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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:12:09 UTC

Update Date

2022-03-07 02:54:26 UTC

HMDB ID

HMDB0035251

Secondary Accession Numbers

HMDB35251

Metabolite Identification

Common Name

9(11)-Dehydroglycyrrhetic acid

Description

9(11)-Dehydroglycyrrhetic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review a small amount of articles have been published on 9(11)-Dehydroglycyrrhetic acid.

Structure

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


  Mrv0541 02241210102D          

 33 37  0  0  0  0            999 V2000
   -2.7622   -1.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7622   -2.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0477   -2.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3332   -2.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3332   -1.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0477   -0.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187   -2.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0957   -2.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0957   -1.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187   -0.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8102   -0.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8102    0.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0957    0.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187    0.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5247   -1.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -0.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391    0.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5247    0.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9536    0.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9536    1.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391    1.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5247    1.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4766   -2.4197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4602   -3.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6352   -3.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3332   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0957   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8102   -1.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9536   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266    2.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6516    2.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391    3.1342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4766    2.4197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 10  2  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 12  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 18  1  0  0  0  0
  2 23  1  0  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  5 26  1  0  0  0  0
  9 27  1  0  0  0  0
 11 28  1  0  0  0  0
 17 29  1  0  0  0  0
 21 30  1  0  0  0  0
 21 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
M  END

HMDB0035251
     RDKit          3D
9(11)-Dehydroglycyrrhetic acid
 79 83  0  0  0  0  0  0  0  0999 V2000
   -5.9317    0.6478    1.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1330    1.2706    0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6516    2.6225   -0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9148    3.6084   -0.0782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9866    2.7117   -0.6197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1966    0.4620   -1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8465   -0.9268   -0.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3444   -2.1280   -0.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6538   -0.9738    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533   -1.4380    1.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528    0.1853    0.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0269    1.4054    0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838    1.6315    0.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2498    0.6334    0.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7010    0.9863   -0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7386    2.1737   -0.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2567    1.4083    1.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5820    2.0411    1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4927    1.2783    0.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6979    1.0907    0.9149 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9843   -0.0174   -0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7815   -0.9079   -1.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.2199    0.4819   -1.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5060   -1.1454   -1.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8723    2.1964   -1.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6258    2.2830   -1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5672    2.2115    1.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3162    0.6066    2.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4120    3.0851    0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3033   -0.1416   -1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3111   -2.7052    0.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1734   -1.1977   -2.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
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 31 75  1  0
 31 76  1  0
 32 77  1  0
 33 78  1  0
 33 79  1  0
M  END


  Mrv0541 02241210102D          

 33 37  0  0  0  0            999 V2000
   -2.7622   -1.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7622   -2.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 21 22  1  0  0  0  0
 22 18  1  0  0  0  0
  2 23  1  0  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  5 26  1  0  0  0  0
  9 27  1  0  0  0  0
 11 28  1  0  0  0  0
 17 29  1  0  0  0  0
 21 30  1  0  0  0  0
 21 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035251

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)C(O)CCC2(C)C1CCC1(C)C2=CC=C2C3CC(C)(CCC3(C)CCC12C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H46O3/c1-25(2)21-10-13-30(7)22(28(21,5)12-11-23(25)31)9-8-19-20-18-27(4,24(32)33)15-14-26(20,3)16-17-29(19,30)6/h8-9,20-21,23,31H,10-18H2,1-7H3,(H,32,33)

> <INCHI_KEY>
DPWVNICGMWYCAP-UHFFFAOYSA-N

> <FORMULA>
C30H46O3

> <MOLECULAR_WEIGHT>
454.6844

> <EXACT_MASS>
454.344695338

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
54.671369973092

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14b-octadecahydropicene-2-carboxylic acid

> <ALOGPS_LOGP>
7.56

> <JCHEM_LOGP>
6.189253952

> <ALOGPS_LOGS>
-5.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.553792992425016

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.587451790733104

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8069726964209732

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
134.4745

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.55e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,14b-dodecahydropicene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035251
     RDKit          3D
9(11)-Dehydroglycyrrhetic acid
 79 83  0  0  0  0  0  0  0  0999 V2000
   -5.9317    0.6478    1.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1330    1.2706    0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6516    2.6225   -0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9148    3.6084   -0.0782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9866    2.7117   -0.6197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1966    0.4620   -1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8465   -0.9268   -0.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6291   -1.1323   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9938   -2.2506    0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893   -1.7716   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444   -2.1280   -0.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6538   -0.9738    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533   -1.4380    1.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528    0.1853    0.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0269    1.4054    0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838    1.6315    0.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2498    0.6334    0.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7010    0.9863   -0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7386    2.1737   -0.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2567    1.4083    1.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5820    2.0411    1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4927    1.2783    0.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6979    1.0907    0.9149 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9843   -0.0174   -0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6038   -1.0994    0.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6489   -0.2463   -1.6777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5006   -0.1661   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0875   -1.5207   -0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6923   -1.6901    0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7165   -0.7051   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7815   -0.9079   -1.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0218    0.0249    0.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6538    1.3539    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3097    0.1327    1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4491    1.4749    1.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7386    0.0332    0.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6589    2.1418   -0.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2199    0.4819   -1.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4612    0.9297   -1.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8003   -1.5180   -1.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7643   -1.3629   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7203   -1.9983    1.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6440   -3.2412    0.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1213   -2.3724    0.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5060   -1.1454   -1.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0712   -2.7384   -1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6495   -2.9221    0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6654   -2.6645   -0.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4514   -1.4598    2.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1411   -0.7204    2.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0893   -2.4783    1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6381    2.3176    0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7659    2.6633    0.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8723    2.1964   -1.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6891    3.0958   -0.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6258    2.2830   -1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5672    2.2115    1.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3162    0.6066    2.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0248    2.1871    2.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4120    3.0851    0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7951    1.9666   -0.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4557    1.0368    0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105   -0.8366    0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6244   -2.0941    0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2746   -1.0733    1.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5969   -1.3283   -1.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7018    0.0423   -1.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0953    0.2862   -2.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3033   -0.1416   -1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1874   -2.2547   -0.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7360   -1.9888    0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7077   -1.6096    1.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3111   -2.7052    0.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1734   -1.1977   -2.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5164   -1.6765   -1.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0626    0.0398   -2.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1691   -0.1262    1.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2040    1.8147   -0.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5261    2.0659    1.1742 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
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 14 32  1  0
 32 33  1  0
 33  2  1  0
 32  8  1  0
 30 12  1  0
 30 17  1  0
 27 18  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  9 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 15 52  1  0
 16 53  1  0
 19 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 23 62  1  0
 25 63  1  0
 25 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  0
 29 73  1  0
 31 74  1  0
 31 75  1  0
 31 76  1  0
 32 77  1  0
 33 78  1  0
 33 79  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -5.156  -2.207   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.156  -3.747   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.822  -4.517   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.489  -3.747   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.489  -2.207   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.822  -1.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.155  -4.517   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.179  -3.747   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.179  -2.207   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.155  -1.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.512  -1.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.512   0.103   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.179   0.873   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.155   0.103   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.846  -2.207   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.180  -1.437   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.180   0.103   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.846   0.873   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.513   0.873   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.513   2.413   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.180   3.183   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.846   2.413   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.490  -4.517   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -4.592  -5.851   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.052  -5.851   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.489  -0.667   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.179  -0.667   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.512  -2.977   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.513  -0.667   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.410   4.517   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.950   4.517   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.180   5.851   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       6.490   4.517   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   23                                                  
CONECT    3    2    4   24   25                                             
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   26                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   27                                             
CONECT   10    9    5   14                                                  
CONECT   11    9   12   15   28                                             
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   29                                             
CONECT   18   17   12   22                                                  
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   30   31                                             
CONECT   22   21   18                                                       
CONECT   23    2                                                            
CONECT   24    3                                                            
CONECT   25    3                                                            
CONECT   26    5                                                            
CONECT   27    9                                                            
CONECT   28   11                                                            
CONECT   29   17                                                            
CONECT   30   21                                                            
CONECT   31   21   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

COMPND    HMDB0035251
HETATM    1  C1  UNL     1      -5.932   0.648   1.153  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.133   1.271   0.058  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.652   2.623  -0.213  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.915   3.608  -0.078  1.00  0.00           O  
HETATM    5  O2  UNL     1      -6.987   2.712  -0.620  1.00  0.00           O  
HETATM    6  C4  UNL     1      -5.197   0.462  -1.250  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.847  -0.927  -0.876  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.629  -1.132  -0.048  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.994  -2.251   0.950  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.589  -1.772  -0.980  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.344  -2.128  -0.250  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.654  -0.974   0.390  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.453  -1.438   1.880  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.553   0.185   0.483  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.027   1.405   0.436  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.384   1.631   0.273  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.250   0.633   0.123  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.701   0.986  -0.006  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.739   2.174  -0.927  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.257   1.408   1.336  1.00  0.00           C  
HETATM   21  C19 UNL     1       4.582   2.041   1.109  1.00  0.00           C  
HETATM   22  C20 UNL     1       5.493   1.278   0.201  1.00  0.00           C  
HETATM   23  O3  UNL     1       6.698   1.091   0.915  1.00  0.00           O  
HETATM   24  C21 UNL     1       4.984  -0.017  -0.306  1.00  0.00           C  
HETATM   25  C22 UNL     1       5.604  -1.099   0.560  1.00  0.00           C  
HETATM   26  C23 UNL     1       5.649  -0.246  -1.678  1.00  0.00           C  
HETATM   27  C24 UNL     1       3.501  -0.166  -0.495  1.00  0.00           C  
HETATM   28  C25 UNL     1       3.087  -1.521  -0.059  1.00  0.00           C  
HETATM   29  C26 UNL     1       1.692  -1.690   0.463  1.00  0.00           C  
HETATM   30  C27 UNL     1       0.717  -0.705  -0.117  1.00  0.00           C  
HETATM   31  C28 UNL     1       0.781  -0.908  -1.640  1.00  0.00           C  
HETATM   32  C29 UNL     1      -3.022   0.025   0.624  1.00  0.00           C  
HETATM   33  C30 UNL     1      -3.654   1.354   0.341  1.00  0.00           C  
HETATM   34  H1  UNL     1      -5.310   0.133   1.917  1.00  0.00           H  
HETATM   35  H2  UNL     1      -6.449   1.475   1.717  1.00  0.00           H  
HETATM   36  H3  UNL     1      -6.739   0.033   0.740  1.00  0.00           H  
HETATM   37  H4  UNL     1      -7.659   2.142  -0.129  1.00  0.00           H  
HETATM   38  H5  UNL     1      -6.220   0.482  -1.642  1.00  0.00           H  
HETATM   39  H6  UNL     1      -4.461   0.930  -1.932  1.00  0.00           H  
HETATM   40  H7  UNL     1      -4.800  -1.518  -1.839  1.00  0.00           H  
HETATM   41  H8  UNL     1      -5.764  -1.363  -0.376  1.00  0.00           H  
HETATM   42  H9  UNL     1      -3.720  -1.998   1.979  1.00  0.00           H  
HETATM   43  H10 UNL     1      -3.644  -3.241   0.599  1.00  0.00           H  
HETATM   44  H11 UNL     1      -5.121  -2.372   0.994  1.00  0.00           H  
HETATM   45  H12 UNL     1      -2.506  -1.145  -1.857  1.00  0.00           H  
HETATM   46  H13 UNL     1      -3.071  -2.738  -1.306  1.00  0.00           H  
HETATM   47  H14 UNL     1      -1.650  -2.922   0.516  1.00  0.00           H  
HETATM   48  H15 UNL     1      -0.665  -2.664  -0.924  1.00  0.00           H  
HETATM   49  H16 UNL     1      -1.451  -1.460   2.361  1.00  0.00           H  
HETATM   50  H17 UNL     1       0.141  -0.720   2.434  1.00  0.00           H  
HETATM   51  H18 UNL     1      -0.089  -2.478   1.848  1.00  0.00           H  
HETATM   52  H19 UNL     1      -1.638   2.318   0.527  1.00  0.00           H  
HETATM   53  H20 UNL     1       0.766   2.663   0.272  1.00  0.00           H  
HETATM   54  H21 UNL     1       1.872   2.196  -1.654  1.00  0.00           H  
HETATM   55  H22 UNL     1       2.689   3.096  -0.274  1.00  0.00           H  
HETATM   56  H23 UNL     1       3.626   2.283  -1.540  1.00  0.00           H  
HETATM   57  H24 UNL     1       2.567   2.211   1.730  1.00  0.00           H  
HETATM   58  H25 UNL     1       3.316   0.607   2.067  1.00  0.00           H  
HETATM   59  H26 UNL     1       5.025   2.187   2.144  1.00  0.00           H  
HETATM   60  H27 UNL     1       4.412   3.085   0.771  1.00  0.00           H  
HETATM   61  H28 UNL     1       5.795   1.967  -0.617  1.00  0.00           H  
HETATM   62  H29 UNL     1       7.456   1.037   0.281  1.00  0.00           H  
HETATM   63  H30 UNL     1       6.711  -0.837   0.643  1.00  0.00           H  
HETATM   64  H31 UNL     1       5.624  -2.094   0.087  1.00  0.00           H  
HETATM   65  H32 UNL     1       5.275  -1.073   1.610  1.00  0.00           H  
HETATM   66  H33 UNL     1       5.597  -1.328  -1.921  1.00  0.00           H  
HETATM   67  H34 UNL     1       6.702   0.042  -1.586  1.00  0.00           H  
HETATM   68  H35 UNL     1       5.095   0.286  -2.472  1.00  0.00           H  
HETATM   69  H36 UNL     1       3.303  -0.142  -1.622  1.00  0.00           H  
HETATM   70  H37 UNL     1       3.187  -2.255  -0.917  1.00  0.00           H  
HETATM   71  H38 UNL     1       3.736  -1.989   0.729  1.00  0.00           H  
HETATM   72  H39 UNL     1       1.708  -1.610   1.570  1.00  0.00           H  
HETATM   73  H40 UNL     1       1.311  -2.705   0.232  1.00  0.00           H  
HETATM   74  H41 UNL     1      -0.173  -1.198  -2.075  1.00  0.00           H  
HETATM   75  H42 UNL     1       1.516  -1.677  -1.930  1.00  0.00           H  
HETATM   76  H43 UNL     1       1.063   0.040  -2.167  1.00  0.00           H  
HETATM   77  H44 UNL     1      -3.169  -0.126   1.739  1.00  0.00           H  
HETATM   78  H45 UNL     1      -3.204   1.815  -0.569  1.00  0.00           H  
HETATM   79  H46 UNL     1      -3.526   2.066   1.174  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    6   33
CONECT    3    4    4    5
CONECT    5   37
CONECT    6    7   38   39
CONECT    7    8   40   41
CONECT    8    9   10   32
CONECT    9   42   43   44
CONECT   10   11   45   46
CONECT   11   12   47   48
CONECT   12   13   14   30
CONECT   13   49   50   51
CONECT   14   15   15   32
CONECT   15   16   52
CONECT   16   17   17   53
CONECT   17   18   30
CONECT   18   19   20   27
CONECT   19   54   55   56
CONECT   20   21   57   58
CONECT   21   22   59   60
CONECT   22   23   24   61
CONECT   23   62
CONECT   24   25   26   27
CONECT   25   63   64   65
CONECT   26   66   67   68
CONECT   27   28   69
CONECT   28   29   70   71
CONECT   29   30   72   73
CONECT   30   31
CONECT   31   74   75   76
CONECT   32   33   77
CONECT   33   78   79
END

HMDB0035251
     RDKit          3D
9(11)-Dehydroglycyrrhetic acid
 79 83  0  0  0  0  0  0  0  0999 V2000
   -5.9317    0.6478    1.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1330    1.2706    0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6516    2.6225   -0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9148    3.6084   -0.0782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9866    2.7117   -0.6197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1966    0.4620   -1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8465   -0.9268   -0.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6291   -1.1323   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9938   -2.2506    0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893   -1.7716   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444   -2.1280   -0.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6538   -0.9738    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533   -1.4380    1.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528    0.1853    0.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0269    1.4054    0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838    1.6315    0.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2498    0.6334    0.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7010    0.9863   -0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7386    2.1737   -0.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2567    1.4083    1.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5820    2.0411    1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4927    1.2783    0.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6979    1.0907    0.9149 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9843   -0.0174   -0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6038   -1.0994    0.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6489   -0.2463   -1.6777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5006   -0.1661   -0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0875   -1.5207   -0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6923   -1.6901    0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7165   -0.7051   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7815   -0.9079   -1.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0218    0.0249    0.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6538    1.3539    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3097    0.1327    1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4491    1.4749    1.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7386    0.0332    0.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6589    2.1418   -0.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2199    0.4819   -1.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4612    0.9297   -1.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8003   -1.5180   -1.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7643   -1.3629   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7203   -1.9983    1.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6440   -3.2412    0.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1213   -2.3724    0.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5060   -1.1454   -1.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0712   -2.7384   -1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6495   -2.9221    0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6654   -2.6645   -0.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4514   -1.4598    2.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1411   -0.7204    2.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0893   -2.4783    1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6381    2.3176    0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7659    2.6633    0.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8723    2.1964   -1.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6891    3.0958   -0.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6258    2.2830   -1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5672    2.2115    1.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3162    0.6066    2.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0248    2.1871    2.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4120    3.0851    0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7951    1.9666   -0.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4557    1.0368    0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105   -0.8366    0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6244   -2.0941    0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2746   -1.0733    1.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5969   -1.3283   -1.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7018    0.0423   -1.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0953    0.2862   -2.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3033   -0.1416   -1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1874   -2.2547   -0.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7360   -1.9888    0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7077   -1.6096    1.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3111   -2.7052    0.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1734   -1.1977   -2.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5164   -1.6765   -1.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0626    0.0398   -2.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1691   -0.1262    1.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2040    1.8147   -0.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5261    2.0659    1.1742 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
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 14 32  1  0
 32 33  1  0
 33  2  1  0
 32  8  1  0
 30 12  1  0
 30 17  1  0
 27 18  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  9 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 15 52  1  0
 16 53  1  0
 19 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 23 62  1  0
 25 63  1  0
 25 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  0
 29 73  1  0
 31 74  1  0
 31 75  1  0
 31 76  1  0
 32 77  1  0
 33 78  1  0
 33 79  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9(11)-Dehydroglycyrrhetate	Generator
10-Hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14b-octadecahydropicene-2-carboxylate	HMDB

Chemical Formula

C₃₀H₄₆O₃

Average Molecular Weight

454.6844

Monoisotopic Molecular Weight

454.344695338

IUPAC Name

10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14b-octadecahydropicene-2-carboxylic acid

Traditional Name

10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,14b-dodecahydropicene-2-carboxylic acid

CAS Registry Number

14884-88-9

SMILES

CC1(C)C(O)CCC2(C)C1CCC1(C)C2=CC=C2C3CC(C)(CCC3(C)CCC12C)C(O)=O

InChI Identifier

InChI=1S/C30H46O3/c1-25(2)21-10-13-30(7)22(28(21,5)12-11-23(25)31)9-8-19-20-18-27(4,24(32)33)15-14-26(20,3)16-17-29(19,30)6/h8-9,20-21,23,31H,10-18H2,1-7H3,(H,32,33)

InChI Key

DPWVNICGMWYCAP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0035251)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035251)

Source

Endogenous

Endogenous (HMDB: HMDB0035251)

Animal

Animal (HMDB: HMDB0035251)

Exogenous

Food

Food (HMDB: HMDB0035251)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035251)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035251)

Cellular process

Cell signaling (HMDB: HMDB0035251)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035251)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035251)

Nutrient

Nutrient (HMDB: HMDB0035251)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035251)

Emulsifier (HMDB: HMDB0035251)

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	0.0021 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	7.56	ALOGPS
logP	6.19	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.59	ChemAxon
pKa (Strongest Basic)	-0.81	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	134.47 m³·mol⁻¹	ChemAxon
Polarizability	54.67 Å³	ChemAxon
Number of Rings	5	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
DarkChem	[M+H]+	202.506	31661259
DarkChem	[M-H]-	196.537	31661259
DeepCCS	[M-2H]-	240.439	30932474
DeepCCS	[M+Na]+	215.667	30932474
AllCCS	[M+H]+	217.6	32859911
AllCCS	[M+H-H2O]+	215.9	32859911
AllCCS	[M+NH4]+	219.2	32859911
AllCCS	[M+Na]+	219.6	32859911
AllCCS	[M-H]-	213.7	32859911
AllCCS	[M+Na-2H]-	215.6	32859911
AllCCS	[M+HCOO]-	217.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9(11)-Dehydroglycyrrhetic acid	CC1(C)C(O)CCC2(C)C1CCC1(C)C2=CC=C2C3CC(C)(CCC3(C)CCC12C)C(O)=O	3748.0	Standard polar	33892256
9(11)-Dehydroglycyrrhetic acid	CC1(C)C(O)CCC2(C)C1CCC1(C)C2=CC=C2C3CC(C)(CCC3(C)CCC12C)C(O)=O	3601.2	Standard non polar	33892256
9(11)-Dehydroglycyrrhetic acid	CC1(C)C(O)CCC2(C)C1CCC1(C)C2=CC=C2C3CC(C)(CCC3(C)CCC12C)C(O)=O	3732.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9(11)-Dehydroglycyrrhetic acid,1TMS,isomer #1	CC1(C(=O)O)CCC2(C)CCC3(C)C(=CC=C4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C2C1	3818.5	Semi standard non polar	33892256
9(11)-Dehydroglycyrrhetic acid,1TMS,isomer #2	CC1(C(=O)O[Si](C)(C)C)CCC2(C)CCC3(C)C(=CC=C4C5(C)CCC(O)C(C)(C)C5CCC43C)C2C1	3728.3	Semi standard non polar	33892256
9(11)-Dehydroglycyrrhetic acid,2TMS,isomer #1	CC1(C(=O)O[Si](C)(C)C)CCC2(C)CCC3(C)C(=CC=C4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C2C1	3681.1	Semi standard non polar	33892256
9(11)-Dehydroglycyrrhetic acid,1TBDMS,isomer #1	CC1(C(=O)O)CCC2(C)CCC3(C)C(=CC=C4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C2C1	4037.3	Semi standard non polar	33892256
9(11)-Dehydroglycyrrhetic acid,1TBDMS,isomer #2	CC1(C(=O)O[Si](C)(C)C(C)(C)C)CCC2(C)CCC3(C)C(=CC=C4C5(C)CCC(O)C(C)(C)C5CCC43C)C2C1	3966.6	Semi standard non polar	33892256
9(11)-Dehydroglycyrrhetic acid,2TBDMS,isomer #1	CC1(C(=O)O[Si](C)(C)C(C)(C)C)CCC2(C)CCC3(C)C(=CC=C4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C2C1	4138.0	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 - 9(11)-Dehydroglycyrrhetic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f9i-0006900000-04165b93b47d97dd9bd1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9(11)-Dehydroglycyrrhetic acid GC-MS (2 TMS) - 70eV, Positive	splash10-001i-1000490000-a6d75b86340ea2aa3dff	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9(11)-Dehydroglycyrrhetic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9(11)-Dehydroglycyrrhetic acid 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 - 9(11)-Dehydroglycyrrhetic acid 10V, Positive-QTOF	splash10-0a4r-0001900000-3bf2aff581e0d60dc72d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(11)-Dehydroglycyrrhetic acid 20V, Positive-QTOF	splash10-0a4u-0026900000-f9326c8b4ec067236ffe	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(11)-Dehydroglycyrrhetic acid 40V, Positive-QTOF	splash10-00or-1339200000-5f62c514dd02f90c5b91	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(11)-Dehydroglycyrrhetic acid 10V, Negative-QTOF	splash10-0udi-0000900000-af0225a84bc8b601b0df	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(11)-Dehydroglycyrrhetic acid 20V, Negative-QTOF	splash10-0zfu-0003900000-9633d783d43752ffd14b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(11)-Dehydroglycyrrhetic acid 40V, Negative-QTOF	splash10-0006-2009800000-4631dfaf7cb89dc53b44	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(11)-Dehydroglycyrrhetic acid 10V, Negative-QTOF	splash10-0udi-0000900000-896a352facf680cb901f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(11)-Dehydroglycyrrhetic acid 20V, Negative-QTOF	splash10-0udi-0000900000-54601c18d91fb281c7f2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(11)-Dehydroglycyrrhetic acid 40V, Negative-QTOF	splash10-0udi-0004900000-bb014666448fa0fa278d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(11)-Dehydroglycyrrhetic acid 10V, Positive-QTOF	splash10-0a4i-0000900000-cddc30d2d912dd3f63b1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(11)-Dehydroglycyrrhetic acid 20V, Positive-QTOF	splash10-0a4i-0119600000-75d687af9a47a3a86503	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(11)-Dehydroglycyrrhetic acid 40V, Positive-QTOF	splash10-00di-2941000000-ba591df130c86f1e4ba9	2021-09-22	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

FDB013911

KNApSAcK ID

C00054268

Chemspider ID

2865866

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3631339

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1848571

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 9(11)-Dehydroglycyrrhetic acid (HMDB0035251)

MOL for HMDB0035251 (9(11)-Dehydroglycyrrhetic acid)

3D MOL for HMDB0035251 (9(11)-Dehydroglycyrrhetic acid)

3D SDF for HMDB0035251 (9(11)-Dehydroglycyrrhetic acid)

3D-SDF for HMDB0035251 (9(11)-Dehydroglycyrrhetic acid)

PDB for HMDB0035251 (9(11)-Dehydroglycyrrhetic acid)

3D PDB for HMDB0035251 (9(11)-Dehydroglycyrrhetic acid)

SMILES for HMDB0035251 (9(11)-Dehydroglycyrrhetic acid)

INCHI for HMDB0035251 (9(11)-Dehydroglycyrrhetic acid)

Structure for HMDB0035251 (9(11)-Dehydroglycyrrhetic acid)

3D Structure for HMDB0035251 (9(11)-Dehydroglycyrrhetic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra