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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 21:59:16 UTC

Update Date

2021-09-23 21:59:19 UTC

HMDB ID

HMDB0302943

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Manool

Description

5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]-3-methylpent-1-en-3-ol belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review very few articles have been published on 5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]-3-methylpent-1-en-3-ol.

Structure

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

HMDB0302943
     RDKit          3D
Manool
 55 56  0  0  0  0  0  0  0  0999 V2000
    5.7066    1.8667   -0.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4747    1.6819   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8283    0.3433   -0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9820   -0.2843    1.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3728   -0.4913   -1.0151 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3411    0.5794   -0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6531   -0.7461   -0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2333   -0.8132   -0.7582 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2677   -2.2498   -0.8232 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5889   -3.2067   -0.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6648   -2.5678   -1.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6497   -1.4987   -0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0454   -0.1387   -0.7231 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0180    0.9150   -0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514    2.2465   -1.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4362    0.5918   -0.7616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810    1.1398    1.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6534    1.5624    1.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4748    1.0947    0.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928   -0.1950    0.1523 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9846   -1.2036    1.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2704    1.0318   -0.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1396    2.8553   -0.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8835    2.5119    0.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8836    0.1374    1.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799   -1.3842    1.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1341   -0.1055    1.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7495    0.0382   -1.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3633    0.9931   -1.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0169    1.3395    0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9041   -1.2986    0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2127   -1.3571   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0358   -0.4036   -1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2286   -4.2540   -0.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6217   -3.0372   -0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6777   -2.9516   -2.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9657   -3.4751   -0.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2920   -1.4272   -1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4222   -1.7425   -0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6956    0.1558   -1.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7947    2.0688   -1.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4743    2.6282   -1.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2920    2.9857   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0563    1.4763   -0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5254    0.4645   -1.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8410   -0.2597   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3685    0.2055    1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7553    1.9199    1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5871    2.6761    1.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5470    1.2257    2.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3263    0.8779    1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1902    1.8940    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8755   -1.8142    1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0393   -0.7033    2.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1111   -1.8982    1.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20  8  1  0
 20 13  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  6
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  6
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 21 53  1  0
 21 54  1  0
 21 55  1  0
M  END


  Mrv0541 02241220472D          

 21 22  0  0  1  0            999 V2000
   -2.4454    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2534   -0.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -0.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  6  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 14 21  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0302943

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O/c1-7-19(5,21)14-11-16-15(2)9-10-17-18(3,4)12-8-13-20(16,17)6/h7,16-17,21H,1-2,8-14H2,3-6H3/t16-,17-,19?,20+/m0/s1

> <INCHI_KEY>
CECREIRZLPLYDM-OQLBXJDTSA-N

> <FORMULA>
C20H34O

> <MOLECULAR_WEIGHT>
290.4834

> <EXACT_MASS>
290.26096571

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
36.3265347876136

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]-3-methylpent-1-en-3-ol

> <ALOGPS_LOGP>
5.35

> <JCHEM_LOGP>
5.304419602999999

> <ALOGPS_LOGS>
-6.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.327628376231086

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3432953482365235

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
91.0783

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.37e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0302943
     RDKit          3D
Manool
 55 56  0  0  0  0  0  0  0  0999 V2000
    5.7066    1.8667   -0.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4747    1.6819   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8283    0.3433   -0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9820   -0.2843    1.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3728   -0.4913   -1.0151 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3411    0.5794   -0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6531   -0.7461   -0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2333   -0.8132   -0.7582 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2677   -2.2498   -0.8232 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5889   -3.2067   -0.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6648   -2.5678   -1.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6497   -1.4987   -0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0454   -0.1387   -0.7231 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0180    0.9150   -0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514    2.2465   -1.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4362    0.5918   -0.7616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810    1.1398    1.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6534    1.5624    1.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4748    1.0947    0.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928   -0.1950    0.1523 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9846   -1.2036    1.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2704    1.0318   -0.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1396    2.8553   -0.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8835    2.5119    0.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8836    0.1374    1.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799   -1.3842    1.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1341   -0.1055    1.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7495    0.0382   -1.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3633    0.9931   -1.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0169    1.3395    0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9041   -1.2986    0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2127   -1.3571   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0358   -0.4036   -1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2286   -4.2540   -0.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6217   -3.0372   -0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6777   -2.9516   -2.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9657   -3.4751   -0.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2920   -1.4272   -1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4222   -1.7425   -0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6956    0.1558   -1.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7947    2.0688   -1.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4743    2.6282   -1.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2920    2.9857   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0563    1.4763   -0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5254    0.4645   -1.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8410   -0.2597   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3685    0.2055    1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7553    1.9199    1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5871    2.6761    1.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5470    1.2257    2.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3263    0.8779    1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1902    1.8940    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8755   -1.8142    1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0393   -0.7033    2.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1111   -1.8982    1.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20  8  1  0
 20 13  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  6
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  6
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 21 53  1  0
 21 54  1  0
 21 55  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -4.565   1.334   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.105  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.206  -0.054   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.483  -1.306   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    5    6                                             
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13    8   15   21                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19   20                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   14                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0302943
HETATM    1  C1  UNL     1       5.707   1.867  -0.469  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.475   1.682  -0.040  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.828   0.343  -0.061  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.982  -0.284   1.289  1.00  0.00           C  
HETATM    5  O1  UNL     1       4.373  -0.491  -1.015  1.00  0.00           O  
HETATM    6  C5  UNL     1       2.341   0.579  -0.400  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.653  -0.746  -0.431  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.233  -0.813  -0.758  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.268  -2.250  -0.823  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.589  -3.207  -0.592  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.665  -2.568  -1.134  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.650  -1.499  -0.895  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.045  -0.139  -0.723  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.018   0.915  -0.345  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.651   2.247  -1.011  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.436   0.592  -0.762  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.981   1.140   1.129  1.00  0.00           C  
HETATM   18  C17 UNL     1      -1.653   1.562   1.637  1.00  0.00           C  
HETATM   19  C18 UNL     1      -0.475   1.095   0.787  1.00  0.00           C  
HETATM   20  C19 UNL     1      -0.793  -0.195   0.152  1.00  0.00           C  
HETATM   21  C20 UNL     1      -0.985  -1.204   1.286  1.00  0.00           C  
HETATM   22  H1  UNL     1       6.270   1.032  -0.848  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.140   2.855  -0.437  1.00  0.00           H  
HETATM   24  H3  UNL     1       3.884   2.512   0.347  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.884   0.137   1.815  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.180  -1.384   1.203  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.134  -0.105   1.972  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.749   0.038  -1.775  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.363   0.993  -1.440  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.017   1.339   0.273  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.904  -1.299   0.539  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.213  -1.357  -1.203  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.036  -0.404  -1.795  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.229  -4.254  -0.638  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.622  -3.037  -0.358  1.00  0.00           H  
HETATM   36  H15 UNL     1      -1.678  -2.952  -2.197  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.966  -3.475  -0.532  1.00  0.00           H  
HETATM   38  H17 UNL     1      -3.292  -1.427  -1.827  1.00  0.00           H  
HETATM   39  H18 UNL     1      -3.422  -1.743  -0.107  1.00  0.00           H  
HETATM   40  H19 UNL     1      -1.696   0.156  -1.763  1.00  0.00           H  
HETATM   41  H20 UNL     1      -1.795   2.069  -1.718  1.00  0.00           H  
HETATM   42  H21 UNL     1      -3.474   2.628  -1.643  1.00  0.00           H  
HETATM   43  H22 UNL     1      -2.292   2.986  -0.276  1.00  0.00           H  
HETATM   44  H23 UNL     1      -5.056   1.476  -0.475  1.00  0.00           H  
HETATM   45  H24 UNL     1      -4.525   0.465  -1.851  1.00  0.00           H  
HETATM   46  H25 UNL     1      -4.841  -0.260  -0.183  1.00  0.00           H  
HETATM   47  H26 UNL     1      -3.369   0.205   1.624  1.00  0.00           H  
HETATM   48  H27 UNL     1      -3.755   1.920   1.385  1.00  0.00           H  
HETATM   49  H28 UNL     1      -1.587   2.676   1.678  1.00  0.00           H  
HETATM   50  H29 UNL     1      -1.547   1.226   2.683  1.00  0.00           H  
HETATM   51  H30 UNL     1       0.326   0.878   1.561  1.00  0.00           H  
HETATM   52  H31 UNL     1      -0.190   1.894   0.112  1.00  0.00           H  
HETATM   53  H32 UNL     1      -1.876  -1.814   1.196  1.00  0.00           H  
HETATM   54  H33 UNL     1      -1.039  -0.703   2.277  1.00  0.00           H  
HETATM   55  H34 UNL     1      -0.111  -1.898   1.371  1.00  0.00           H  
CONECT    1    2    2   22   23
CONECT    2    3   24
CONECT    3    4    5    6
CONECT    4   25   26   27
CONECT    5   28
CONECT    6    7   29   30
CONECT    7    8   31   32
CONECT    8    9   20   33
CONECT    9   10   10   11
CONECT   10   34   35
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   20   40
CONECT   14   15   16   17
CONECT   15   41   42   43
CONECT   16   44   45   46
CONECT   17   18   47   48
CONECT   18   19   49   50
CONECT   19   20   51   52
CONECT   20   21
CONECT   21   53   54   55
END

HMDB0302943
     RDKit          3D
Manool
 55 56  0  0  0  0  0  0  0  0999 V2000
    5.7066    1.8667   -0.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4747    1.6819   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8283    0.3433   -0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9820   -0.2843    1.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3728   -0.4913   -1.0151 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3411    0.5794   -0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6531   -0.7461   -0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2333   -0.8132   -0.7582 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2677   -2.2498   -0.8232 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5889   -3.2067   -0.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6648   -2.5678   -1.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6497   -1.4987   -0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0454   -0.1387   -0.7231 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0180    0.9150   -0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514    2.2465   -1.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4362    0.5918   -0.7616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810    1.1398    1.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6534    1.5624    1.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4748    1.0947    0.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928   -0.1950    0.1523 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9846   -1.2036    1.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2704    1.0318   -0.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1396    2.8553   -0.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8835    2.5119    0.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8836    0.1374    1.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799   -1.3842    1.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1341   -0.1055    1.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7495    0.0382   -1.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3633    0.9931   -1.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0169    1.3395    0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9041   -1.2986    0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2127   -1.3571   -1.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0358   -0.4036   -1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2286   -4.2540   -0.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6217   -3.0372   -0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6777   -2.9516   -2.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9657   -3.4751   -0.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2920   -1.4272   -1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4222   -1.7425   -0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6956    0.1558   -1.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7947    2.0688   -1.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4743    2.6282   -1.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2920    2.9857   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0563    1.4763   -0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5254    0.4645   -1.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8410   -0.2597   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3685    0.2055    1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7553    1.9199    1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5871    2.6761    1.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5470    1.2257    2.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3263    0.8779    1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1902    1.8940    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8755   -1.8142    1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0393   -0.7033    2.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1111   -1.8982    1.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20  8  1  0
 20 13  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  6
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  6
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 21 53  1  0
 21 54  1  0
 21 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Manool	MeSH

Chemical Formula

C₂₀H₃₄O

Average Molecular Weight

290.4834

Monoisotopic Molecular Weight

290.26096571

IUPAC Name

5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]-3-methylpent-1-en-3-ol

Traditional Name

5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-ol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H34O/c1-7-19(5,21)14-11-16-15(2)9-10-17-18(3,4)12-8-13-20(16,17)6/h7,16-17,21H,1-2,8-14H2,3-6H3/t16-,17-,19?,20+/m0/s1

InChI Key

CECREIRZLPLYDM-OQLBXJDTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Labdane diterpenoid
Tertiary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Common sage (FooDB: FOOD00165)

Process

Not Available

Role

Industrial application

Agriculture

Pesticide

Insecticide

pesticide (HMDB: HMDB0302943)

Biological role

termitifuge (HMDB: HMDB0302943)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.35	ALOGPS
logP	5.3	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	18.33	ChemAxon
pKa (Strongest Basic)	-1.3	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	91.08 m³·mol⁻¹	ChemAxon
Polarizability	36.33 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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
AllCCS	[M+H]+	175.235	32859911
AllCCS	[M+H-H2O]+	172.205	32859911
AllCCS	[M+Na]+	178.851	32859911
AllCCS	[M+NH4]+	178.044	32859911
AllCCS	[M-H]-	182.397	32859911
AllCCS	[M+Na-2H]-	183.11	32859911
AllCCS	[M+HCOO]-	184.028	32859911
DeepCCS	[M-2H]-	208.915	30932474
DeepCCS	[M+Na]+	184.143	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Manool 10V, Positive-QTOF	splash10-00dl-1090000000-ea284d97620ba9b155bb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Manool 20V, Positive-QTOF	splash10-06di-5290000000-64fb2efa788b4fc20d50	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Manool 40V, Positive-QTOF	splash10-0ll1-9850000000-76ab7f75c85be990401e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Manool 10V, Negative-QTOF	splash10-000i-0090000000-0fa1a3825cc66ab6fc46	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Manool 20V, Negative-QTOF	splash10-000i-0090000000-3a662bcdf19668f86a2e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Manool 40V, Negative-QTOF	splash10-00y0-6190000000-8936911ec4dd7199ff41	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Manool 10V, Positive-QTOF	splash10-00kb-1090000000-de03d375f69834a9e873	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Manool 20V, Positive-QTOF	splash10-0ac0-6920000000-4297ac7e1caf92c1756d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Manool 40V, Positive-QTOF	splash10-0f89-9300000000-fcaddb855ffc1b8fac90	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Manool 10V, Negative-QTOF	splash10-000i-0090000000-e782630883d1b4130674	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Manool 20V, Negative-QTOF	splash10-00di-1090000000-0afa44a4ab7a421fed10	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Manool 40V, Negative-QTOF	splash10-014i-2190000000-38fbd8e07f9c9d0995df	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB006999

KNApSAcK ID

Not Available

Chemspider ID

83177

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92131

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Manool (HMDB0302943)

MOL for HMDB0302943 (Manool)

3D MOL for HMDB0302943 (Manool)

3D SDF for HMDB0302943 (Manool)

3D-SDF for HMDB0302943 (Manool)

PDB for HMDB0302943 (Manool)

3D PDB for HMDB0302943 (Manool)

SMILES for HMDB0302943 (Manool)

INCHI for HMDB0302943 (Manool)

Structure for HMDB0302943 (Manool)

3D Structure for HMDB0302943 (Manool)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra