
  8 11  2  0  0  0  0
  8 16  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 17  1  0  0  0  0
 12 14  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 18  2  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  1  0  0  0  0
 18 22  1  0  0  0  0
 19 23  2  0  0  0  0
 20 25  2  0  0  0  0
 21 26  2  0  0  0  0
 22 24  2  0  0  0  0
 23 24  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 26 29  1  0  0  0  0
 26 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302553

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=C(O)C2=C(OC(CC2=O)C2=CC=C(O)C=C2)C(CC=C(C)C)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O5/c1-14(2)5-11-18-23(28)19(12-6-15(3)4)25-22(24(18)29)20(27)13-21(30-25)16-7-9-17(26)10-8-16/h5-10,21,26,28-29H,11-13H2,1-4H3

> <INCHI_KEY>
HCNLDGTUMBOHKT-UHFFFAOYSA-N

> <FORMULA>
C25H28O5

> <MOLECULAR_WEIGHT>
408.494

> <EXACT_MASS>
408.193674002

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
45.31907803086477

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
4.50

> <JCHEM_LOGP>
6.292242049000001

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.070829382591645

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.508271233960288

> <JCHEM_PKA_STRONGEST_BASIC>
-4.961077727446398

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
119.7754

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.75e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302553
     RDKit          3D
Lochnocarpol A
 58 60  0  0  0  0  0  0  0  0999 V2000
   -5.5190   -1.1696    0.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0871   -2.0755   -0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6408   -3.4449   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2065   -1.5999   -1.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6642   -0.2414   -0.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2036   -0.1912   -0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5200    1.0104   -0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2364    2.1534   -1.1037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1551    1.0746   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5762    2.3649   -0.7378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3553    3.1563    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    4.3822    0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4829    5.0798   -0.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3044    5.0951    1.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5784   -0.0627   -0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0955   -1.2648   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716   -1.3434   -0.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1124   -2.5328   -0.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7109   -2.4410   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2173   -3.3975    0.5296 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1187   -2.5189   -0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7282   -1.1455   -0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0560   -1.1889   -0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1970   -1.0820    1.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4323   -1.1206    1.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5907   -1.2693    1.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8453   -1.3089    1.8283 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4637   -1.3775   -0.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2144   -1.3375   -0.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9317   -0.0986   -0.2214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0545   -1.7360    1.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1216   -0.3742    0.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5947   -0.7809    1.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9900   -4.1546   -0.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6499   -3.4956   -0.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7011   -3.8588    0.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9177   -2.2796   -1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    0.2679   -1.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1748    0.3767   -0.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2236    2.1112   -1.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6556    2.2012   -0.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335    2.9147   -1.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138    2.6696    1.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5964    6.1912   -0.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4143    4.7404   -1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    4.9872   -1.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3474    6.1834    1.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818    4.8053    2.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    4.9047    2.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7900   -3.4394   -0.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6624   -3.1320    0.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1620   -3.0999   -1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9101   -0.9900   -1.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2761   -0.9676    1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5100   -1.0353    3.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2346   -2.1974    2.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3780   -1.4948   -0.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1160   -1.4220   -1.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  9 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 22 30  1  0
 17  6  1  0
 29 23  1  0
 30 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  8 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 14 49  1  0
 18 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 25 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
M  END

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 6,8-Diprenylnaringenin                            
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  O   UNK     0      10.884 -22.375   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       8.218 -26.989   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.540 -22.369   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      10.865 -26.996   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      17.562 -20.087   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       9.538 -24.676   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.545 -23.138   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.218 -22.369   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.218 -25.451   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.879 -24.676   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.879 -23.138   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.871 -25.458   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.217 -23.144   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.211 -24.689   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.556 -22.388   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.218 -20.824   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.540 -25.451   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.877 -23.163   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.563 -20.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.545 -20.055   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.213 -24.676   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.216 -22.401   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.889 -20.081   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.222 -20.856   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.545 -18.523   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.880 -25.451   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.871 -17.754   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.218 -17.754   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.541 -24.676   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.880 -26.996   0.000  0.00  0.00           C+0
CONECT    1    7   13                                                       
CONECT    2    9                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5   24                                                            
CONECT    6    7    9   12                                                  
CONECT    7    1    6    8                                                  
CONECT    8    7   11   16                                                  
CONECT    9    2    6   10                                                  
CONECT   10    9   11   17                                                  
CONECT   11    3    8   10                                                  
CONECT   12    4    6   14                                                  
CONECT   13    1   14   15                                                  
CONECT   14   12   13                                                       
CONECT   15   13   18   19                                                  
CONECT   16    8   20                                                       
CONECT   17   10   21                                                       
CONECT   18   15   22                                                       
CONECT   19   15   23                                                       
CONECT   20   16   25                                                       
CONECT   21   17   26                                                       
CONECT   22   18   24                                                       
CONECT   23   19   24                                                       
CONECT   24    5   22   23                                                  
CONECT   25   20   27   28                                                  
CONECT   26   21   29   30                                                  
CONECT   27   25                                                            
CONECT   28   25                                                            
CONECT   29   26                                                            
CONECT   30   26                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0302553
HETATM    1  C1  UNL     1      -5.519  -1.170   0.939  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.087  -2.075  -0.155  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.641  -3.445  -0.209  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.206  -1.600  -1.050  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.664  -0.241  -0.987  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.204  -0.191  -0.795  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.520   1.010  -0.854  1.00  0.00           C  
HETATM    8  O1  UNL     1      -2.236   2.153  -1.104  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.155   1.075  -0.669  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.576   2.365  -0.738  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.355   3.156   0.495  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.121   4.382   0.532  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.483   5.080  -0.723  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.304   5.095   1.841  1.00  0.00           C  
HETATM   15  C14 UNL     1       0.578  -0.063  -0.418  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.096  -1.265  -0.358  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.472  -1.343  -0.542  1.00  0.00           C  
HETATM   18  O2  UNL     1      -2.112  -2.533  -0.479  1.00  0.00           O  
HETATM   19  C17 UNL     1       0.711  -2.441  -0.086  1.00  0.00           C  
HETATM   20  O3  UNL     1       0.217  -3.398   0.530  1.00  0.00           O  
HETATM   21  C18 UNL     1       2.119  -2.519  -0.532  1.00  0.00           C  
HETATM   22  C19 UNL     1       2.728  -1.146  -0.714  1.00  0.00           C  
HETATM   23  C20 UNL     1       4.056  -1.189  -0.037  1.00  0.00           C  
HETATM   24  C21 UNL     1       4.197  -1.082   1.332  1.00  0.00           C  
HETATM   25  C22 UNL     1       5.432  -1.121   1.948  1.00  0.00           C  
HETATM   26  C23 UNL     1       6.591  -1.269   1.214  1.00  0.00           C  
HETATM   27  O4  UNL     1       7.845  -1.309   1.828  1.00  0.00           O  
HETATM   28  C24 UNL     1       6.464  -1.378  -0.156  1.00  0.00           C  
HETATM   29  C25 UNL     1       5.214  -1.338  -0.769  1.00  0.00           C  
HETATM   30  O5  UNL     1       1.932  -0.099  -0.221  1.00  0.00           O  
HETATM   31  H1  UNL     1      -6.055  -1.736   1.728  1.00  0.00           H  
HETATM   32  H2  UNL     1      -6.122  -0.374   0.485  1.00  0.00           H  
HETATM   33  H3  UNL     1      -4.595  -0.781   1.432  1.00  0.00           H  
HETATM   34  H4  UNL     1      -4.990  -4.155  -0.751  1.00  0.00           H  
HETATM   35  H5  UNL     1      -6.650  -3.496  -0.658  1.00  0.00           H  
HETATM   36  H6  UNL     1      -5.701  -3.859   0.841  1.00  0.00           H  
HETATM   37  H7  UNL     1      -3.918  -2.280  -1.847  1.00  0.00           H  
HETATM   38  H8  UNL     1      -3.912   0.268  -1.949  1.00  0.00           H  
HETATM   39  H9  UNL     1      -4.175   0.377  -0.195  1.00  0.00           H  
HETATM   40  H10 UNL     1      -3.224   2.111  -1.237  1.00  0.00           H  
HETATM   41  H11 UNL     1       1.656   2.201  -0.879  1.00  0.00           H  
HETATM   42  H12 UNL     1       0.134   2.915  -1.601  1.00  0.00           H  
HETATM   43  H13 UNL     1       0.614   2.670   1.451  1.00  0.00           H  
HETATM   44  H14 UNL     1      -0.596   6.191  -0.541  1.00  0.00           H  
HETATM   45  H15 UNL     1      -1.414   4.740  -1.187  1.00  0.00           H  
HETATM   46  H16 UNL     1       0.418   4.987  -1.391  1.00  0.00           H  
HETATM   47  H17 UNL     1      -0.347   6.183   1.674  1.00  0.00           H  
HETATM   48  H18 UNL     1      -1.282   4.805   2.306  1.00  0.00           H  
HETATM   49  H19 UNL     1       0.505   4.905   2.550  1.00  0.00           H  
HETATM   50  H20 UNL     1      -1.790  -3.439  -0.328  1.00  0.00           H  
HETATM   51  H21 UNL     1       2.662  -3.132   0.216  1.00  0.00           H  
HETATM   52  H22 UNL     1       2.162  -3.100  -1.483  1.00  0.00           H  
HETATM   53  H23 UNL     1       2.910  -0.990  -1.792  1.00  0.00           H  
HETATM   54  H24 UNL     1       3.276  -0.968   1.893  1.00  0.00           H  
HETATM   55  H25 UNL     1       5.510  -1.035   3.022  1.00  0.00           H  
HETATM   56  H26 UNL     1       8.235  -2.197   2.125  1.00  0.00           H  
HETATM   57  H27 UNL     1       7.378  -1.495  -0.730  1.00  0.00           H  
HETATM   58  H28 UNL     1       5.116  -1.422  -1.848  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4    4
CONECT    3   34   35   36
CONECT    4    5   37
CONECT    5    6   38   39
CONECT    6    7    7   17
CONECT    7    8    9
CONECT    8   40
CONECT    9   10   15   15
CONECT   10   11   41   42
CONECT   11   12   12   43
CONECT   12   13   14
CONECT   13   44   45   46
CONECT   14   47   48   49
CONECT   15   16   30
CONECT   16   17   17   19
CONECT   17   18
CONECT   18   50
CONECT   19   20   20   21
CONECT   21   22   51   52
CONECT   22   23   30   53
CONECT   23   24   24   29
CONECT   24   25   54
CONECT   25   26   26   55
CONECT   26   27   28
CONECT   27   56
CONECT   28   29   29   57
CONECT   29   58
END

HMDB0302553
     RDKit          3D
Lochnocarpol A
 58 60  0  0  0  0  0  0  0  0999 V2000
   -5.5190   -1.1696    0.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0871   -2.0755   -0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6408   -3.4449   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2065   -1.5999   -1.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6642   -0.2414   -0.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2036   -0.1912   -0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5200    1.0104   -0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2364    2.1534   -1.1037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1551    1.0746   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5762    2.3649   -0.7378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3553    3.1563    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    4.3822    0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4829    5.0798   -0.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3044    5.0951    1.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5784   -0.0627   -0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0955   -1.2648   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716   -1.3434   -0.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1124   -2.5328   -0.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7109   -2.4410   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2173   -3.3975    0.5296 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1187   -2.5189   -0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7282   -1.1455   -0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0560   -1.1889   -0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1970   -1.0820    1.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4323   -1.1206    1.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5907   -1.2693    1.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8453   -1.3089    1.8283 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4637   -1.3775   -0.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2144   -1.3375   -0.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9317   -0.0986   -0.2214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0545   -1.7360    1.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1216   -0.3742    0.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5947   -0.7809    1.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9900   -4.1546   -0.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6499   -3.4956   -0.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7011   -3.8588    0.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9177   -2.2796   -1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    0.2679   -1.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1748    0.3767   -0.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2236    2.1112   -1.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6556    2.2012   -0.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335    2.9147   -1.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138    2.6696    1.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5964    6.1912   -0.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4143    4.7404   -1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    4.9872   -1.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3474    6.1834    1.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818    4.8053    2.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    4.9047    2.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7900   -3.4394   -0.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6624   -3.1320    0.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1620   -3.0999   -1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9101   -0.9900   -1.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2761   -0.9676    1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5100   -1.0353    3.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2346   -2.1974    2.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3780   -1.4948   -0.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1160   -1.4220   -1.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  9 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 22 30  1  0
 17  6  1  0
 29 23  1  0
 30 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  8 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 14 49  1  0
 18 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 25 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₂₈O₅

Average Molecular Weight

408.494

Monoisotopic Molecular Weight

408.193674002

IUPAC Name

5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C(O)C2=C(OC(CC2=O)C2=CC=C(O)C=C2)C(CC=C(C)C)=C1O

InChI Identifier

InChI=1S/C25H28O5/c1-14(2)5-11-18-23(28)19(12-6-15(3)4)25-22(24(18)29)20(27)13-21(30-25)16-7-9-17(26)10-8-16/h5-10,21,26,28-29H,11-13H2,1-4H3

InChI Key

HCNLDGTUMBOHKT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

8-prenylated flavanones

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302553)

Food

Fruit

Citrus

Sweet orange (FooDB: FOOD00057)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.5	ALOGPS
logP	6.29	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	7.51	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	119.78 m³·mol⁻¹	ChemAxon
Polarizability	45.32 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
AllCCS	[M+H]+	202.987	32859911
AllCCS	[M+H-H2O]+	200.37	32859911
AllCCS	[M+Na]+	206.09	32859911
AllCCS	[M+NH4]+	205.399	32859911
AllCCS	[M-H]-	199.783	32859911
AllCCS	[M+Na-2H]-	199.749	32859911
AllCCS	[M+HCOO]-	199.882	32859911
DeepCCS	[M+H]+	195.564	30932474
DeepCCS	[M-H]-	193.206	30932474
DeepCCS	[M-2H]-	227.37	30932474
DeepCCS	[M+Na]+	202.512	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	19.1828 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.02 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3456.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	438.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	243.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	203.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	194.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	871.4 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	895.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	80.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1710.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	803.5 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	1588.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	596.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	590.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	247.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	216.3 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	8.4 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lochnocarpol A 10V, Positive-QTOF	splash10-0a4i-0139800000-c9ce12fdf34261c43668	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lochnocarpol A 20V, Positive-QTOF	splash10-0q29-3589100000-9b6eded38b7299151a05	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lochnocarpol A 40V, Positive-QTOF	splash10-014j-3692000000-3a7fb7cd4beed515a928	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lochnocarpol A 10V, Negative-QTOF	splash10-0a4i-0011900000-a13c9cd200ca414f2c52	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lochnocarpol A 20V, Negative-QTOF	splash10-0a4i-2287900000-ad6da1b9389b1d611757	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lochnocarpol A 40V, Negative-QTOF	splash10-0006-3973000000-e644e3470d67e3044090	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lochnocarpol A 10V, Positive-QTOF	splash10-0a4i-0000900000-dc5770577eafb47c9403	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lochnocarpol A 20V, Positive-QTOF	splash10-052s-0490600000-6a759f6cf5e4836d93ab	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lochnocarpol A 40V, Positive-QTOF	splash10-000i-0390000000-a16c74eb9577a155c815	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lochnocarpol A 10V, Negative-QTOF	splash10-0a4i-0000900000-87c4cbcf84f61a9dd133	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lochnocarpol A 20V, Negative-QTOF	splash10-0a4r-0090800000-aa0b7b2adc080864b846	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lochnocarpol A 40V, Negative-QTOF	splash10-014i-0940000000-665e311c98b378d89d5b	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB005123

KNApSAcK ID

Not Available

Chemspider ID

3814

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3951

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Lochnocarpol A (HMDB0302553)

MOL for HMDB0302553 (Lochnocarpol A)

3D MOL for HMDB0302553 (Lochnocarpol A)

3D SDF for HMDB0302553 (Lochnocarpol A)

3D-SDF for HMDB0302553 (Lochnocarpol A)

PDB for HMDB0302553 (Lochnocarpol A)

3D PDB for HMDB0302553 (Lochnocarpol A)

SMILES for HMDB0302553 (Lochnocarpol A)

INCHI for HMDB0302553 (Lochnocarpol A)

Structure for HMDB0302553 (Lochnocarpol A)

3D Structure for HMDB0302553 (Lochnocarpol A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra