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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:44:59 UTC

Update Date

2022-03-07 02:54:58 UTC

HMDB ID

HMDB0036591

Secondary Accession Numbers

HMDB36591

Metabolite Identification

Common Name

Cycloartenol

Description

Cycloartenol is found in alcoholic beverages. Cycloartenol is a constituent of Artocarpus integrifolia fruits and Solanum tuberosum (potato) Cycloartenol is a sterol precursor in photosynthetic organisms and plants. The biosynthesis of cycloartenol starts from the triterpenoid squalene. Its structure is also related to triterpenoid lanosterol

Structure

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


  Mrv1652307232017212D          

 34 38  0  0  0  0            999 V2000
 9999.9762 9999.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.976210001.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.836910000.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6935 9998.4763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.263110000.5481    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8358 9999.7185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.5503 9998.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2648 9998.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.123110000.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4086 9999.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.263410001.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.548910000.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2634 9999.7280    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.978010000.9655    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.977910000.1405    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.7626 9999.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.247410000.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.762610001.2205    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.762610002.0463    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.479010002.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.048210002.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.193310002.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.909710002.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.626110002.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.340510002.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.626110001.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.479010001.6313    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.548910000.1404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8357 9998.1808    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4085 9998.8934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8366 9998.8934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.6063 9997.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6486 9997.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1224 9998.4812    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
 11 12  1  0  0  0  0
  9  6  1  0  0  0  0
  8 13  1  0  0  0  0
 13  5  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 18 27  1  6  0  0  0
 19 20  1  0  0  0  0
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 22 23  1  0  0  0  0
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 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 18 14  1  0  0  0  0
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 13 15  1  0  0  0  0
 15  1  1  6  0  0  0
 11 14  1  0  0  0  0
 14  2  1  1  0  0  0
  6  3  1  1  0  0  0
 12 28  1  0  0  0  0
 28 13  1  0  0  0  0
 28  6  1  0  0  0  0
 28  3  1  1  0  0  0
 31 29  1  6  0  0  0
 34 32  1  0  0  0  0
 34 33  1  0  0  0  0
 30 34  1  0  0  0  0
 34 31  1  0  0  0  0
  6 31  1  0  0  0  0
 31  7  1  0  0  0  0
 10 30  1  0  0  0  0
 30  4  1  1  0  0  0
M  END

HMDB0036591
     RDKit          3D
Cycloartenol
 81 85  0  0  0  0  0  0  0  0999 V2000
    7.7386   -1.9046    0.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6036   -0.4481    0.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7848    0.4050    0.5121 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4429    0.0879    1.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -0.7930    1.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1318   -0.6287    0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4001    0.6235    0.2696 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2749    1.7759   -0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1169    0.7437   -0.4160 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1412    0.4409   -1.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6602    0.6153   -2.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1082    0.7040   -0.9883 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5462    2.0628   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4064   -0.1184   -1.0185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3646    0.6508   -1.9425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7372   -0.0391   -1.8191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2076    0.3876   -0.4427 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6538    0.1685   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4004   -0.1528   -1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3068    1.4273    0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8822   -0.9312    0.8018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5790   -2.1761    0.2814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2176   -0.6413    2.1104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8854    0.0774    1.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3677   -0.3062    0.5602 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8154   -1.6366    0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0752   -0.0303    1.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3113    0.4359    1.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8894    0.0784    0.0011 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9208   -1.4230   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9941   -2.2482   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5585   -2.5308    1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3421    0.4336    1.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4112    1.1379    1.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5726   -0.8581   -0.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5275   -1.5494    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1764    1.3393   -0.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468    2.3914   -0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6091    2.4178    0.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8990    1.8591   -0.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886    1.2192   -2.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5383   -0.5249   -2.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4950    1.4982   -2.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3180   -0.3005   -2.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1299    2.7054   -0.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9997    0.5917   -2.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5386    1.6741   -1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4236    0.3396   -2.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6613   -1.1206   -1.9418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0024    1.4882   -0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9732   -0.9883   -2.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4652   -0.2753   -1.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.4862    1.3263    1.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.9939   -0.9350    1.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2009   -2.3172   -0.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0267   -1.6406    2.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0364    1.1825    2.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6278   -2.2277    1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
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 12 13  1  1
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 17 18  1  0
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 18 20  1  0
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 30 12  1  0
 27 14  1  0
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 17 60  1  6
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 26 74  1  0
 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
M  END


  Mrv1652307232017212D          

 34 38  0  0  0  0            999 V2000
 9999.9762 9999.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.976210001.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.836910000.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6935 9998.4763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.263110000.5481    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8358 9999.7185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.5503 9998.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2648 9998.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9996.4086 9999.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9999.978010000.9655    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.977910000.1405    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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 18 14  1  0  0  0  0
 18 17  1  0  0  0  0
 13 15  1  0  0  0  0
 15  1  1  6  0  0  0
 11 14  1  0  0  0  0
 14  2  1  1  0  0  0
  6  3  1  1  0  0  0
 12 28  1  0  0  0  0
 28 13  1  0  0  0  0
 28  6  1  0  0  0  0
 28  3  1  1  0  0  0
 31 29  1  6  0  0  0
 34 32  1  0  0  0  0
 34 33  1  0  0  0  0
 30 34  1  0  0  0  0
 34 31  1  0  0  0  0
  6 31  1  0  0  0  0
 31  7  1  0  0  0  0
 10 30  1  0  0  0  0
 30  4  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0036591

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC[C@@]2(C)[C@]3([H])CC[C@]4([H])[C@]5(C[C@@]35CC[C@]12C)CC[C@H](O)C4(C)C)[C@H](C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C30H50O/c1-20(2)9-8-10-21(3)22-13-15-28(7)24-12-11-23-26(4,5)25(31)14-16-29(23)19-30(24,29)18-17-27(22,28)6/h9,21-25,31H,8,10-19H2,1-7H3/t21-,22-,23+,24+,25+,27-,28+,29-,30+/m1/s1

> <INCHI_KEY>
ONQRKEUAIJMULO-YBXTVTTCSA-N

> <FORMULA>
C30H50O

> <MOLECULAR_WEIGHT>
426.729

> <EXACT_MASS>
426.38616623

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
54.81664512573319

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,6S,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-ol

> <ALOGPS_LOGP>
6.66

> <JCHEM_LOGP>
7.547662379333333

> <ALOGPS_LOGS>
-7.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.489408976606935

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8351325136321267

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
132.03319999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.56e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,6S,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036591
     RDKit          3D
Cycloartenol
 81 85  0  0  0  0  0  0  0  0999 V2000
    7.7386   -1.9046    0.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6036   -0.4481    0.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7848    0.4050    0.5121 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4429    0.0879    1.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -0.7930    1.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1318   -0.6287    0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4001    0.6235    0.2696 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2749    1.7759   -0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1169    0.7437   -0.4160 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1412    0.4409   -1.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6602    0.6153   -2.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1082    0.7040   -0.9883 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5462    2.0628   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4064   -0.1184   -1.0185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3646    0.6508   -1.9425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7372   -0.0391   -1.8191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2076    0.3876   -0.4427 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6538    0.1685   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4004   -0.1528   -1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3068    1.4273    0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8822   -0.9312    0.8018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5790   -2.1761    0.2814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2176   -0.6413    2.1104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8854    0.0774    1.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3677   -0.3062    0.5602 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8154   -1.6366    0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9151   -0.3585    0.3267 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0752   -0.0303    1.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3113    0.4359    1.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8894    0.0784    0.0011 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9208   -1.4230   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9941   -2.2482   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5585   -2.5308    1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7517   -2.1579    0.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5237    1.4656    0.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4156   -0.0118   -0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3421    0.4336    1.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4112    1.1379    1.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8541   -0.7281    2.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6076   -1.8899    1.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5726   -0.8581   -0.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5275   -1.5494    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2093    0.8657    1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1764    1.3393   -0.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468    2.3914   -0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6091    2.4178    0.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8990    1.8591   -0.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886    1.2192   -2.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5383   -0.5249   -2.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4950    1.4982   -2.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3180   -0.3005   -2.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1299    2.7054   -0.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4744    2.0300    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7520    2.6332   -1.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2827   -1.0534   -1.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997    0.5917   -2.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5386    1.6741   -1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4236    0.3396   -2.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6613   -1.1206   -1.9418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0024    1.4882   -0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9732   -0.9883   -2.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4652   -0.2753   -1.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3567    0.7799   -2.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1916    1.7345   -0.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4862    1.3263    1.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5617    2.2663    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9939   -0.9350    1.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2009   -2.3172   -0.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8605   -0.0900    2.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0267   -1.6406    2.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0364    1.1825    2.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2332   -0.2832    2.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6278   -2.2277    1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8920   -2.2754   -0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1213   -0.9149    2.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6188    0.7705    2.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4428    1.5279    1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9569   -0.0773    2.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0408   -1.9094   -0.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2092   -1.8649    0.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5942   -1.8033   -0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  1
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 25 24  1  1
 25 26  1  0
 27 26  1  6
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  6
 30  9  1  0
 30 12  1  0
 27 14  1  0
 25 17  1  0
 27 25  1  0
  1 32  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  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  1
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  6
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 13 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  6
 15 56  1  0
 15 57  1  0
 16 58  1  0
 16 59  1  0
 17 60  1  6
 19 61  1  0
 19 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 20 66  1  0
 21 67  1  1
 22 68  1  0
 23 69  1  0
 23 70  1  0
 24 71  1  0
 24 72  1  0
 26 73  1  0
 26 74  1  0
 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
M  END

HEADER    PROTEIN                                 23-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUL-20         0                                  
HETATM    1  C   UNK     0    8666.6228665.383   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8666.6228670.021   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8662.6298667.701   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8658.6288663.822   0.000  0.00  0.00           O+0
HETATM    5  H   UNK     0    8665.2918667.690   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0    8662.6278666.141   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8663.9618663.831   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8665.2948664.601   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8661.2968666.911   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8659.9638666.141   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8665.2928669.239   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8663.9588668.469   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.2928666.159   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8666.6268668.469   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8666.6258666.929   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8668.0908666.453   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8668.9958667.699   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8668.0908668.945   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8668.0908670.486   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8669.4278671.253   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8666.7578671.253   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8670.7618670.486   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8672.0988671.253   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8673.4358670.486   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8674.7698671.253   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8673.4358668.945   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0    8669.4278669.712   0.000  0.00  0.00           H+0
HETATM   28  C   UNK     0    8663.9588666.929   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0    8662.6278663.271   0.000  0.00  0.00           H+0
HETATM   30  C   UNK     0    8659.9638664.601   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8662.6288664.601   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8660.3328662.630   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8662.2778662.649   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0    8661.2958663.832   0.000  0.00  0.00           C+0
CONECT    1   15                                                            
CONECT    2   14                                                            
CONECT    3    6   28                                                       
CONECT    4   30                                                            
CONECT    5   13                                                            
CONECT    6    9    3   28   31                                             
CONECT    7    8   31                                                       
CONECT    8    7   13                                                       
CONECT    9   10    6                                                       
CONECT   10    9   30                                                       
CONECT   11   12   14                                                       
CONECT   12   11   28                                                       
CONECT   13    8    5   15   28                                             
CONECT   14   15   18   11    2                                             
CONECT   15   14   16   13    1                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   19   27   14   17                                             
CONECT   19   18   20   21                                                  
CONECT   20   19   22                                                       
CONECT   21   19                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   18                                                            
CONECT   28   12   13    6    3                                             
CONECT   29   31                                                            
CONECT   30   34   10    4                                                  
CONECT   31   29   34    6    7                                             
CONECT   32   34                                                            
CONECT   33   34                                                            
CONECT   34   32   33   30   31                                             
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

COMPND    HMDB0036591
HETATM    1  C1  UNL     1       7.739  -1.905   0.392  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.604  -0.448   0.674  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.785   0.405   0.512  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.443   0.088   1.066  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.301  -0.793   1.213  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.132  -0.629   0.299  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.400   0.623   0.270  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.275   1.776  -0.173  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.117   0.744  -0.416  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.141   0.441  -1.903  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.660   0.615  -2.257  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.108   0.704  -0.988  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.546   2.063  -0.602  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.406  -0.118  -1.019  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.365   0.651  -1.942  1.00  0.00           C  
HETATM   16  C16 UNL     1      -3.737  -0.039  -1.819  1.00  0.00           C  
HETATM   17  C17 UNL     1      -4.208   0.388  -0.443  1.00  0.00           C  
HETATM   18  C18 UNL     1      -5.654   0.169  -0.209  1.00  0.00           C  
HETATM   19  C19 UNL     1      -6.400  -0.153  -1.479  1.00  0.00           C  
HETATM   20  C20 UNL     1      -6.307   1.427   0.375  1.00  0.00           C  
HETATM   21  C21 UNL     1      -5.882  -0.931   0.802  1.00  0.00           C  
HETATM   22  O1  UNL     1      -5.579  -2.176   0.281  1.00  0.00           O  
HETATM   23  C22 UNL     1      -5.218  -0.641   2.110  1.00  0.00           C  
HETATM   24  C23 UNL     1      -3.885   0.077   1.947  1.00  0.00           C  
HETATM   25  C24 UNL     1      -3.368  -0.306   0.560  1.00  0.00           C  
HETATM   26  C25 UNL     1      -2.815  -1.637   0.428  1.00  0.00           C  
HETATM   27  C26 UNL     1      -1.915  -0.358   0.327  1.00  0.00           C  
HETATM   28  C27 UNL     1      -1.075  -0.030   1.496  1.00  0.00           C  
HETATM   29  C28 UNL     1       0.311   0.436   1.328  1.00  0.00           C  
HETATM   30  C29 UNL     1       0.889   0.078   0.001  1.00  0.00           C  
HETATM   31  C30 UNL     1       0.921  -1.423  -0.089  1.00  0.00           C  
HETATM   32  H1  UNL     1       6.994  -2.248  -0.371  1.00  0.00           H  
HETATM   33  H2  UNL     1       7.559  -2.531   1.294  1.00  0.00           H  
HETATM   34  H3  UNL     1       8.752  -2.158   0.023  1.00  0.00           H  
HETATM   35  H4  UNL     1       8.524   1.466   0.269  1.00  0.00           H  
HETATM   36  H5  UNL     1       9.416  -0.012  -0.286  1.00  0.00           H  
HETATM   37  H6  UNL     1       9.342   0.434   1.475  1.00  0.00           H  
HETATM   38  H7  UNL     1       6.411   1.138   1.281  1.00  0.00           H  
HETATM   39  H8  UNL     1       4.854  -0.728   2.267  1.00  0.00           H  
HETATM   40  H9  UNL     1       5.608  -1.890   1.184  1.00  0.00           H  
HETATM   41  H10 UNL     1       4.573  -0.858  -0.736  1.00  0.00           H  
HETATM   42  H11 UNL     1       3.527  -1.549   0.474  1.00  0.00           H  
HETATM   43  H12 UNL     1       3.209   0.866   1.374  1.00  0.00           H  
HETATM   44  H13 UNL     1       5.176   1.339  -0.655  1.00  0.00           H  
HETATM   45  H14 UNL     1       3.747   2.391  -0.960  1.00  0.00           H  
HETATM   46  H15 UNL     1       4.609   2.418   0.655  1.00  0.00           H  
HETATM   47  H16 UNL     1       1.899   1.859  -0.462  1.00  0.00           H  
HETATM   48  H17 UNL     1       2.689   1.219  -2.472  1.00  0.00           H  
HETATM   49  H18 UNL     1       2.538  -0.525  -2.165  1.00  0.00           H  
HETATM   50  H19 UNL     1       0.495   1.498  -2.904  1.00  0.00           H  
HETATM   51  H20 UNL     1       0.318  -0.300  -2.821  1.00  0.00           H  
HETATM   52  H21 UNL     1       0.130   2.705  -0.040  1.00  0.00           H  
HETATM   53  H22 UNL     1      -1.474   2.030   0.045  1.00  0.00           H  
HETATM   54  H23 UNL     1      -0.752   2.633  -1.556  1.00  0.00           H  
HETATM   55  H24 UNL     1      -1.283  -1.053  -1.620  1.00  0.00           H  
HETATM   56  H25 UNL     1      -2.000   0.592  -2.979  1.00  0.00           H  
HETATM   57  H26 UNL     1      -2.539   1.674  -1.646  1.00  0.00           H  
HETATM   58  H27 UNL     1      -4.424   0.340  -2.599  1.00  0.00           H  
HETATM   59  H28 UNL     1      -3.661  -1.121  -1.942  1.00  0.00           H  
HETATM   60  H29 UNL     1      -4.002   1.488  -0.368  1.00  0.00           H  
HETATM   61  H30 UNL     1      -5.973  -0.988  -2.045  1.00  0.00           H  
HETATM   62  H31 UNL     1      -7.465  -0.275  -1.215  1.00  0.00           H  
HETATM   63  H32 UNL     1      -6.357   0.780  -2.111  1.00  0.00           H  
HETATM   64  H33 UNL     1      -7.192   1.734  -0.184  1.00  0.00           H  
HETATM   65  H34 UNL     1      -6.486   1.326   1.454  1.00  0.00           H  
HETATM   66  H35 UNL     1      -5.562   2.266   0.267  1.00  0.00           H  
HETATM   67  H36 UNL     1      -6.994  -0.935   1.000  1.00  0.00           H  
HETATM   68  H37 UNL     1      -6.201  -2.317  -0.491  1.00  0.00           H  
HETATM   69  H38 UNL     1      -5.860  -0.090   2.823  1.00  0.00           H  
HETATM   70  H39 UNL     1      -5.027  -1.641   2.601  1.00  0.00           H  
HETATM   71  H40 UNL     1      -4.036   1.182   2.015  1.00  0.00           H  
HETATM   72  H41 UNL     1      -3.233  -0.283   2.751  1.00  0.00           H  
HETATM   73  H42 UNL     1      -2.628  -2.228   1.373  1.00  0.00           H  
HETATM   74  H43 UNL     1      -2.892  -2.275  -0.447  1.00  0.00           H  
HETATM   75  H44 UNL     1      -1.121  -0.915   2.202  1.00  0.00           H  
HETATM   76  H45 UNL     1      -1.619   0.771   2.087  1.00  0.00           H  
HETATM   77  H46 UNL     1       0.443   1.528   1.589  1.00  0.00           H  
HETATM   78  H47 UNL     1       0.957  -0.077   2.103  1.00  0.00           H  
HETATM   79  H48 UNL     1      -0.041  -1.909  -0.290  1.00  0.00           H  
HETATM   80  H49 UNL     1       1.209  -1.865   0.915  1.00  0.00           H  
HETATM   81  H50 UNL     1       1.594  -1.803  -0.897  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4    4
CONECT    3   35   36   37
CONECT    4    5   38
CONECT    5    6   39   40
CONECT    6    7   41   42
CONECT    7    8    9   43
CONECT    8   44   45   46
CONECT    9   10   30   47
CONECT   10   11   48   49
CONECT   11   12   50   51
CONECT   12   13   14   30
CONECT   13   52   53   54
CONECT   14   15   27   55
CONECT   15   16   56   57
CONECT   16   17   58   59
CONECT   17   18   25   60
CONECT   18   19   20   21
CONECT   19   61   62   63
CONECT   20   64   65   66
CONECT   21   22   23   67
CONECT   22   68
CONECT   23   24   69   70
CONECT   24   25   71   72
CONECT   25   26   27
CONECT   26   27   73   74
CONECT   27   28
CONECT   28   29   75   76
CONECT   29   30   77   78
CONECT   30   31
CONECT   31   79   80   81
END

HMDB0036591
     RDKit          3D
Cycloartenol
 81 85  0  0  0  0  0  0  0  0999 V2000
    7.7386   -1.9046    0.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6036   -0.4481    0.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7848    0.4050    0.5121 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4429    0.0879    1.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -0.7930    1.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1318   -0.6287    0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4001    0.6235    0.2696 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2749    1.7759   -0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1169    0.7437   -0.4160 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1412    0.4409   -1.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6602    0.6153   -2.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1082    0.7040   -0.9883 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5462    2.0628   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4064   -0.1184   -1.0185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3646    0.6508   -1.9425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7372   -0.0391   -1.8191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2076    0.3876   -0.4427 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6538    0.1685   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4004   -0.1528   -1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3068    1.4273    0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8822   -0.9312    0.8018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5790   -2.1761    0.2814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2176   -0.6413    2.1104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8854    0.0774    1.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3677   -0.3062    0.5602 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8154   -1.6366    0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9151   -0.3585    0.3267 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0752   -0.0303    1.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3113    0.4359    1.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8894    0.0784    0.0011 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9208   -1.4230   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9941   -2.2482   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5585   -2.5308    1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7517   -2.1579    0.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5237    1.4656    0.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4156   -0.0118   -0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3421    0.4336    1.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4112    1.1379    1.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8541   -0.7281    2.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6076   -1.8899    1.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5726   -0.8581   -0.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5275   -1.5494    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2093    0.8657    1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1764    1.3393   -0.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468    2.3914   -0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6091    2.4178    0.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8990    1.8591   -0.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886    1.2192   -2.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5383   -0.5249   -2.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4950    1.4982   -2.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3180   -0.3005   -2.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1299    2.7054   -0.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4744    2.0300    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7520    2.6332   -1.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2827   -1.0534   -1.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997    0.5917   -2.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5386    1.6741   -1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4236    0.3396   -2.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6613   -1.1206   -1.9418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0024    1.4882   -0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9732   -0.9883   -2.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4652   -0.2753   -1.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3567    0.7799   -2.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1916    1.7345   -0.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4862    1.3263    1.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5617    2.2663    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9939   -0.9350    1.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2009   -2.3172   -0.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8605   -0.0900    2.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0267   -1.6406    2.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0364    1.1825    2.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2332   -0.2832    2.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6278   -2.2277    1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8920   -2.2754   -0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1213   -0.9149    2.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6188    0.7705    2.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4428    1.5279    1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9569   -0.0773    2.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0408   -1.9094   -0.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2092   -1.8649    0.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5942   -1.8033   -0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  1
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 25 24  1  1
 25 26  1  0
 27 26  1  6
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  6
 30  9  1  0
 30 12  1  0
 27 14  1  0
 25 17  1  0
 27 25  1  0
  1 32  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  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  1
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  6
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 13 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  6
 15 56  1  0
 15 57  1  0
 16 58  1  0
 16 59  1  0
 17 60  1  6
 19 61  1  0
 19 62  1  0
 19 63  1  0
 20 64  1  0
 20 65  1  0
 20 66  1  0
 21 67  1  1
 22 68  1  0
 23 69  1  0
 23 70  1  0
 24 71  1  0
 24 72  1  0
 26 73  1  0
 26 74  1  0
 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
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9beta,19-Cyclo-24-lanosten-3beta-ol	ChEBI
9b,19-Cyclo-24-lanosten-3b-ol	Generator
9Β,19-cyclo-24-lanosten-3β-ol	Generator
(3beta)-9,19-Cyclolanost-24-en-3-ol	HMDB
(3beta,9beta)-9,19-Cyclolanost-24-en-3-ol	HMDB
(3Β)-9,19-cyclolanost-24-en-3-ol	HMDB
(3Β,9β)-9,19-cyclolanost-24-en-3-ol	HMDB
9,19-Cyclo-24-lanosten-3beta-ol	HMDB
9,19-Cyclo-24-lanosten-3β-ol	HMDB
9,19-Cyclo-9beta-lanost-24-en-3beta-ol	HMDB
9,19-Cyclo-9β-lanost-24-en-3β-ol	HMDB
Cycloart-24(25)-enol	HMDB
Cycloart-24-en-3beta-ol	HMDB
Cycloart-24-en-3β-ol	HMDB
Handianol	HMDB
Cycloarterenol	MeSH
Cycloartenol	HMDB

Chemical Formula

C₃₀H₅₀O

Average Molecular Weight

426.729

Monoisotopic Molecular Weight

426.38616623

IUPAC Name

(3R,6S,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-ol

Traditional Name

(3R,6S,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-ol

CAS Registry Number

469-38-5

SMILES

[H][C@@]1(CC[C@@]2(C)[C@]3([H])CC[C@]4([H])[C@]5(C[C@@]35CC[C@]12C)CC[C@H](O)C4(C)C)[C@H](C)CCC=C(C)C

InChI Identifier

InChI=1S/C30H50O/c1-20(2)9-8-10-21(3)22-13-15-28(7)24-12-11-23-26(4,5)25(31)14-16-29(23)19-30(24,29)18-17-27(22,28)6/h9,21-25,31H,8,10-19H2,1-7H3/t21-,22-,23+,24+,25+,27-,28+,29-,30+/m1/s1

InChI Key

ONQRKEUAIJMULO-YBXTVTTCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cycloartanols and derivatives

Direct Parent

Cycloartanols and derivatives

Alternative Parents

Substituents

Cycloartanol-skeleton
Triterpenoid
Cycloartane-skeleton
9b,19-cyclo-lanostane-skeleton
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Cycloartanols and derivatives (C01902 )
Cycloartane (C01902 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	99 °C	Not Available
Boiling Point	505.46 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	2.3e-05 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	10.305 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.6e-05 g/L	ALOGPS
logP	6.66	ALOGPS
logP	7.55	ChemAxon
logS	-7.1	ALOGPS
pKa (Strongest Acidic)	19.49	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	132.03 m³·mol⁻¹	ChemAxon
Polarizability	54.82 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	244.554	30932474
DeepCCS	[M+Na]+	218.367	30932474
AllCCS	[M+H]+	214.9	32859911
AllCCS	[M+H-H2O]+	213.1	32859911
AllCCS	[M+NH4]+	216.5	32859911
AllCCS	[M+Na]+	217.0	32859911
AllCCS	[M-H]-	212.2	32859911
AllCCS	[M+Na-2H]-	214.3	32859911
AllCCS	[M+HCOO]-	216.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cycloartenol	[H][C@@]1(CC[C@@]2(C)[C@]3([H])CC[C@]4([H])[C@]5(C[C@@]35CC[C@]12C)CC[C@H](O)C4(C)C)[C@H](C)CCC=C(C)C	2795.5	Standard polar	33892256
Cycloartenol	[H][C@@]1(CC[C@@]2(C)[C@]3([H])CC[C@]4([H])[C@]5(C[C@@]35CC[C@]12C)CC[C@H](O)C4(C)C)[C@H](C)CCC=C(C)C	3313.1	Standard non polar	33892256
Cycloartenol	[H][C@@]1(CC[C@@]2(C)[C@]3([H])CC[C@]4([H])[C@]5(C[C@@]35CC[C@]12C)CC[C@H](O)C4(C)C)[C@H](C)CCC=C(C)C	3427.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cycloartenol,1TMS,isomer #1	CC(C)=CCC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@H]4C(C)(C)[C@@H](O[Si](C)(C)C)CC[C@@]45C[C@@]35CC[C@]12C	3407.9	Semi standard non polar	33892256
Cycloartenol,1TBDMS,isomer #1	CC(C)=CCC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@H]4C(C)(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@]45C[C@@]35CC[C@]12C	3615.5	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 - Cycloartenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartenol 10V, Negative-QTOF	splash10-004i-0000900000-590c9e4adfdd12b64d93	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartenol 20V, Negative-QTOF	splash10-004i-0000900000-590c9e4adfdd12b64d93	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartenol 40V, Negative-QTOF	splash10-004i-0001900000-490923fd56ae6a2d0252	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartenol 10V, Positive-QTOF	splash10-056r-9114500000-80c425a20529e2e7a6ac	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartenol 20V, Positive-QTOF	splash10-0aor-9024000000-c1bcee3ae9ebe867ecf0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartenol 40V, Positive-QTOF	splash10-0aor-9182100000-4bbb9a6a3858cc73ce20	2021-09-23	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

Cycloartenol

METLIN ID

Not Available

PubChem Compound

92110

PDB ID

Not Available

ChEBI ID

17030

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1589871

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Ahumada C, Saenz T, Garcia D, De La Puerta R, Fernandez A, Martinez E: The effects of a triterpene fraction isolated from Crataegus monogyna Jacq. on different acute inflammation models in rats and mice. Leucocyte migration and phospholipase A2 inhibition. J Pharm Pharmacol. 1997 Mar;49(3):329-31. [PubMed:9231356 ]
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 Cycloartenol (HMDB0036591)

MOL for HMDB0036591 (Cycloartenol)

3D MOL for HMDB0036591 (Cycloartenol)

3D SDF for HMDB0036591 (Cycloartenol)

3D-SDF for HMDB0036591 (Cycloartenol)

PDB for HMDB0036591 (Cycloartenol)

3D PDB for HMDB0036591 (Cycloartenol)

SMILES for HMDB0036591 (Cycloartenol)

INCHI for HMDB0036591 (Cycloartenol)

Structure for HMDB0036591 (Cycloartenol)

3D Structure for HMDB0036591 (Cycloartenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra