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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:01:02 UTC

Update Date

2022-03-07 02:55:05 UTC

HMDB ID

HMDB0036838

Secondary Accession Numbers

HMDB36838

Metabolite Identification

Common Name

Betulin

Description

Betulin is found in black elderberry. Betulin is a constituent of Corylus avellana (filbert) and Vicia faba. Betulin (lup-20(29)-ene-3 ,28-diol) is an abundant naturally occurring triterpene. It is commonly isolated from the bark of birch trees and forms up to 30% of the dry weight of the extractive. The purpose of the compound in the bark is not known. It can be converted to betulinic acid (the alcohol group replaced by a carboxylic acid group), which is biologically more active than betulin itself. Chemically, betulin is a triterpenoid of lupane structure. It has a pentacyclic ring structure, and hydroxyl groups in positions C3 and C28

Structure

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

  Mrv1652309172020422D          

 36 40  0  0  0  0            999 V2000
   -0.0215    1.3190    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1586    0.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2998   -1.9964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4461   -1.1611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338    0.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0215   -1.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4461   -1.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7316   -1.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8723   -0.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5868   -0.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1578   -0.7548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7335    0.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4479    0.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4479   -0.3346    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7335   -0.7470    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0189   -0.3345    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0189    0.4903    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6956   -0.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100   -0.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6973    0.0763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955    0.9028    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0231    1.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6877    1.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8672    1.7098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3153    2.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4916    2.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5703    3.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100    0.4903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1245    0.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390    0.4903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1591   -2.2926    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5863   -1.5800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1582   -1.5800    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3886   -2.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3462   -2.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8724   -1.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11  2  1  1  0  0  0
  8 15  1  0  0  0  0
 14  4  1  6  0  0  0
 14 11  1  0  0  0  0
 17 16  1  0  0  0  0
 12 17  1  0  0  0  0
 15 16  1  0  0  0  0
 15  5  1  1  0  0  0
 16  6  1  6  0  0  0
 17  1  1  1  0  0  0
 18 19  1  0  0  0  0
 16 18  1  0  0  0  0
 21 20  1  6  0  0  0
 17 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 19 28  1  0  0  0  0
 28 21  1  0  0  0  0
 28 22  1  0  0  0  0
 33 31  1  6  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 32 36  1  0  0  0  0
 36 33  1  0  0  0  0
 10 32  1  0  0  0  0
 32  3  1  1  0  0  0
 33 11  1  0  0  0  0
 33  7  1  0  0  0  0
M  END

HMDB0036838
     RDKit          3D
Betulin
 82 86  0  0  0  0  0  0  0  0999 V2000
   -3.6560   -2.1554    1.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2609   -1.0255    1.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2021   -1.0752    2.8195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1026    0.2640    0.9136 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4321    0.4771    0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0573    0.6256   -1.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6634    1.2297   -1.1677 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8399    2.5807   -0.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7048    3.3481   -0.4208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539    1.1145   -2.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3790    1.1864   -2.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8676    0.1865   -1.1476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1129   -1.1783   -1.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7284    0.4689    0.0500 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2327   -0.1858    1.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1156    0.5310    1.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0136   -0.0300    0.4595 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4701    0.0325    0.7884 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0196    1.3820    1.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6490   -0.7572    2.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1147   -1.0216    2.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8743   -1.6622    1.3098 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2374   -1.4905    1.5481 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5900   -1.0975   -0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9210   -2.2548   -1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5707   -0.0176   -0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652   -0.7841   -0.2608 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9058   -0.2584   -1.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182   -0.4405   -1.8887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6050    0.4022   -0.8992 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9170    1.8308   -1.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407    0.1702   -0.1843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9574   -2.3353    0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8500   -3.0623    1.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7136   -1.7131    3.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1146   -1.6437    2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4404   -0.0722    3.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9392    1.0749    1.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9277    1.3662    0.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0803   -0.4374    0.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9506   -0.3520   -1.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7388    1.2970   -1.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3770    2.6077    0.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5129    3.2014   -1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8634    4.3081   -0.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1839    0.2480   -3.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1101    2.0088   -3.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8991    1.0173   -3.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    2.2323   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9842   -2.0004   -1.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1248   -1.2750   -2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4565   -1.2694   -2.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5947    1.5591    0.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9338    0.0242    2.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9422   -1.2456    1.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0186    1.6251    1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4085    0.2092    2.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -1.1468    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5679    1.4670    2.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2104    2.1635    1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7976    1.7275    0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3788   -0.0192    2.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0512   -1.6630    2.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1036   -1.7191    3.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6413   -0.1204    2.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7070   -2.7783    1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3941   -0.6829    2.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8284   -2.7784   -0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023   -1.8881   -2.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1145   -3.0035   -1.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5438   -0.5069   -0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3161    0.6466   -1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8657    0.5516    0.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6211   -1.7842   -0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3149    0.7030   -1.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979   -0.9966   -2.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2356   -0.1809   -2.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2660   -1.5341   -1.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7221    1.9296   -2.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4126    2.5769   -0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0018    2.0853   -1.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3388   -0.8173   -0.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  1
 14 32  1  0
 32  4  1  0
 32  7  1  0
 30 12  1  0
 30 17  1  0
 27 18  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  1
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  1
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  6
 19 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  6
 23 67  1  0
 25 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  6
 28 75  1  0
 28 76  1  0
 29 77  1  0
 29 78  1  0
 31 79  1  0
 31 80  1  0
 31 81  1  0
 32 82  1  6
M  END

  Mrv1652309172020422D          

 36 40  0  0  0  0            999 V2000
   -0.0215    1.3190    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1586    0.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2998   -1.9964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4461   -1.1611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338    0.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0215   -1.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4461   -1.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7316   -1.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8723   -0.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5868   -0.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1578   -0.7548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7335    0.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4479    0.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4479   -0.3346    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7335   -0.7470    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0189   -0.3345    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0189    0.4903    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6956   -0.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100   -0.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6973    0.0763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955    0.9028    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0231    1.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6877    1.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8672    1.7098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3153    2.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4916    2.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5703    3.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100    0.4903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1245    0.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390    0.4903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1591   -2.2926    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5863   -1.5800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1582   -1.5800    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3886   -2.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3462   -2.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8724   -1.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11  2  1  1  0  0  0
  8 15  1  0  0  0  0
 14  4  1  6  0  0  0
 14 11  1  0  0  0  0
 17 16  1  0  0  0  0
 12 17  1  0  0  0  0
 15 16  1  0  0  0  0
 15  5  1  1  0  0  0
 16  6  1  6  0  0  0
 17  1  1  1  0  0  0
 18 19  1  0  0  0  0
 16 18  1  0  0  0  0
 21 20  1  6  0  0  0
 17 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 19 28  1  0  0  0  0
 28 21  1  0  0  0  0
 28 22  1  0  0  0  0
 33 31  1  6  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 32 36  1  0  0  0  0
 36 33  1  0  0  0  0
 10 32  1  0  0  0  0
 32  3  1  1  0  0  0
 33 11  1  0  0  0  0
 33  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036838

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12[C@@H](CC[C@]1(CO)CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C30H50O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23+,24-,25+,27-,28+,29+,30+/m0/s1

> <INCHI_KEY>
FVWJYYTZTCVBKE-ROUWMTJPSA-N

> <FORMULA>
C30H50O2

> <MOLECULAR_WEIGHT>
442.728

> <EXACT_MASS>
442.38108085

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
54.71670700590897

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,5S,8R,9R,10R,13R,14R,17S,19R)-5-(hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-17-ol

> <ALOGPS_LOGP>
5.34

> <JCHEM_LOGP>
6.167275324333334

> <ALOGPS_LOGS>
-6.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.48943339017772

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.849606698531858

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6518587038951263

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
132.683

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.21e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5S,8R,9R,10R,13R,14R,17S,19R)-5-(hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-17-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036838
     RDKit          3D
Betulin
 82 86  0  0  0  0  0  0  0  0999 V2000
   -3.6560   -2.1554    1.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2609   -1.0255    1.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2021   -1.0752    2.8195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1026    0.2640    0.9136 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4321    0.4771    0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0573    0.6256   -1.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6634    1.2297   -1.1677 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8399    2.5807   -0.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7048    3.3481   -0.4208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539    1.1145   -2.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3790    1.1864   -2.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8676    0.1865   -1.1476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1129   -1.1783   -1.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7284    0.4689    0.0500 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2327   -0.1858    1.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1156    0.5310    1.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0136   -0.0300    0.4595 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4701    0.0325    0.7884 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0196    1.3820    1.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6490   -0.7572    2.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1147   -1.0216    2.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8743   -1.6622    1.3098 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2374   -1.4905    1.5481 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5900   -1.0975   -0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9210   -2.2548   -1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5707   -0.0176   -0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652   -0.7841   -0.2608 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9058   -0.2584   -1.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182   -0.4405   -1.8887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6050    0.4022   -0.8992 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9170    1.8308   -1.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407    0.1702   -0.1843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9574   -2.3353    0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8500   -3.0623    1.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7136   -1.7131    3.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1146   -1.6437    2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4404   -0.0722    3.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9392    1.0749    1.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9277    1.3662    0.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0803   -0.4374    0.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9506   -0.3520   -1.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7388    1.2970   -1.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3770    2.6077    0.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5129    3.2014   -1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8634    4.3081   -0.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1839    0.2480   -3.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1101    2.0088   -3.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8991    1.0173   -3.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    2.2323   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9842   -2.0004   -1.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1248   -1.2750   -2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4565   -1.2694   -2.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5947    1.5591    0.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9338    0.0242    2.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9422   -1.2456    1.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0186    1.6251    1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4085    0.2092    2.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -1.1468    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5679    1.4670    2.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2104    2.1635    1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7976    1.7275    0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3788   -0.0192    2.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0512   -1.6630    2.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1036   -1.7191    3.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6413   -0.1204    2.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7070   -2.7783    1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3941   -0.6829    2.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8284   -2.7784   -0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023   -1.8881   -2.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1145   -3.0035   -1.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5438   -0.5069   -0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3161    0.6466   -1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8657    0.5516    0.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6211   -1.7842   -0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3149    0.7030   -1.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979   -0.9966   -2.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2356   -0.1809   -2.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2660   -1.5341   -1.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7221    1.9296   -2.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4126    2.5769   -0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0018    2.0853   -1.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3388   -0.8173   -0.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  1
 14 32  1  0
 32  4  1  0
 32  7  1  0
 30 12  1  0
 30 17  1  0
 27 18  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  1
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  1
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  6
 19 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  6
 23 67  1  0
 25 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  6
 28 75  1  0
 28 76  1  0
 29 77  1  0
 29 78  1  0
 31 79  1  0
 31 80  1  0
 31 81  1  0
 32 82  1  6
M  END

HEADER    PROTEIN                                 17-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-SEP-20         0                                  
HETATM    1  H   UNK     0      -0.040   2.462   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      -4.029   0.137   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -8.026  -3.727   0.000  0.00  0.00           O+0
HETATM    4  H   UNK     0      -2.699  -2.167   0.000  0.00  0.00           H+0
HETATM    5  C   UNK     0      -1.370   0.137   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.040  -2.167   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.699  -3.719   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.366  -2.949   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.362  -0.639   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.695  -1.409   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.028  -1.409   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.369   1.685   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.703   0.915   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.703  -0.625   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.369  -1.394   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.035  -0.624   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.035   0.915   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.298  -1.395   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.632  -0.625   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0       1.302   0.142   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0       1.298   1.685   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.776   1.946   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.150   3.353   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.619   3.192   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.589   4.336   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.918   4.016   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.065   5.801   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.632   0.915   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.966   0.145   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.299   0.915   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0      -4.030  -4.280   0.000  0.00  0.00           H+0
HETATM   32  C   UNK     0      -6.694  -2.949   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.029  -2.949   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -6.325  -4.920   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.380  -4.902   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -5.362  -3.719   0.000  0.00  0.00           C+0
CONECT    1   17                                                            
CONECT    2   11                                                            
CONECT    3   32                                                            
CONECT    4   14                                                            
CONECT    5   15                                                            
CONECT    6   16                                                            
CONECT    7    8   33                                                       
CONECT    8    7   15                                                       
CONECT    9   10   11                                                       
CONECT   10    9   32                                                       
CONECT   11    9    2   14   33                                             
CONECT   12   13   17                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15    4   11                                             
CONECT   15   14    8   16    5                                             
CONECT   16   17   15    6   18                                             
CONECT   17   16   12    1   21                                             
CONECT   18   19   16                                                       
CONECT   19   18   28                                                       
CONECT   20   21                                                            
CONECT   21   20   17   24   28                                             
CONECT   22   23   28                                                       
CONECT   23   22   24                                                       
CONECT   24   23   21   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   29   19   21   22                                             
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   33                                                            
CONECT   32   36   10    3                                                  
CONECT   33   31   36   11    7                                             
CONECT   34   36                                                            
CONECT   35   36                                                            
CONECT   36   34   35   32   33                                             
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

COMPND    HMDB0036838
HETATM    1  C1  UNL     1      -3.656  -2.155   1.329  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.261  -1.026   1.625  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.202  -1.075   2.820  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.103   0.264   0.914  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.432   0.477   0.159  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.057   0.626  -1.299  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.663   1.230  -1.168  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.840   2.581  -0.610  1.00  0.00           C  
HETATM    9  O1  UNL     1      -2.705   3.348  -0.421  1.00  0.00           O  
HETATM   10  C9  UNL     1      -2.854   1.114  -2.393  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.379   1.186  -2.200  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.868   0.186  -1.148  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.113  -1.178  -1.762  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.728   0.469   0.050  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.233  -0.186   1.309  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.116   0.531   1.552  1.00  0.00           C  
HETATM   17  C16 UNL     1       1.014  -0.030   0.459  1.00  0.00           C  
HETATM   18  C17 UNL     1       2.470   0.032   0.788  1.00  0.00           C  
HETATM   19  C18 UNL     1       3.020   1.382   1.051  1.00  0.00           C  
HETATM   20  C19 UNL     1       2.649  -0.757   2.100  1.00  0.00           C  
HETATM   21  C20 UNL     1       4.115  -1.022   2.394  1.00  0.00           C  
HETATM   22  C21 UNL     1       4.874  -1.662   1.310  1.00  0.00           C  
HETATM   23  O2  UNL     1       6.237  -1.490   1.548  1.00  0.00           O  
HETATM   24  C22 UNL     1       4.590  -1.098  -0.060  1.00  0.00           C  
HETATM   25  C23 UNL     1       4.921  -2.255  -1.024  1.00  0.00           C  
HETATM   26  C24 UNL     1       5.571  -0.018  -0.341  1.00  0.00           C  
HETATM   27  C25 UNL     1       3.165  -0.784  -0.261  1.00  0.00           C  
HETATM   28  C26 UNL     1       2.906  -0.258  -1.643  1.00  0.00           C  
HETATM   29  C27 UNL     1       1.418  -0.440  -1.889  1.00  0.00           C  
HETATM   30  C28 UNL     1       0.605   0.402  -0.899  1.00  0.00           C  
HETATM   31  C29 UNL     1       0.917   1.831  -1.243  1.00  0.00           C  
HETATM   32  C30 UNL     1      -3.141   0.170  -0.184  1.00  0.00           C  
HETATM   33  H1  UNL     1      -2.957  -2.335   0.530  1.00  0.00           H  
HETATM   34  H2  UNL     1      -3.850  -3.062   1.940  1.00  0.00           H  
HETATM   35  H3  UNL     1      -4.714  -1.713   3.585  1.00  0.00           H  
HETATM   36  H4  UNL     1      -6.115  -1.644   2.490  1.00  0.00           H  
HETATM   37  H5  UNL     1      -5.440  -0.072   3.180  1.00  0.00           H  
HETATM   38  H6  UNL     1      -3.939   1.075   1.645  1.00  0.00           H  
HETATM   39  H7  UNL     1      -5.928   1.366   0.536  1.00  0.00           H  
HETATM   40  H8  UNL     1      -6.080  -0.437   0.227  1.00  0.00           H  
HETATM   41  H9  UNL     1      -4.951  -0.352  -1.801  1.00  0.00           H  
HETATM   42  H10 UNL     1      -5.739   1.297  -1.845  1.00  0.00           H  
HETATM   43  H11 UNL     1      -4.377   2.608   0.369  1.00  0.00           H  
HETATM   44  H12 UNL     1      -4.513   3.201  -1.275  1.00  0.00           H  
HETATM   45  H13 UNL     1      -2.863   4.308  -0.530  1.00  0.00           H  
HETATM   46  H14 UNL     1      -3.184   0.248  -3.036  1.00  0.00           H  
HETATM   47  H15 UNL     1      -3.110   2.009  -3.042  1.00  0.00           H  
HETATM   48  H16 UNL     1      -0.899   1.017  -3.182  1.00  0.00           H  
HETATM   49  H17 UNL     1      -1.199   2.232  -1.809  1.00  0.00           H  
HETATM   50  H18 UNL     1      -0.984  -2.000  -1.053  1.00  0.00           H  
HETATM   51  H19 UNL     1      -2.125  -1.275  -2.206  1.00  0.00           H  
HETATM   52  H20 UNL     1      -0.456  -1.269  -2.663  1.00  0.00           H  
HETATM   53  H21 UNL     1      -1.595   1.559   0.240  1.00  0.00           H  
HETATM   54  H22 UNL     1      -1.934   0.024   2.113  1.00  0.00           H  
HETATM   55  H23 UNL     1      -0.942  -1.246   1.182  1.00  0.00           H  
HETATM   56  H24 UNL     1      -0.019   1.625   1.430  1.00  0.00           H  
HETATM   57  H25 UNL     1       0.409   0.209   2.540  1.00  0.00           H  
HETATM   58  H26 UNL     1       0.795  -1.147   0.480  1.00  0.00           H  
HETATM   59  H27 UNL     1       3.568   1.467   2.043  1.00  0.00           H  
HETATM   60  H28 UNL     1       2.210   2.164   1.180  1.00  0.00           H  
HETATM   61  H29 UNL     1       3.798   1.727   0.324  1.00  0.00           H  
HETATM   62  H30 UNL     1       2.379  -0.019   2.916  1.00  0.00           H  
HETATM   63  H31 UNL     1       2.051  -1.663   2.123  1.00  0.00           H  
HETATM   64  H32 UNL     1       4.104  -1.719   3.275  1.00  0.00           H  
HETATM   65  H33 UNL     1       4.641  -0.120   2.738  1.00  0.00           H  
HETATM   66  H34 UNL     1       4.707  -2.778   1.341  1.00  0.00           H  
HETATM   67  H35 UNL     1       6.394  -0.683   2.134  1.00  0.00           H  
HETATM   68  H36 UNL     1       5.828  -2.778  -0.614  1.00  0.00           H  
HETATM   69  H37 UNL     1       5.202  -1.888  -2.012  1.00  0.00           H  
HETATM   70  H38 UNL     1       4.114  -3.003  -1.011  1.00  0.00           H  
HETATM   71  H39 UNL     1       6.544  -0.507  -0.648  1.00  0.00           H  
HETATM   72  H40 UNL     1       5.316   0.647  -1.181  1.00  0.00           H  
HETATM   73  H41 UNL     1       5.866   0.552   0.589  1.00  0.00           H  
HETATM   74  H42 UNL     1       2.621  -1.784  -0.237  1.00  0.00           H  
HETATM   75  H43 UNL     1       3.315   0.703  -1.883  1.00  0.00           H  
HETATM   76  H44 UNL     1       3.398  -0.997  -2.346  1.00  0.00           H  
HETATM   77  H45 UNL     1       1.236  -0.181  -2.926  1.00  0.00           H  
HETATM   78  H46 UNL     1       1.266  -1.534  -1.642  1.00  0.00           H  
HETATM   79  H47 UNL     1       0.722   1.930  -2.355  1.00  0.00           H  
HETATM   80  H48 UNL     1       0.413   2.577  -0.633  1.00  0.00           H  
HETATM   81  H49 UNL     1       2.002   2.085  -1.200  1.00  0.00           H  
HETATM   82  H50 UNL     1      -3.339  -0.817  -0.672  1.00  0.00           H  
CONECT    1    2    2   33   34
CONECT    2    3    4
CONECT    3   35   36   37
CONECT    4    5   32   38
CONECT    5    6   39   40
CONECT    6    7   41   42
CONECT    7    8   10   32
CONECT    8    9   43   44
CONECT    9   45
CONECT   10   11   46   47
CONECT   11   12   48   49
CONECT   12   13   14   30
CONECT   13   50   51   52
CONECT   14   15   32   53
CONECT   15   16   54   55
CONECT   16   17   56   57
CONECT   17   18   30   58
CONECT   18   19   20   27
CONECT   19   59   60   61
CONECT   20   21   62   63
CONECT   21   22   64   65
CONECT   22   23   24   66
CONECT   23   67
CONECT   24   25   26   27
CONECT   25   68   69   70
CONECT   26   71   72   73
CONECT   27   28   74
CONECT   28   29   75   76
CONECT   29   30   77   78
CONECT   30   31
CONECT   31   79   80   81
CONECT   32   82
END

HMDB0036838
     RDKit          3D
Betulin
 82 86  0  0  0  0  0  0  0  0999 V2000
   -3.6560   -2.1554    1.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2609   -1.0255    1.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2021   -1.0752    2.8195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1026    0.2640    0.9136 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4321    0.4771    0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0573    0.6256   -1.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6634    1.2297   -1.1677 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8399    2.5807   -0.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7048    3.3481   -0.4208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539    1.1145   -2.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3790    1.1864   -2.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8676    0.1865   -1.1476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1129   -1.1783   -1.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7284    0.4689    0.0500 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2327   -0.1858    1.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1156    0.5310    1.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0136   -0.0300    0.4595 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4701    0.0325    0.7884 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0196    1.3820    1.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6490   -0.7572    2.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1147   -1.0216    2.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8743   -1.6622    1.3098 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2374   -1.4905    1.5481 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5900   -1.0975   -0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9210   -2.2548   -1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5707   -0.0176   -0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652   -0.7841   -0.2608 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9058   -0.2584   -1.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182   -0.4405   -1.8887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6050    0.4022   -0.8992 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9170    1.8308   -1.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407    0.1702   -0.1843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9574   -2.3353    0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8500   -3.0623    1.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7136   -1.7131    3.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1146   -1.6437    2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4404   -0.0722    3.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9392    1.0749    1.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9277    1.3662    0.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0803   -0.4374    0.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9506   -0.3520   -1.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7388    1.2970   -1.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3770    2.6077    0.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5129    3.2014   -1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8634    4.3081   -0.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1839    0.2480   -3.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1101    2.0088   -3.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8991    1.0173   -3.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    2.2323   -1.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9842   -2.0004   -1.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1248   -1.2750   -2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4565   -1.2694   -2.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5947    1.5591    0.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9338    0.0242    2.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9422   -1.2456    1.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0186    1.6251    1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4085    0.2092    2.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -1.1468    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5679    1.4670    2.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2104    2.1635    1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7976    1.7275    0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3788   -0.0192    2.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0512   -1.6630    2.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1036   -1.7191    3.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6413   -0.1204    2.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7070   -2.7783    1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3941   -0.6829    2.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8284   -2.7784   -0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023   -1.8881   -2.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1145   -3.0035   -1.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5438   -0.5069   -0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3161    0.6466   -1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8657    0.5516    0.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6211   -1.7842   -0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3149    0.7030   -1.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979   -0.9966   -2.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2356   -0.1809   -2.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2660   -1.5341   -1.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7221    1.9296   -2.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4126    2.5769   -0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0018    2.0853   -1.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3388   -0.8173   -0.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  1
 14 32  1  0
 32  4  1  0
 32  7  1  0
 30 12  1  0
 30 17  1  0
 27 18  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  1
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  1
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 17 58  1  6
 19 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  6
 23 67  1  0
 25 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  6
 28 75  1  0
 28 76  1  0
 29 77  1  0
 29 78  1  0
 31 79  1  0
 31 80  1  0
 31 81  1  0
 32 82  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Betuline	ChEBI
Betulinol	ChEBI
Betulol	ChEBI
Trochol	ChEBI
Lup-20(29)-en-3 alpha, 28,30-triol	HMDB
Lup-20(29)-ene-3alpha,28-diol	HMDB
(+)-Betulin	HMDB
(3beta)-Lup-20(29)-ene-3,28-diol	HMDB
(3Β)-lup-20(29)-ene-3,28-diol	HMDB
3,28-Dihydroxy-lupeol	HMDB
3beta,28-Dihydroxylup-20(29)-ene	HMDB
3Β,28-dihydroxylup-20(29)-ene	HMDB
Betulinic alcohol	HMDB
Lup-20(29)-ene-3beta,28-diol	HMDB
Lup-20(29)-ene-3β,28-diol	HMDB
Lup-20(30)-ene-3beta,28-diol	HMDB
Lup-20(30)-ene-3β,28-diol	HMDB
Betulin	HMDB

Chemical Formula

C₃₀H₅₀O₂

Average Molecular Weight

442.728

Monoisotopic Molecular Weight

442.38108085

IUPAC Name

(1R,2R,5S,8R,9R,10R,13R,14R,17S,19R)-5-(hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-17-ol

Traditional Name

(1R,2R,5S,8R,9R,10R,13R,14R,17S,19R)-5-(hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-17-ol

CAS Registry Number

473-98-3

SMILES

[H][C@]12[C@@H](CC[C@]1(CO)CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(C)=C

InChI Identifier

InChI=1S/C30H50O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23+,24-,25+,27-,28+,29+,30+/m0/s1

InChI Key

FVWJYYTZTCVBKE-ROUWMTJPSA-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
18-hydroxysteroid
Hydroxysteroid
Steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

diol (CHEBI:3086 )
pentacyclic triterpenoid (CHEBI:3086 )
Lupanes (C08618 )
Lupane triterpenoids (LMPR0106140005 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036838)

Source

Exogenous

Exogenous (HMDB: HMDB0036838)

Food

Food (HMDB: HMDB0036838)

Vegetable

Root vegetable

Chicory (FooDB: FOOD00049)

Herb and spice

Herb

Rosemary (FooDB: FOOD00159)
Common sage (FooDB: FOOD00165)

Fruit

Tropical fruit

Berry

Black elderberry (FooDB: FOOD00166)

Pulse

Bean

Broad bean (FooDB: FOOD00197)

Pulses (FooDB: FOOD00867)

Nut

Endogenous

Endogenous (HMDB: HMDB0036838)

Plant

Plant (HMDB: HMDB0036838)
Fabaceae (HMDB: HMDB0036838)

Animal

Animal (HMDB: HMDB0036838)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036838)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036838)

Lipid metabolism pathway (HMDB: HMDB0036838)

Cellular process

Cell signaling (HMDB: HMDB0036838)

Biochemical process

Lipid transport (HMDB: HMDB0036838)

Role

Industrial applicationBiological role

Prostaglandin synthesis inhibitor (HMDB: HMDB0036838)
Energy source (HMDB: HMDB0036838)
Anti carcinomic (HMDB: HMDB0036838)
Anti feedant (HMDB: HMDB0036838)
Anti flu (HMDB: HMDB0036838)
Anti HIV (HMDB: HMDB0036838)
Anti-inflammatory (HMDB: HMDB0036838)
Aphidifuge (HMDB: HMDB0036838)
Cytotoxic (HMDB: HMDB0036838)
Hypolipemic (HMDB: HMDB0036838)

Modulator

Inhibitor

Topoisomerase-II inhibitor (HMDB: HMDB0036838)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	251 - 252 °C	Not Available
Boiling Point	284.00 to 288.00 °C. @ 743.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.00017 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	8.607 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00032 g/L	ALOGPS
logP	5.34	ALOGPS
logP	6.17	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	18.85	ChemAxon
pKa (Strongest Basic)	-0.65	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	132.68 m³·mol⁻¹	ChemAxon
Polarizability	54.72 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	236.924	30932474
DeepCCS	[M+Na]+	210.698	30932474
AllCCS	[M+H]+	213.4	32859911
AllCCS	[M+H-H2O]+	211.6	32859911
AllCCS	[M+NH4]+	215.0	32859911
AllCCS	[M+Na]+	215.4	32859911
AllCCS	[M-H]-	209.2	32859911
AllCCS	[M+Na-2H]-	211.1	32859911
AllCCS	[M+HCOO]-	213.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Betulin	[H][C@]12[C@@H](CC[C@]1(CO)CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(C)=C	2561.0	Standard polar	33892256
Betulin	[H][C@]12[C@@H](CC[C@]1(CO)CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(C)=C	3513.8	Standard non polar	33892256
Betulin	[H][C@]12[C@@H](CC[C@]1(CO)CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(C)=C	3721.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Betulin,1TMS,isomer #1	C=C(C)[C@@H]1CC[C@]2(CO[Si](C)(C)C)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12	3542.1	Semi standard non polar	33892256
Betulin,1TMS,isomer #2	C=C(C)[C@@H]1CC[C@]2(CO)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O[Si](C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12	3571.4	Semi standard non polar	33892256
Betulin,2TMS,isomer #1	C=C(C)[C@@H]1CC[C@]2(CO[Si](C)(C)C)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O[Si](C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12	3487.1	Semi standard non polar	33892256
Betulin,1TBDMS,isomer #1	C=C(C)[C@@H]1CC[C@]2(CO[Si](C)(C)C(C)(C)C)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12	3794.5	Semi standard non polar	33892256
Betulin,1TBDMS,isomer #2	C=C(C)[C@@H]1CC[C@]2(CO)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O[Si](C)(C)C(C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12	3811.6	Semi standard non polar	33892256
Betulin,2TBDMS,isomer #1	C=C(C)[C@@H]1CC[C@]2(CO[Si](C)(C)C(C)(C)C)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O[Si](C)(C)C(C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12	3996.4	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 - Betulin 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betulin 40V, Positive-QTOF	splash10-0a4j-4900000000-dadc8ff785e95ea92f9c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betulin 10V, Positive-QTOF	splash10-002f-0330900000-e409528990d47fe05f19	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betulin 20V, Positive-QTOF	splash10-02dl-2972300000-7e2de733d967ff2d37c0	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betulin 10V, Positive-QTOF	splash10-004l-0000900000-d373a2e6f3eb26edab60	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betulin 20V, Positive-QTOF	splash10-056r-0124900000-9051b1b6445c05333f52	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betulin 40V, Positive-QTOF	splash10-014s-3296100000-e97b62b8178cdbc0dbe5	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betulin 10V, Negative-QTOF	splash10-0006-0000900000-6b9c6b430f4d6f366887	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betulin 20V, Negative-QTOF	splash10-006x-0001900000-781f360759ec10b8a876	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betulin 40V, Negative-QTOF	splash10-01r5-2008900000-ff39cb4af6be09ad6a68	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betulin 10V, Negative-QTOF	splash10-0006-0000900000-849799f7ece1fdb1b84b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betulin 20V, Negative-QTOF	splash10-0006-0000900000-849799f7ece1fdb1b84b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betulin 40V, Negative-QTOF	splash10-0006-0000900000-8e5df8e48f05e0b8285e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betulin 10V, Positive-QTOF	splash10-0006-0004900000-7814a55372e37ae9ffc7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betulin 20V, Positive-QTOF	splash10-0fbc-2697700000-08a961101a0c6748576f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betulin 40V, Positive-QTOF	splash10-05di-9871000000-387e56fb36e1298aea92	2021-09-24	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Betulin

METLIN ID

Not Available

PubChem Compound

72326

PDB ID

Not Available

ChEBI ID

3086

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1012331

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Flekhter OB, Medvedeva NI, Tolstikov GA, Galin FZ, Iunusov MS, Huong NT, Le VT, Svinova OV, Boreko EI, Titov LP, Glukhov IV: [Synthesis of olean-18(19)-ene derivatives from betulin]. Bioorg Khim. 2009 Mar-Apr;35(2):253-9. [PubMed:19537177 ]
Lin YC, Cheng HY, Huang TH, Huang HW, Lee YH, Peng WH: Analgesic and anti-inflammatory activities of Torenia concolor Lindley var. formosana Yamazaki and betulin in mice. Am J Chin Med. 2009;37(1):97-111. [PubMed:19222115 ]
Rzeski W, Stepulak A, Szymanski M, Juszczak M, Grabarska A, Sifringer M, Kaczor J, Kandefer-Szerszen M: Betulin elicits anti-cancer effects in tumour primary cultures and cell lines in vitro. Basic Clin Pharmacol Toxicol. 2009 Dec;105(6):425-32. doi: 10.1111/j.1742-7843.2009.00471.x. Epub 2009 Oct 12. [PubMed:19821831 ]
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 Betulin (HMDB0036838)

MOL for HMDB0036838 (Betulin)

3D MOL for HMDB0036838 (Betulin)

3D SDF for HMDB0036838 (Betulin)

3D-SDF for HMDB0036838 (Betulin)

PDB for HMDB0036838 (Betulin)

3D PDB for HMDB0036838 (Betulin)

SMILES for HMDB0036838 (Betulin)

INCHI for HMDB0036838 (Betulin)

Structure for HMDB0036838 (Betulin)

3D Structure for HMDB0036838 (Betulin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra