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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:35:20 UTC

Update Date

2022-03-07 02:54:12 UTC

HMDB ID

HMDB0034689

Secondary Accession Numbers

HMDB34689

Metabolite Identification

Common Name

Glabric acid

Description

Glabric acid, also known as glabrate, 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 Glabric acid.

Structure

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


  Mrv0541 05061308002D          

 35 39  0  0  0  0            999 V2000
    1.5617   -7.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5011   -7.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0328   -4.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7460   -4.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8486   -1.9351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8894   -5.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4604   -6.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3170   -5.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315   -5.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1749   -6.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3183   -5.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6038   -5.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1749   -3.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6038   -2.9795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0328   -3.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8894   -4.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4604   -4.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7460   -6.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3170   -6.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0328   -2.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4604   -5.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7880   -1.9351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3183   -2.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8894   -5.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1749   -5.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7460   -3.8046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3974   -6.6921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7473   -2.5671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9756   -2.0783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0702   -1.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1749   -4.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
 12 11  1  0  0  0  0
 16 13  2  0  0  0  0
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 19  7  1  0  0  0  0
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 24  1  1  0  0  0  0
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 25  3  1  0  0  0  0
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 25 17  1  0  0  0  0
 26  4  1  0  0  0  0
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 27  5  1  0  0  0  0
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 27 21  1  0  0  0  0
 27 23  1  0  0  0  0
 28  6  1  0  0  0  0
 28 12  1  0  0  0  0
 28 16  1  0  0  0  0
 29 10  1  0  0  0  0
 29 22  1  0  0  0  0
 29 28  1  0  0  0  0
 30 18  2  0  0  0  0
 31 20  1  0  0  0  0
 32 21  1  0  0  0  0
 33 23  2  0  0  0  0
 34 23  1  0  0  0  0
 29 35  1  0  0  0  0
M  END

HMDB0034689
     RDKit          3D
Glabric acid
 81 85  0  0  0  0  0  0  0  0999 V2000
   -2.3303   -1.4360    2.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0437   -0.2947    1.3911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3851    0.9849    1.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414    1.1278    1.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535    0.6857   -0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3295    1.8379   -0.9844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4863   -0.5910   -0.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9787    0.2115    2.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3577    1.8678    0.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4833    1.3436    0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.2957   -2.2276    0.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
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 32 77  1  0
 33 78  1  0
 34 79  1  0
 35 80  1  0
 35 81  1  0
M  END


  Mrv0541 05061308002D          

 35 39  0  0  0  0            999 V2000
    1.5617   -7.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5011   -7.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8486   -1.9351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 18 13  1  0  0  0  0
 19  7  1  0  0  0  0
 20  8  1  0  0  0  0
 21 15  1  0  0  0  0
 22 18  1  0  0  0  0
 24  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  1  0  0  0  0
 25  3  1  0  0  0  0
 25 11  1  0  0  0  0
 25 15  1  0  0  0  0
 25 17  1  0  0  0  0
 26  4  1  0  0  0  0
 26  9  1  0  0  0  0
 26 19  1  0  0  0  0
 26 22  1  0  0  0  0
 27  5  1  0  0  0  0
 27 14  1  0  0  0  0
 27 21  1  0  0  0  0
 27 23  1  0  0  0  0
 28  6  1  0  0  0  0
 28 12  1  0  0  0  0
 28 16  1  0  0  0  0
 29 10  1  0  0  0  0
 29 22  1  0  0  0  0
 29 28  1  0  0  0  0
 30 18  2  0  0  0  0
 31 20  1  0  0  0  0
 32 21  1  0  0  0  0
 33 23  2  0  0  0  0
 34 23  1  0  0  0  0
 29 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034689

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)C(O)CCC2(C)C1CCC1(C)C2C(=O)C=C2C3CC(C)(C(O)CC3(C)CCC12C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H46O5/c1-25(2)20-8-11-30(7)23(27(20,4)10-9-21(25)32)19(31)14-17-18-15-28(5,24(34)35)22(33)16-26(18,3)12-13-29(17,30)6/h14,18,20-23,32-33H,8-13,15-16H2,1-7H3,(H,34,35)

> <INCHI_KEY>
HFTWTHSIMCSLFQ-UHFFFAOYSA-N

> <FORMULA>
C30H46O5

> <MOLECULAR_WEIGHT>
486.6832

> <EXACT_MASS>
486.334524582

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
56.211453030635745

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,10-dihydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid

> <ALOGPS_LOGP>
4.74

> <JCHEM_LOGP>
4.8005169693333345

> <ALOGPS_LOGS>
-5.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.707853975224257

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.318733432733815

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8351077734896765

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
135.78399999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.25e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,10-dihydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,7,8,8a,10,11,12,12b,14b-dodecahydro-1H-picene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034689
     RDKit          3D
Glabric acid
 81 85  0  0  0  0  0  0  0  0999 V2000
   -2.3303   -1.4360    2.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0437   -0.2947    1.3911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3851    0.9849    1.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414    1.1278    1.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535    0.6857   -0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3295    1.8379   -0.9844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4863   -0.5910   -0.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8985   -1.7254   -0.7585 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5625   -1.7835   -0.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0278   -2.6450   -1.7108 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3156   -0.7555   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7703   -0.8371   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0971   -1.8530    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5310   -1.3297   -1.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9953   -1.5169   -1.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6601   -0.4486   -0.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6487   -1.0129    0.5574 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8184    0.4290    0.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9787    0.2115    2.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3577    1.8678    0.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4098    0.5007    0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4833    1.3436    0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4040    1.7640   -0.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6728    0.5588   -0.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6066    0.5321   -2.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9372   -0.6009   -0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8157    0.2357   -0.9172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2574   -0.2143   -0.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4516   -1.6676   -0.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1486    0.5821   -1.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9936    1.3410   -0.8979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0467    0.4872   -2.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4916    0.1538    0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7229    1.5442    1.0155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4559   -0.3174    1.8523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6940   -1.4069    3.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2440   -1.2628    2.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6107   -2.4167    1.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9815    1.8397    1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4177    1.1278    2.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3182    0.6113    2.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7222    2.2097    1.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4895    2.4795   -1.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    1.5013   -1.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8803    2.5760   -0.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5198   -2.6001   -0.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9421   -0.8920    0.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1481   -1.9710    1.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495   -1.6837    1.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7359   -2.8341    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2296   -2.2569   -1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5507   -0.5397   -2.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0957   -2.5269   -0.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4888   -1.6694   -2.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2695    0.1629   -1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3611   -0.3802    0.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7565   -0.5705    2.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0625   -0.0907    2.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3578    1.0914    2.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9693    2.5303    1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9287    2.2609   -0.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4539    1.8703    0.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5090    0.9929   -0.9145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9289    2.2585    1.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0468    0.7535    1.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8291    2.6251    0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0181    2.1291   -1.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2565   -0.2403   -2.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4148    0.2867   -2.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8696    1.5158   -2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288   -1.6647   -0.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7405    0.0350   -1.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8594    1.3251   -0.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2957   -2.2276    0.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8296   -2.0761   -1.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5132   -1.8938   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0513    1.2908   -3.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4691   -0.3141    1.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5867    1.8270    1.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5083    0.3675    2.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7667   -1.3083    2.2699 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
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
  7 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 30 32  1  0
 28 33  1  0
 33 34  1  0
 33 35  1  0
 26  2  1  0
 35  2  1  0
 24  5  1  0
 24 11  1  0
 21 12  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  6 43  1  0
  6 44  1  0
  6 45  1  0
  8 46  1  0
 11 47  1  0
 13 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 17 56  1  0
 19 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 20 62  1  0
 21 63  1  0
 22 64  1  0
 22 65  1  0
 23 66  1  0
 23 67  1  0
 25 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 27 72  1  0
 27 73  1  0
 29 74  1  0
 29 75  1  0
 29 76  1  0
 32 77  1  0
 33 78  1  0
 34 79  1  0
 35 80  1  0
 35 81  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       2.915 -13.671   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.935 -13.671   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.261  -8.642   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.259  -8.642   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.917  -3.612   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.260 -10.952   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.593 -12.492   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.592 -10.182   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.925  -9.412   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.926 -11.722   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.927  -9.412   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.594 -10.182   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.926  -7.102   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.594  -5.562   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.261  -7.102   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.260  -7.872   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.594  -7.102   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.593  -7.872   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.259 -11.722   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.592 -11.722   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.261  -5.562   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.593  -9.412   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.938  -3.612   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.925 -12.492   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.927  -7.872   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.259 -10.182   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.927  -4.792   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.260  -9.412   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.926 -10.182   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.259  -7.102   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -0.742 -12.492   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      12.595  -4.792   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       7.421  -3.879   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       9.464  -2.165   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       5.926  -8.642   0.000  0.00  0.00           C+0
CONECT    1   24                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7   10   19                                                       
CONECT    8    9   20                                                       
CONECT    9    8   26                                                       
CONECT   10    7   29                                                       
CONECT   11   12   25                                                       
CONECT   12   11   28                                                       
CONECT   13   16   18                                                       
CONECT   14   17   27                                                       
CONECT   15   21   25                                                       
CONECT   16   13   17   28                                                  
CONECT   17   14   16   25                                                  
CONECT   18   13   22   30                                                  
CONECT   19    7   24   26                                                  
CONECT   20    8   24   31                                                  
CONECT   21   15   27   32                                                  
CONECT   22   18   26   29                                                  
CONECT   23   27   33   34                                                  
CONECT   24    1    2   19   20                                             
CONECT   25    3   11   15   17                                             
CONECT   26    4    9   19   22                                             
CONECT   27    5   14   21   23                                             
CONECT   28    6   12   16   29                                             
CONECT   29   10   22   28   35                                             
CONECT   30   18                                                            
CONECT   31   20                                                            
CONECT   32   21                                                            
CONECT   33   23                                                            
CONECT   34   23                                                            
CONECT   35   29                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

COMPND    HMDB0034689
HETATM    1  C1  UNL     1      -2.330  -1.436   2.141  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.044  -0.295   1.391  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.385   0.985   1.722  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.941   1.128   1.293  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.753   0.686  -0.144  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.329   1.838  -0.984  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.486  -0.591  -0.380  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.899  -1.725  -0.759  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.562  -1.784  -0.966  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.028  -2.645  -1.711  1.00  0.00           O  
HETATM   11  C10 UNL     1       1.316  -0.755  -0.220  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.770  -0.837  -0.187  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.097  -1.853   0.936  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.531  -1.330  -1.364  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.995  -1.517  -1.019  1.00  0.00           C  
HETATM   16  C15 UNL     1       5.660  -0.449  -0.277  1.00  0.00           C  
HETATM   17  O2  UNL     1       6.649  -1.013   0.557  1.00  0.00           O  
HETATM   18  C16 UNL     1       4.818   0.429   0.595  1.00  0.00           C  
HETATM   19  C17 UNL     1       4.979   0.212   2.061  1.00  0.00           C  
HETATM   20  C18 UNL     1       5.358   1.868   0.394  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.410   0.501   0.105  1.00  0.00           C  
HETATM   22  C20 UNL     1       2.483   1.344   0.891  1.00  0.00           C  
HETATM   23  C21 UNL     1       1.404   1.764  -0.122  1.00  0.00           C  
HETATM   24  C22 UNL     1       0.673   0.559  -0.592  1.00  0.00           C  
HETATM   25  C23 UNL     1       0.607   0.532  -2.132  1.00  0.00           C  
HETATM   26  C24 UNL     1      -2.937  -0.601  -0.088  1.00  0.00           C  
HETATM   27  C25 UNL     1      -3.816   0.236  -0.917  1.00  0.00           C  
HETATM   28  C26 UNL     1      -5.257  -0.214  -0.546  1.00  0.00           C  
HETATM   29  C27 UNL     1      -5.452  -1.668  -0.806  1.00  0.00           C  
HETATM   30  C28 UNL     1      -6.149   0.582  -1.405  1.00  0.00           C  
HETATM   31  O3  UNL     1      -6.994   1.341  -0.898  1.00  0.00           O  
HETATM   32  O4  UNL     1      -6.047   0.487  -2.774  1.00  0.00           O  
HETATM   33  C29 UNL     1      -5.492   0.154   0.903  1.00  0.00           C  
HETATM   34  O5  UNL     1      -5.723   1.544   1.016  1.00  0.00           O  
HETATM   35  C30 UNL     1      -4.456  -0.317   1.852  1.00  0.00           C  
HETATM   36  H1  UNL     1      -2.694  -1.407   3.189  1.00  0.00           H  
HETATM   37  H2  UNL     1      -1.244  -1.263   2.180  1.00  0.00           H  
HETATM   38  H3  UNL     1      -2.611  -2.417   1.732  1.00  0.00           H  
HETATM   39  H4  UNL     1      -2.982   1.840   1.307  1.00  0.00           H  
HETATM   40  H5  UNL     1      -2.418   1.128   2.826  1.00  0.00           H  
HETATM   41  H6  UNL     1      -0.318   0.611   2.021  1.00  0.00           H  
HETATM   42  H7  UNL     1      -0.722   2.210   1.381  1.00  0.00           H  
HETATM   43  H8  UNL     1      -0.489   2.480  -1.402  1.00  0.00           H  
HETATM   44  H9  UNL     1      -1.866   1.501  -1.871  1.00  0.00           H  
HETATM   45  H10 UNL     1      -1.880   2.576  -0.350  1.00  0.00           H  
HETATM   46  H11 UNL     1      -1.520  -2.600  -0.920  1.00  0.00           H  
HETATM   47  H12 UNL     1       0.942  -0.892   0.863  1.00  0.00           H  
HETATM   48  H13 UNL     1       4.148  -1.971   1.124  1.00  0.00           H  
HETATM   49  H14 UNL     1       2.450  -1.684   1.813  1.00  0.00           H  
HETATM   50  H15 UNL     1       2.736  -2.834   0.500  1.00  0.00           H  
HETATM   51  H16 UNL     1       3.230  -2.257  -1.829  1.00  0.00           H  
HETATM   52  H17 UNL     1       3.551  -0.540  -2.175  1.00  0.00           H  
HETATM   53  H18 UNL     1       5.096  -2.527  -0.567  1.00  0.00           H  
HETATM   54  H19 UNL     1       5.489  -1.669  -2.032  1.00  0.00           H  
HETATM   55  H20 UNL     1       6.270   0.163  -1.011  1.00  0.00           H  
HETATM   56  H21 UNL     1       7.361  -0.380   0.766  1.00  0.00           H  
HETATM   57  H22 UNL     1       5.756  -0.570   2.202  1.00  0.00           H  
HETATM   58  H23 UNL     1       4.062  -0.091   2.592  1.00  0.00           H  
HETATM   59  H24 UNL     1       5.358   1.091   2.621  1.00  0.00           H  
HETATM   60  H25 UNL     1       4.969   2.530   1.194  1.00  0.00           H  
HETATM   61  H26 UNL     1       4.929   2.261  -0.568  1.00  0.00           H  
HETATM   62  H27 UNL     1       6.454   1.870   0.337  1.00  0.00           H  
HETATM   63  H28 UNL     1       3.509   0.993  -0.915  1.00  0.00           H  
HETATM   64  H29 UNL     1       2.929   2.258   1.311  1.00  0.00           H  
HETATM   65  H30 UNL     1       2.047   0.753   1.695  1.00  0.00           H  
HETATM   66  H31 UNL     1       0.829   2.625   0.185  1.00  0.00           H  
HETATM   67  H32 UNL     1       2.018   2.129  -1.004  1.00  0.00           H  
HETATM   68  H33 UNL     1       1.256  -0.240  -2.566  1.00  0.00           H  
HETATM   69  H34 UNL     1      -0.415   0.287  -2.496  1.00  0.00           H  
HETATM   70  H35 UNL     1       0.870   1.516  -2.568  1.00  0.00           H  
HETATM   71  H36 UNL     1      -3.329  -1.665  -0.174  1.00  0.00           H  
HETATM   72  H37 UNL     1      -3.741   0.035  -1.981  1.00  0.00           H  
HETATM   73  H38 UNL     1      -3.859   1.325  -0.640  1.00  0.00           H  
HETATM   74  H39 UNL     1      -5.296  -2.228   0.145  1.00  0.00           H  
HETATM   75  H40 UNL     1      -4.830  -2.076  -1.626  1.00  0.00           H  
HETATM   76  H41 UNL     1      -6.513  -1.894  -1.106  1.00  0.00           H  
HETATM   77  H42 UNL     1      -6.051   1.291  -3.401  1.00  0.00           H  
HETATM   78  H43 UNL     1      -6.469  -0.314   1.184  1.00  0.00           H  
HETATM   79  H44 UNL     1      -5.587   1.827   1.952  1.00  0.00           H  
HETATM   80  H45 UNL     1      -4.508   0.368   2.752  1.00  0.00           H  
HETATM   81  H46 UNL     1      -4.767  -1.308   2.270  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3   26   35
CONECT    3    4   39   40
CONECT    4    5   41   42
CONECT    5    6    7   24
CONECT    6   43   44   45
CONECT    7    8    8   26
CONECT    8    9   46
CONECT    9   10   10   11
CONECT   11   12   24   47
CONECT   12   13   14   21
CONECT   13   48   49   50
CONECT   14   15   51   52
CONECT   15   16   53   54
CONECT   16   17   18   55
CONECT   17   56
CONECT   18   19   20   21
CONECT   19   57   58   59
CONECT   20   60   61   62
CONECT   21   22   63
CONECT   22   23   64   65
CONECT   23   24   66   67
CONECT   24   25
CONECT   25   68   69   70
CONECT   26   27   71
CONECT   27   28   72   73
CONECT   28   29   30   33
CONECT   29   74   75   76
CONECT   30   31   31   32
CONECT   32   77
CONECT   33   34   35   78
CONECT   34   79
CONECT   35   80   81
END

HMDB0034689
     RDKit          3D
Glabric acid
 81 85  0  0  0  0  0  0  0  0999 V2000
   -2.3303   -1.4360    2.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0437   -0.2947    1.3911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3851    0.9849    1.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414    1.1278    1.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535    0.6857   -0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3295    1.8379   -0.9844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4863   -0.5910   -0.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8985   -1.7254   -0.7585 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5625   -1.7835   -0.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0278   -2.6450   -1.7108 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3156   -0.7555   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7703   -0.8371   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0971   -1.8530    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5310   -1.3297   -1.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9953   -1.5169   -1.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6601   -0.4486   -0.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6487   -1.0129    0.5574 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8184    0.4290    0.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9787    0.2115    2.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3577    1.8678    0.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4098    0.5007    0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4833    1.3436    0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4040    1.7640   -0.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6728    0.5588   -0.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6066    0.5321   -2.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9372   -0.6009   -0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8157    0.2357   -0.9172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2574   -0.2143   -0.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4516   -1.6676   -0.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1486    0.5821   -1.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9936    1.3410   -0.8979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0467    0.4872   -2.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4916    0.1538    0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7229    1.5442    1.0155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4559   -0.3174    1.8523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6940   -1.4069    3.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2440   -1.2628    2.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6107   -2.4167    1.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9815    1.8397    1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4177    1.1278    2.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3182    0.6113    2.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7222    2.2097    1.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4895    2.4795   -1.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    1.5013   -1.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8803    2.5760   -0.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5198   -2.6001   -0.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9421   -0.8920    0.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1481   -1.9710    1.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495   -1.6837    1.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7359   -2.8341    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2296   -2.2569   -1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5507   -0.5397   -2.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0957   -2.5269   -0.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4888   -1.6694   -2.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2695    0.1629   -1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3611   -0.3802    0.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7565   -0.5705    2.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0625   -0.0907    2.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3578    1.0914    2.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9693    2.5303    1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9287    2.2609   -0.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4539    1.8703    0.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5090    0.9929   -0.9145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9289    2.2585    1.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0468    0.7535    1.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8291    2.6251    0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0181    2.1291   -1.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2565   -0.2403   -2.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4148    0.2867   -2.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8696    1.5158   -2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288   -1.6647   -0.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7405    0.0350   -1.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8594    1.3251   -0.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2957   -2.2276    0.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8296   -2.0761   -1.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5132   -1.8938   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0513    1.2908   -3.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4691   -0.3141    1.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5867    1.8270    1.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5083    0.3675    2.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7667   -1.3083    2.2699 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
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
  7 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 30 32  1  0
 28 33  1  0
 33 34  1  0
 33 35  1  0
 26  2  1  0
 35  2  1  0
 24  5  1  0
 24 11  1  0
 21 12  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  6 43  1  0
  6 44  1  0
  6 45  1  0
  8 46  1  0
 11 47  1  0
 13 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 17 56  1  0
 19 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 20 62  1  0
 21 63  1  0
 22 64  1  0
 22 65  1  0
 23 66  1  0
 23 67  1  0
 25 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 27 72  1  0
 27 73  1  0
 29 74  1  0
 29 75  1  0
 29 76  1  0
 32 77  1  0
 33 78  1  0
 34 79  1  0
 35 80  1  0
 35 81  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Glabrate	Generator
3,10-Dihydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylate	HMDB

Chemical Formula

C₃₀H₄₆O₅

Average Molecular Weight

486.6832

Monoisotopic Molecular Weight

486.334524582

IUPAC Name

3,10-dihydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid

Traditional Name

3,10-dihydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,7,8,8a,10,11,12,12b,14b-dodecahydro-1H-picene-2-carboxylic acid

CAS Registry Number

22327-86-2

SMILES

CC1(C)C(O)CCC2(C)C1CCC1(C)C2C(=O)C=C2C3CC(C)(C(O)CC3(C)CCC12C)C(O)=O

InChI Identifier

InChI=1S/C30H46O5/c1-25(2)20-8-11-30(7)23(27(20,4)10-9-21(25)32)19(31)14-17-18-15-28(5,24(34)35)22(33)16-26(18,3)12-13-29(17,30)6/h14,18,20-23,32-33H,8-13,15-16H2,1-7H3,(H,34,35)

InChI Key

HFTWTHSIMCSLFQ-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
Beta-hydroxy acid
Cyclohexenone
Hydroxy acid
Cyclic alcohol
Ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0034689)
Cell membrane (HMDB: HMDB0034689)

Cellular substructure

Extracellular (HMDB: HMDB0034689)
Membrane (HMDB: HMDB0034689)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034689)

Source

Endogenous

Endogenous (HMDB: HMDB0034689)

Plant

Plant (HMDB: HMDB0034689)

Animal

Animal (HMDB: HMDB0034689)

Exogenous

Food

Food (HMDB: HMDB0034689)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0034689)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0034689)

Cellular process

Cell signaling (HMDB: HMDB0034689)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0034689)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0034689)

Nutrient

Nutrient (HMDB: HMDB0034689)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034689)

Emulsifier (HMDB: HMDB0034689)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	329 - 333 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0032 g/L	ALOGPS
logP	4.74	ALOGPS
logP	4.8	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.32	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	135.78 m³·mol⁻¹	ChemAxon
Polarizability	56.21 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	211.378	31661259
DarkChem	[M-H]-	202.469	31661259
DeepCCS	[M-2H]-	245.336	30932474
DeepCCS	[M+Na]+	220.83	30932474
AllCCS	[M+H]+	218.6	32859911
AllCCS	[M+H-H2O]+	217.0	32859911
AllCCS	[M+NH4]+	220.0	32859911
AllCCS	[M+Na]+	220.4	32859911
AllCCS	[M-H]-	214.9	32859911
AllCCS	[M+Na-2H]-	217.1	32859911
AllCCS	[M+HCOO]-	219.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glabric acid	CC1(C)C(O)CCC2(C)C1CCC1(C)C2C(=O)C=C2C3CC(C)(C(O)CC3(C)CCC12C)C(O)=O	3768.9	Standard polar	33892256
Glabric acid	CC1(C)C(O)CCC2(C)C1CCC1(C)C2C(=O)C=C2C3CC(C)(C(O)CC3(C)CCC12C)C(O)=O	3475.6	Standard non polar	33892256
Glabric acid	CC1(C)C(O)CCC2(C)C1CCC1(C)C2C(=O)C=C2C3CC(C)(C(O)CC3(C)CCC12C)C(O)=O	4192.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glabric acid,1TMS,isomer #1	CC12CCC3(C)C(=CC(=O)C4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O)C(O)C2	4193.6	Semi standard non polar	33892256
Glabric acid,1TMS,isomer #2	CC12CCC3(C)C(=CC(=O)C4C5(C)CCC(O)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O)C(O[Si](C)(C)C)C2	4166.7	Semi standard non polar	33892256
Glabric acid,1TMS,isomer #3	CC12CCC3(C)C(=CC(=O)C4C5(C)CCC(O)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O[Si](C)(C)C)C(O)C2	4101.3	Semi standard non polar	33892256
Glabric acid,1TMS,isomer #4	CC12CCC3(C)C(=CC(O[Si](C)(C)C)=C4C5(C)CCC(O)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O)C(O)C2	4079.6	Semi standard non polar	33892256
Glabric acid,2TMS,isomer #1	CC12CCC3(C)C(=CC(=O)C4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O[Si](C)(C)C)C(O)C2	4104.6	Semi standard non polar	33892256
Glabric acid,2TMS,isomer #2	CC12CCC3(C)C(=CC(=O)C4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O)C(O[Si](C)(C)C)C2	4185.6	Semi standard non polar	33892256
Glabric acid,2TMS,isomer #3	CC12CCC3(C)C(=CC(O[Si](C)(C)C)=C4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O)C(O)C2	4073.7	Semi standard non polar	33892256
Glabric acid,2TMS,isomer #4	CC12CCC3(C)C(=CC(=O)C4C5(C)CCC(O)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C2	4101.6	Semi standard non polar	33892256
Glabric acid,2TMS,isomer #5	CC12CCC3(C)C(=CC(O[Si](C)(C)C)=C4C5(C)CCC(O)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O)C(O[Si](C)(C)C)C2	4050.8	Semi standard non polar	33892256
Glabric acid,2TMS,isomer #6	CC12CCC3(C)C(=CC(O[Si](C)(C)C)=C4C5(C)CCC(O)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O[Si](C)(C)C)C(O)C2	4024.7	Semi standard non polar	33892256
Glabric acid,3TMS,isomer #1	CC12CCC3(C)C(=CC(=O)C4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C2	4032.9	Semi standard non polar	33892256
Glabric acid,3TMS,isomer #2	CC12CCC3(C)C(=CC(O[Si](C)(C)C)=C4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O[Si](C)(C)C)C(O)C2	3963.5	Semi standard non polar	33892256
Glabric acid,3TMS,isomer #3	CC12CCC3(C)C(=CC(O[Si](C)(C)C)=C4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O)C(O[Si](C)(C)C)C2	3969.6	Semi standard non polar	33892256
Glabric acid,3TMS,isomer #4	CC12CCC3(C)C(=CC(O[Si](C)(C)C)=C4C5(C)CCC(O)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C2	3939.2	Semi standard non polar	33892256
Glabric acid,4TMS,isomer #1	CC12CCC3(C)C(=CC(O[Si](C)(C)C)=C4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C2	3852.3	Semi standard non polar	33892256
Glabric acid,4TMS,isomer #1	CC12CCC3(C)C(=CC(O[Si](C)(C)C)=C4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C2	3841.9	Standard non polar	33892256
Glabric acid,1TBDMS,isomer #1	CC12CCC3(C)C(=CC(=O)C4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O)C(O)C2	4403.1	Semi standard non polar	33892256
Glabric acid,1TBDMS,isomer #2	CC12CCC3(C)C(=CC(=O)C4C5(C)CCC(O)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C2	4379.9	Semi standard non polar	33892256
Glabric acid,1TBDMS,isomer #3	CC12CCC3(C)C(=CC(=O)C4C5(C)CCC(O)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C(O)C2	4335.8	Semi standard non polar	33892256
Glabric acid,1TBDMS,isomer #4	CC12CCC3(C)C(=CC(O[Si](C)(C)C(C)(C)C)=C4C5(C)CCC(O)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O)C(O)C2	4315.7	Semi standard non polar	33892256
Glabric acid,2TBDMS,isomer #1	CC12CCC3(C)C(=CC(=O)C4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C(O)C2	4547.9	Semi standard non polar	33892256
Glabric acid,2TBDMS,isomer #2	CC12CCC3(C)C(=CC(=O)C4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C2	4612.5	Semi standard non polar	33892256
Glabric acid,2TBDMS,isomer #3	CC12CCC3(C)C(=CC(O[Si](C)(C)C(C)(C)C)=C4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O)C(O)C2	4495.9	Semi standard non polar	33892256
Glabric acid,2TBDMS,isomer #4	CC12CCC3(C)C(=CC(=O)C4C5(C)CCC(O)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2	4553.3	Semi standard non polar	33892256
Glabric acid,2TBDMS,isomer #5	CC12CCC3(C)C(=CC(O[Si](C)(C)C(C)(C)C)=C4C5(C)CCC(O)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C2	4480.7	Semi standard non polar	33892256
Glabric acid,2TBDMS,isomer #6	CC12CCC3(C)C(=CC(O[Si](C)(C)C(C)(C)C)=C4C5(C)CCC(O)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C(O)C2	4447.5	Semi standard non polar	33892256
Glabric acid,3TBDMS,isomer #1	CC12CCC3(C)C(=CC(=O)C4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2	4718.9	Semi standard non polar	33892256
Glabric acid,3TBDMS,isomer #2	CC12CCC3(C)C(=CC(O[Si](C)(C)C(C)(C)C)=C4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C(O)C2	4573.1	Semi standard non polar	33892256
Glabric acid,3TBDMS,isomer #3	CC12CCC3(C)C(=CC(O[Si](C)(C)C(C)(C)C)=C4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C2	4599.3	Semi standard non polar	33892256
Glabric acid,3TBDMS,isomer #4	CC12CCC3(C)C(=CC(O[Si](C)(C)C(C)(C)C)=C4C5(C)CCC(O)C(C)(C)C5CCC43C)C1CC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2	4547.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Glabric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-05tb-0209700000-4cb71c2e5d17e366436a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glabric acid GC-MS (2 TMS) - 70eV, Positive	splash10-014i-1020917000-a88fc6253899627c5679	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glabric 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 - Glabric acid 10V, Positive-QTOF	splash10-0gb9-0000900000-4168721ccc7d1399e77b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glabric acid 20V, Positive-QTOF	splash10-0uxr-0001900000-0519aa306678e311bbec	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glabric acid 40V, Positive-QTOF	splash10-0gi9-1419700000-7a86613b1e680692dc40	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glabric acid 10V, Negative-QTOF	splash10-000i-0000900000-9b43b74461515be63429	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glabric acid 20V, Negative-QTOF	splash10-00y3-0000900000-a442279bc1aa463e8431	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glabric acid 40V, Negative-QTOF	splash10-00b9-0000900000-e2da884754cda83a5289	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glabric acid 10V, Positive-QTOF	splash10-000i-0000900000-02676053c3c408d832e9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glabric acid 20V, Positive-QTOF	splash10-00ri-0002900000-22a3aa4119c332747d93	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glabric acid 40V, Positive-QTOF	splash10-014i-8849300000-c3668ad0960dfc3a53cd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glabric acid 10V, Negative-QTOF	splash10-000i-0000900000-6a75a140e72d68a6c193	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glabric acid 20V, Negative-QTOF	splash10-000i-0000900000-30217b326d2001e5e5de	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glabric acid 40V, Negative-QTOF	splash10-0ktr-1000900000-2d4db8fc50a63bddb9ff	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013219

KNApSAcK ID

C00033956

Chemspider ID

35013773

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75144805

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

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 Glabric acid (HMDB0034689)

MOL for HMDB0034689 (Glabric acid)

3D MOL for HMDB0034689 (Glabric acid)

3D SDF for HMDB0034689 (Glabric acid)

3D-SDF for HMDB0034689 (Glabric acid)

PDB for HMDB0034689 (Glabric acid)

3D PDB for HMDB0034689 (Glabric acid)

SMILES for HMDB0034689 (Glabric acid)

INCHI for HMDB0034689 (Glabric acid)

Structure for HMDB0034689 (Glabric acid)

3D Structure for HMDB0034689 (Glabric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra