Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:13:26 UTC

Update Date

2021-09-26 23:13:36 UTC

HMDB ID

HMDB0257316

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Rotundic acid

Description

Rotundic acid, also known as rotundate, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review a significant number of articles have been published on Rotundic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Rotundic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Rotundic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv0541 02241220252D          

 35 39  0  0  0  0            999 V2000
   -1.6128   -2.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -2.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6730   -2.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4857   -2.6476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286   -0.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286   -0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286   -1.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -2.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -0.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8572   -0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8572   -1.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5722   -2.1594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -0.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136    0.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    0.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    0.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436    0.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436   -0.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -0.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -1.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1467    2.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    1.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6173    1.4101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586    0.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586    1.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436    1.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436    2.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586   -0.9219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586   -0.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5722    0.3156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5829   -1.5049    0.0000 C   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
  2  7  1  0  0  0  0
  2 13  1  0  0  0  0
  3  4  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  6 15  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 15  1  0  0  0  0
 10 23  1  0  0  0  0
 10 35  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 19 26  1  0  0  0  0
 20 21  1  0  0  0  0
 20 28  1  0  0  0  0
 20 33  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 30  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
M  END

HMDB0257316
     RDKit          3D
Rotundic acid
 83 87  0  0  0  0  0  0  0  0999 V2000
    5.9921    2.0574    0.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1858    0.8563    0.8883 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7989   -0.3480    0.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9468   -1.6217    0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6960   -1.1777   -0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3591   -0.7907   -1.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4346    0.2827   -2.2873 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0499   -1.8516   -2.3324 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7804   -2.3214   -0.6336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3564   -2.1173   -0.9712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8499   -0.6708   -0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239    0.0996   -2.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5757   -0.2366    0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8538   -0.0688    1.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5921   -0.2618    1.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -0.9471    0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7423   -0.6600    0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0508   -0.5341    2.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6702   -1.8211    0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0930   -1.4404    0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5277   -0.0492    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5882    0.0903   -0.5241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5369    1.0461    0.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4583    2.0319    1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0389    1.8893   -0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3221    2.3667   -0.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1928    0.4776   -0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1296    1.4664   -0.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329    0.8013   -1.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6410   -0.5910   -0.7603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0707   -1.6316   -1.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0524   -0.1321    0.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7380    1.1489    0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2015    1.9280    1.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6981    2.0569   -0.5153 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6714    2.2682   -0.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7777    2.9530    1.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0832    1.8526    0.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3088    0.8173    2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2047   -0.1960   -0.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6985   -0.5953    0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4993   -2.3996   -0.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6863   -1.8249    1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6139   -2.3643   -3.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8868   -2.9465    0.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2536   -3.0010   -1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7346   -2.7022   -0.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1445   -2.5249   -1.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6663    1.0675   -1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3363    0.3215   -2.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8068   -0.5810   -2.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3768    0.2491    2.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9853    0.6996    1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6904   -0.9352    2.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708   -2.0573    0.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8446    0.4218    2.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1557   -0.6992    2.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6247   -1.4303    2.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4850   -2.2494   -0.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3777   -2.6372    1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4661   -1.9076    1.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6943   -2.0322   -0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0943    0.2538    1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8802   -0.7739   -0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9140    1.5713    2.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4657    2.4588    1.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1281    2.9291    1.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4572    2.7930   -1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1516    1.2055   -1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7634    2.6901   -1.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4511    0.0476   -1.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7985    2.1124    0.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5622    2.2279   -1.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947    1.5152   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5038    0.6544   -2.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3641   -1.5747   -2.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9262   -2.6308   -1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0258   -1.4029   -2.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3164   -0.5396    1.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673    2.8476    1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020    2.3169    1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4225    1.4313    2.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8030    2.9746   -0.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 23 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 13 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 33  2  1  0
 32  5  1  0
 30 11  1  0
 30 16  1  0
 27 17  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 12 49  1  0
 12 50  1  0
 12 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 18 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  0
 20 62  1  0
 21 63  1  0
 22 64  1  0
 24 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  0
 25 69  1  0
 26 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
 31 76  1  0
 31 77  1  0
 31 78  1  0
 32 79  1  0
 34 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
M  END


  Mrv0541 02241220252D          

 35 39  0  0  0  0            999 V2000
   -1.6128   -2.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -2.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6730   -2.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4857   -2.6476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286   -0.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286   -0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286   -1.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -2.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -0.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8572   -0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8572   -1.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5722   -2.1594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -0.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136    0.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    0.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    0.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436    0.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436   -0.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -0.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -1.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1467    2.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    1.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6173    1.4101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586    0.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586    1.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436    1.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436    2.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586   -0.9219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586   -0.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5722    0.3156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5829   -1.5049    0.0000 C   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
  2  7  1  0  0  0  0
  2 13  1  0  0  0  0
  3  4  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  6 15  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 15  1  0  0  0  0
 10 23  1  0  0  0  0
 10 35  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 19 26  1  0  0  0  0
 20 21  1  0  0  0  0
 20 28  1  0  0  0  0
 20 33  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 30  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257316

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2(CCC3(C)C(=CCC4C5(C)CCC(O)C(C)(CO)C5CCC34C)C2C1(C)O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O5/c1-18-9-14-30(24(33)34)16-15-27(4)19(23(30)29(18,6)35)7-8-21-25(2)12-11-22(32)26(3,17-31)20(25)10-13-28(21,27)5/h7,18,20-23,31-32,35H,8-17H2,1-6H3,(H,33,34)

> <INCHI_KEY>
YLHQFGOOMKJFLP-UHFFFAOYSA-N

> <FORMULA>
C30H48O5

> <MOLECULAR_WEIGHT>
488.6991

> <EXACT_MASS>
488.350174646

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
56.626254915531014

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.91

> <JCHEM_LOGP>
4.063780758

> <ALOGPS_LOGS>
-4.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.184725566795532

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.6434173769263785

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7854425934406057

> <JCHEM_POLAR_SURFACE_AREA>
97.99

> <JCHEM_REFRACTIVITY>
137.0778

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,10-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257316
     RDKit          3D
Rotundic acid
 83 87  0  0  0  0  0  0  0  0999 V2000
    5.9921    2.0574    0.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1858    0.8563    0.8883 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7989   -0.3480    0.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9468   -1.6217    0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6960   -1.1777   -0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3591   -0.7907   -1.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4346    0.2827   -2.2873 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0499   -1.8516   -2.3324 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7804   -2.3214   -0.6336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3564   -2.1173   -0.9712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8499   -0.6708   -0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239    0.0996   -2.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5757   -0.2366    0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8538   -0.0688    1.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5921   -0.2618    1.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -0.9471    0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7423   -0.6600    0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0508   -0.5341    2.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6702   -1.8211    0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0930   -1.4404    0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5277   -0.0492    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5882    0.0903   -0.5241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5369    1.0461    0.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4583    2.0319    1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0389    1.8893   -0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3221    2.3667   -0.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1928    0.4776   -0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1296    1.4664   -0.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329    0.8013   -1.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6410   -0.5910   -0.7603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0707   -1.6316   -1.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0524   -0.1321    0.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7380    1.1489    0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2015    1.9280    1.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6981    2.0569   -0.5153 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6714    2.2682   -0.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7777    2.9530    1.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0832    1.8526    0.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3088    0.8173    2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2047   -0.1960   -0.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6985   -0.5953    0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4993   -2.3996   -0.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6863   -1.8249    1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6139   -2.3643   -3.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8868   -2.9465    0.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2536   -3.0010   -1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7346   -2.7022   -0.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1445   -2.5249   -1.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6663    1.0675   -1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3363    0.3215   -2.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8068   -0.5810   -2.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3768    0.2491    2.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9853    0.6996    1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6904   -0.9352    2.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708   -2.0573    0.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8446    0.4218    2.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1557   -0.6992    2.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6247   -1.4303    2.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4850   -2.2494   -0.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3777   -2.6372    1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4661   -1.9076    1.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6943   -2.0322   -0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0943    0.2538    1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8802   -0.7739   -0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9140    1.5713    2.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4657    2.4588    1.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1281    2.9291    1.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4572    2.7930   -1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1516    1.2055   -1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7634    2.6901   -1.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4511    0.0476   -1.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7985    2.1124    0.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5622    2.2279   -1.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947    1.5152   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5038    0.6544   -2.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3641   -1.5747   -2.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9262   -2.6308   -1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0258   -1.4029   -2.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3164   -0.5396    1.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673    2.8476    1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020    2.3169    1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4225    1.4313    2.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8030    2.9746   -0.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 23 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 13 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 33  2  1  0
 32  5  1  0
 30 11  1  0
 30 16  1  0
 27 17  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 12 49  1  0
 12 50  1  0
 12 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 18 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  0
 20 62  1  0
 21 63  1  0
 22 64  1  0
 24 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  0
 25 69  1  0
 26 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
 31 76  1  0
 31 77  1  0
 31 78  1  0
 32 79  1  0
 34 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  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      -3.011  -5.209   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -4.031   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.990  -5.209   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -6.507  -4.942   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.667  -0.181   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -1.721   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -3.261   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.332  -4.031   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.261   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -1.721   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  -0.951   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.333  -1.721   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.333  -3.261   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -6.668  -4.031   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.332  -0.951   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.332   0.589   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   1.359   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   0.589   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   1.359   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001   0.589   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -0.951   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667  -1.721   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -0.951   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -2.491   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.141   4.347   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667   2.899   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.152   2.632   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.336   1.359   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.336   2.899   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.001   3.669   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.001   5.209   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.336  -1.721   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       5.336  -0.181   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       6.668   0.589   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       1.088  -2.809   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7   13                                             
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    6                                                            
CONECT    6    5    7   11   15                                             
CONECT    7    2    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   15   23   35                                             
CONECT   11    6   12                                                       
CONECT   12   11   13                                                       
CONECT   13    2   12   14                                                  
CONECT   14   13                                                            
CONECT   15    6   10   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20   26                                                  
CONECT   20   19   21   28   33                                             
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   10   18   22   24                                             
CONECT   24   23                                                            
CONECT   25   26                                                            
CONECT   26   19   25   27   30                                             
CONECT   27   26                                                            
CONECT   28   20   29                                                       
CONECT   29   28   30                                                       
CONECT   30   26   29   31                                                  
CONECT   31   30                                                            
CONECT   32   33                                                            
CONECT   33   20   32   34                                                  
CONECT   34   33                                                            
CONECT   35   10                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

COMPND    HMDB0257316
HETATM    1  C1  UNL     1       5.992   2.057   0.432  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.186   0.856   0.888  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.799  -0.348   0.313  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.947  -1.622   0.349  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.696  -1.178  -0.468  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.359  -0.791  -1.696  1.00  0.00           C  
HETATM    7  O1  UNL     1       4.435   0.283  -2.287  1.00  0.00           O  
HETATM    8  O2  UNL     1       5.050  -1.852  -2.332  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.780  -2.321  -0.634  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.356  -2.117  -0.971  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.850  -0.671  -0.828  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.224   0.100  -2.088  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.576  -0.237   0.397  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.854  -0.069   1.482  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.592  -0.262   1.647  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.291  -0.947   0.522  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.742  -0.660   0.662  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.051  -0.534   2.145  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.670  -1.821   0.279  1.00  0.00           C  
HETATM   20  C18 UNL     1      -5.093  -1.440   0.409  1.00  0.00           C  
HETATM   21  C19 UNL     1      -5.528  -0.049   0.418  1.00  0.00           C  
HETATM   22  O3  UNL     1      -6.588   0.090  -0.524  1.00  0.00           O  
HETATM   23  C20 UNL     1      -4.537   1.046   0.218  1.00  0.00           C  
HETATM   24  C21 UNL     1      -4.458   2.032   1.364  1.00  0.00           C  
HETATM   25  C22 UNL     1      -5.039   1.889  -0.972  1.00  0.00           C  
HETATM   26  O4  UNL     1      -6.322   2.367  -0.589  1.00  0.00           O  
HETATM   27  C23 UNL     1      -3.193   0.478  -0.174  1.00  0.00           C  
HETATM   28  C24 UNL     1      -2.130   1.466  -0.457  1.00  0.00           C  
HETATM   29  C25 UNL     1      -1.033   0.801  -1.243  1.00  0.00           C  
HETATM   30  C26 UNL     1      -0.641  -0.591  -0.760  1.00  0.00           C  
HETATM   31  C27 UNL     1      -1.071  -1.632  -1.817  1.00  0.00           C  
HETATM   32  C28 UNL     1       3.052  -0.132   0.391  1.00  0.00           C  
HETATM   33  C29 UNL     1       3.738   1.149   0.491  1.00  0.00           C  
HETATM   34  C30 UNL     1       3.201   1.928   1.713  1.00  0.00           C  
HETATM   35  O5  UNL     1       3.698   2.057  -0.515  1.00  0.00           O  
HETATM   36  H1  UNL     1       5.671   2.268  -0.629  1.00  0.00           H  
HETATM   37  H2  UNL     1       5.778   2.953   1.017  1.00  0.00           H  
HETATM   38  H3  UNL     1       7.083   1.853   0.469  1.00  0.00           H  
HETATM   39  H4  UNL     1       5.309   0.817   2.001  1.00  0.00           H  
HETATM   40  H5  UNL     1       6.205  -0.196  -0.731  1.00  0.00           H  
HETATM   41  H6  UNL     1       6.699  -0.595   0.921  1.00  0.00           H  
HETATM   42  H7  UNL     1       5.499  -2.400  -0.181  1.00  0.00           H  
HETATM   43  H8  UNL     1       4.686  -1.825   1.384  1.00  0.00           H  
HETATM   44  H9  UNL     1       4.614  -2.364  -3.091  1.00  0.00           H  
HETATM   45  H10 UNL     1       2.887  -2.947   0.307  1.00  0.00           H  
HETATM   46  H11 UNL     1       3.254  -3.001  -1.408  1.00  0.00           H  
HETATM   47  H12 UNL     1       0.735  -2.702  -0.259  1.00  0.00           H  
HETATM   48  H13 UNL     1       1.144  -2.525  -1.975  1.00  0.00           H  
HETATM   49  H14 UNL     1       1.666   1.067  -1.926  1.00  0.00           H  
HETATM   50  H15 UNL     1       0.336   0.321  -2.756  1.00  0.00           H  
HETATM   51  H16 UNL     1       1.807  -0.581  -2.790  1.00  0.00           H  
HETATM   52  H17 UNL     1       1.377   0.249   2.385  1.00  0.00           H  
HETATM   53  H18 UNL     1      -0.985   0.700   1.987  1.00  0.00           H  
HETATM   54  H19 UNL     1      -0.690  -0.935   2.557  1.00  0.00           H  
HETATM   55  H20 UNL     1      -1.171  -2.057   0.660  1.00  0.00           H  
HETATM   56  H21 UNL     1      -2.845   0.422   2.595  1.00  0.00           H  
HETATM   57  H22 UNL     1      -4.156  -0.699   2.353  1.00  0.00           H  
HETATM   58  H23 UNL     1      -2.625  -1.430   2.649  1.00  0.00           H  
HETATM   59  H24 UNL     1      -3.485  -2.249  -0.691  1.00  0.00           H  
HETATM   60  H25 UNL     1      -3.378  -2.637   1.011  1.00  0.00           H  
HETATM   61  H26 UNL     1      -5.466  -1.908   1.377  1.00  0.00           H  
HETATM   62  H27 UNL     1      -5.694  -2.032  -0.350  1.00  0.00           H  
HETATM   63  H28 UNL     1      -6.094   0.254   1.361  1.00  0.00           H  
HETATM   64  H29 UNL     1      -6.880  -0.774  -0.866  1.00  0.00           H  
HETATM   65  H30 UNL     1      -4.914   1.571   2.283  1.00  0.00           H  
HETATM   66  H31 UNL     1      -3.466   2.459   1.517  1.00  0.00           H  
HETATM   67  H32 UNL     1      -5.128   2.929   1.194  1.00  0.00           H  
HETATM   68  H33 UNL     1      -4.457   2.793  -1.134  1.00  0.00           H  
HETATM   69  H34 UNL     1      -5.152   1.205  -1.810  1.00  0.00           H  
HETATM   70  H35 UNL     1      -6.763   2.690  -1.421  1.00  0.00           H  
HETATM   71  H36 UNL     1      -3.451   0.048  -1.194  1.00  0.00           H  
HETATM   72  H37 UNL     1      -1.799   2.112   0.367  1.00  0.00           H  
HETATM   73  H38 UNL     1      -2.562   2.228  -1.193  1.00  0.00           H  
HETATM   74  H39 UNL     1      -0.195   1.515  -1.261  1.00  0.00           H  
HETATM   75  H40 UNL     1      -1.504   0.654  -2.264  1.00  0.00           H  
HETATM   76  H41 UNL     1      -0.364  -1.575  -2.708  1.00  0.00           H  
HETATM   77  H42 UNL     1      -0.926  -2.631  -1.412  1.00  0.00           H  
HETATM   78  H43 UNL     1      -2.026  -1.403  -2.291  1.00  0.00           H  
HETATM   79  H44 UNL     1       3.316  -0.540   1.461  1.00  0.00           H  
HETATM   80  H45 UNL     1       3.867   2.848   1.719  1.00  0.00           H  
HETATM   81  H46 UNL     1       2.202   2.317   1.552  1.00  0.00           H  
HETATM   82  H47 UNL     1       3.423   1.431   2.653  1.00  0.00           H  
HETATM   83  H48 UNL     1       3.803   2.975  -0.218  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3   33   39
CONECT    3    4   40   41
CONECT    4    5   42   43
CONECT    5    6    9   32
CONECT    6    7    7    8
CONECT    8   44
CONECT    9   10   45   46
CONECT   10   11   47   48
CONECT   11   12   13   30
CONECT   12   49   50   51
CONECT   13   14   14   32
CONECT   14   15   52
CONECT   15   16   53   54
CONECT   16   17   30   55
CONECT   17   18   19   27
CONECT   18   56   57   58
CONECT   19   20   59   60
CONECT   20   21   61   62
CONECT   21   22   23   63
CONECT   22   64
CONECT   23   24   25   27
CONECT   24   65   66   67
CONECT   25   26   68   69
CONECT   26   70
CONECT   27   28   71
CONECT   28   29   72   73
CONECT   29   30   74   75
CONECT   30   31
CONECT   31   76   77   78
CONECT   32   33   79
CONECT   33   34   35
CONECT   34   80   81   82
CONECT   35   83
END

HMDB0257316
     RDKit          3D
Rotundic acid
 83 87  0  0  0  0  0  0  0  0999 V2000
    5.9921    2.0574    0.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1858    0.8563    0.8883 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7989   -0.3480    0.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9468   -1.6217    0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6960   -1.1777   -0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3591   -0.7907   -1.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4346    0.2827   -2.2873 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0499   -1.8516   -2.3324 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7804   -2.3214   -0.6336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3564   -2.1173   -0.9712 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8499   -0.6708   -0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239    0.0996   -2.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5757   -0.2366    0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8538   -0.0688    1.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5921   -0.2618    1.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -0.9471    0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7423   -0.6600    0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0508   -0.5341    2.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6702   -1.8211    0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0930   -1.4404    0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5277   -0.0492    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5882    0.0903   -0.5241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5369    1.0461    0.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4583    2.0319    1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0389    1.8893   -0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3221    2.3667   -0.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1928    0.4776   -0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1296    1.4664   -0.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329    0.8013   -1.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6410   -0.5910   -0.7603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0707   -1.6316   -1.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0524   -0.1321    0.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7380    1.1489    0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2015    1.9280    1.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6981    2.0569   -0.5153 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6714    2.2682   -0.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7777    2.9530    1.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0832    1.8526    0.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3088    0.8173    2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2047   -0.1960   -0.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6985   -0.5953    0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4993   -2.3996   -0.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6863   -1.8249    1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6139   -2.3643   -3.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8868   -2.9465    0.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2536   -3.0010   -1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7346   -2.7022   -0.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1445   -2.5249   -1.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6663    1.0675   -1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3363    0.3215   -2.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8068   -0.5810   -2.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3768    0.2491    2.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9853    0.6996    1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6904   -0.9352    2.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708   -2.0573    0.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8446    0.4218    2.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1557   -0.6992    2.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6247   -1.4303    2.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4850   -2.2494   -0.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3777   -2.6372    1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4661   -1.9076    1.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6943   -2.0322   -0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0943    0.2538    1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8802   -0.7739   -0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9140    1.5713    2.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4657    2.4588    1.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1281    2.9291    1.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4572    2.7930   -1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1516    1.2055   -1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7634    2.6901   -1.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4511    0.0476   -1.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7985    2.1124    0.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5622    2.2279   -1.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947    1.5152   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5038    0.6544   -2.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3641   -1.5747   -2.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9262   -2.6308   -1.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0258   -1.4029   -2.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3164   -0.5396    1.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673    2.8476    1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020    2.3169    1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4225    1.4313    2.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8030    2.9746   -0.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 23 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 13 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 33  2  1  0
 32  5  1  0
 30 11  1  0
 30 16  1  0
 27 17  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 12 49  1  0
 12 50  1  0
 12 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 18 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  0
 20 62  1  0
 21 63  1  0
 22 64  1  0
 24 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  0
 25 69  1  0
 26 70  1  0
 27 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
 31 76  1  0
 31 77  1  0
 31 78  1  0
 32 79  1  0
 34 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Rotundate	Generator

Chemical Formula

C₃₀H₄₈O₅

Average Molecular Weight

488.6991

Monoisotopic Molecular Weight

488.350174646

IUPAC Name

1,10-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

Traditional Name

1,10-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1CCC2(CCC3(C)C(=CCC4C5(C)CCC(O)C(C)(CO)C5CCC34C)C2C1(C)O)C(O)=O

InChI Identifier

InChI=1S/C30H48O5/c1-18-9-14-30(24(33)34)16-15-27(4)19(23(30)29(18,6)35)7-8-21-25(2)12-11-22(32)26(3,17-31)20(25)10-13-28(21,27)5/h7,18,20-23,31-32,35H,8-17H2,1-6H3,(H,33,34)

InChI Key

YLHQFGOOMKJFLP-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
Steroid
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organooxygen compound
Carbonyl group
Organic oxygen compound
Alcohol
Primary alcohol
Organic oxide
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0257316)

Food

Vegetable

Fruit vegetable

Olive (FooDB: FOOD00121)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.91	ALOGPS
logP	4.06	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	137.08 m³·mol⁻¹	ChemAxon
Polarizability	56.63 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
DeepCCS	[M-2H]-	250.657	30932474
DeepCCS	[M+Na]+	226.195	30932474
AllCCS	[M+H]+	216.4	32859911
AllCCS	[M+H-H2O]+	214.9	32859911
AllCCS	[M+NH4]+	217.8	32859911
AllCCS	[M+Na]+	218.2	32859911
AllCCS	[M-H]-	212.7	32859911
AllCCS	[M+Na-2H]-	215.0	32859911
AllCCS	[M+HCOO]-	217.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.88 minutes	32390414
Predicted by Siyang on May 30, 2022	15.7915 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.18 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2958.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	187.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	229.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	476.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	734.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	785.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	117.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1253.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	580.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1689.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	500.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	504.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	186.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	342.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rotundic acid	CC1CCC2(CCC3(C)C(=CCC4C5(C)CCC(O)C(C)(CO)C5CCC34C)C2C1(C)O)C(O)=O	3081.3	Standard polar	33892256
Rotundic acid	CC1CCC2(CCC3(C)C(=CCC4C5(C)CCC(O)C(C)(CO)C5CCC34C)C2C1(C)O)C(O)=O	3702.5	Standard non polar	33892256
Rotundic acid	CC1CCC2(CCC3(C)C(=CCC4C5(C)CCC(O)C(C)(CO)C5CCC34C)C2C1(C)O)C(O)=O	4226.1	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

FDB013704

KNApSAcK ID

C00031198

Chemspider ID

22370425

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12315074

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Rotundic acid (HMDB0257316)

MOL for HMDB0257316 (Rotundic acid)

3D MOL for HMDB0257316 (Rotundic acid)

3D SDF for HMDB0257316 (Rotundic acid)

3D-SDF for HMDB0257316 (Rotundic acid)

PDB for HMDB0257316 (Rotundic acid)

3D PDB for HMDB0257316 (Rotundic acid)

SMILES for HMDB0257316 (Rotundic acid)

INCHI for HMDB0257316 (Rotundic acid)

Structure for HMDB0257316 (Rotundic acid)

3D Structure for HMDB0257316 (Rotundic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized