NP-MRD: Showing NP-Card for 2-amino-2-methyl-1-propanol; levopimaric acid (NP0171605)

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Record Information

Version

2.0

Created at

2022-09-03 08:11:35 UTC

Updated at

2022-09-03 08:11:35 UTC

NP-MRD ID

NP0171605

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-amino-2-methyl-1-propanol; levopimaric acid

Description

1,4A-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,9,10,10a-decahydrophenanthrene-1-carboxylic acid; 2-amino-2-methylpropan-1-ol belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 2-amino-2-methyl-1-propanol; levopimaric acid is found in Apis mellifera, Calamus draco, Larix gmelinii, Picea jezoensis, Pinus merkusii, Pinus nigra, Pinus pinaster and Pinus taeda. 1,4A-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,9,10,10a-decahydrophenanthrene-1-carboxylic acid; 2-amino-2-methylpropan-1-ol is a weakly acidic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261506262D          

 28 29  0  0  0  0            999 V2000
    3.2973   -1.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8848   -0.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2973    0.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0598   -0.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6473   -1.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8223   -1.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098   -0.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8223    0.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6473    0.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098    1.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4152    1.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8277    0.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4152   -0.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8277   -1.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6527   -1.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0652   -0.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6527    0.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6815    1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3524    0.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3236    1.6319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0808    0.4200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0027   -1.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4794   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4794   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3044   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4794    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7649    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6544   -0.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 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
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 13 22  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 28  1  0  0  0  0
M  END

     RDKit          3D

 69 70  0  0  0  0  0  0  0  0999 V2000
   -0.8027    1.2973    0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1722   -0.0951   -0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970   -1.0081    0.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4497   -0.5715   -1.3328 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3113    0.0245    0.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9423    0.8979   -0.5906 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8046    0.1681    1.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5502    0.5314    0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4116   -0.2921   -0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1290    0.3944   -0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7523   -0.3421   -1.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3566   -0.5226   -1.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582    0.2498   -0.8559 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8575    1.0249    0.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1096    1.1097    0.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0876    1.8151    1.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1475    0.7877    1.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8029    0.3415    0.2523 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2091   -0.0987    0.4402 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4318   -1.0625    1.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9813    1.1509    0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5954    1.2587    1.8737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0311    2.2317   -0.0888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7899   -0.5761   -0.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8666   -0.2904   -2.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5382   -0.9727   -1.7917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8869   -0.5686   -0.4908 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4511   -1.7998    0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0243    2.0450   -0.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6150    1.4133   -0.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2331    1.4682    1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7966   -0.5315    2.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1273   -1.8951    1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8332   -1.2973    0.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1481   -0.0124   -2.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5717   -1.5706   -1.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7547   -0.9934    0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3933    0.3981    1.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1691    0.4305   -1.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4588    1.0147    2.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2639   -0.7312    2.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8913    0.0669    1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8528    1.5898    0.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3365    0.0687   -1.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4853   -0.2292   -0.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1231   -1.3552   -0.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5310   -0.8762   -1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1842   -1.6357   -1.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3965   -0.2344   -2.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0395    1.0305   -1.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4225    1.7399    1.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941    2.5181    0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4099    2.2677    1.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5831   -0.0406    2.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8518    1.1741    2.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8727    1.2806   -0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6750   -1.0226    2.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4083   -0.8334    2.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6007   -2.0659    1.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8048    2.8575   -0.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7743   -0.1204   -1.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9597   -1.6851   -0.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7652    0.7877   -2.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204   -0.7609   -2.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7239   -2.0634   -1.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033   -0.7265   -2.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5285   -1.7054    0.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2914   -2.6068   -0.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2261   -2.2411    0.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 27  1  0
 27 28  1  1
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24 19  1  0
 19 20  1  0
 19 21  1  1
 21 23  1  0
 21 22  2  0
 14 15  2  0
 15 10  1  0
 27 13  1  0
 19 18  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  6
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  6
 28 67  1  0
 28 68  1  0
 28 69  1  0
 26 65  1  0
 26 66  1  0
 25 63  1  0
 25 64  1  0
 24 61  1  0
 24 62  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 23 60  1  0
 15 51  1  0
M  END


  Mrv1533004261506262D          

 28 29  0  0  0  0            999 V2000
    3.2973   -1.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8848   -0.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2973    0.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0598   -0.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6473   -1.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8223   -1.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098   -0.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8223    0.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6473    0.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098    1.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4152    1.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8277    0.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4152   -0.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8277   -1.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6527   -1.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0652   -0.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6527    0.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6815    1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3524    0.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3236    1.6319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0808    0.4200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0027   -1.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4794   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4794   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3044   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4794    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7649    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6544   -0.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 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
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 13 22  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0171605

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(N)CO.CC(C)C1=CCC2C(CCC3C2(C)CCCC3(C)C(O)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O2.C4H11NO/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22;1-4(2,5)3-6/h6,12-13,16-17H,5,7-11H2,1-4H3,(H,21,22);6H,3,5H2,1-2H3

> <INCHI_KEY>
FYKCISRKXFIEQD-UHFFFAOYSA-N

> <FORMULA>
C24H41NO3

> <MOLECULAR_WEIGHT>
391.596

> <EXACT_MASS>
391.308644184

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
36.03070097524078

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,9,10,10a-decahydrophenanthrene-1-carboxylic acid; 2-amino-2-methylpropan-1-ol

> <ALOGPS_LOGP>
5.32

> <JCHEM_LOGP>
4.952565060333334

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.58996114514059

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
91.21419999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-2-methyl-1-propanol; levopimaric acid

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       6.155  -1.976   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.385  -0.643   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.155   0.691   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.845  -0.643   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.075  -1.976   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.535  -1.976   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.765  -0.643   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.535   0.691   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.075   0.691   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.765   2.025   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.775   2.025   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.545   0.691   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.775  -0.643   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.545  -1.976   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.085  -1.976   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.855  -0.643   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.085   0.691   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.139   2.230   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.391   1.507   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.337   3.046   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -5.751   0.784   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.005  -1.976   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.095  -1.925   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.095  -0.385   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.635  -0.385   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.095   1.155   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      10.761   1.925   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0      10.555  -0.385   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12    7   14   22                                             
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18   19                                             
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   13                                                            
CONECT   23   24                                                            
CONECT   24   23   25   26   28                                             
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26                                                            
CONECT   28   24                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Value	Source
1,4a-Dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,9,10,10a-decahydrophenanthrene-1-carboxylate; 2-amino-2-methylpropan-1-ol	Generator

Chemical Formula

C₂₄H₄₁NO₃

Average Mass

391.5960 Da

Monoisotopic Mass

391.30864 Da

IUPAC Name

1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,9,10,10a-decahydrophenanthrene-1-carboxylic acid; 2-amino-2-methylpropan-1-ol

Traditional Name

2-amino-2-methyl-1-propanol; levopimaric acid

CAS Registry Number

Not Available

SMILES

CC(C)(N)CO.CC(C)C1=CCC2C(CCC3C2(C)CCCC3(C)C(O)=O)=C1

InChI Identifier

InChI=1S/C20H30O2.C4H11NO/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22;1-4(2,5)3-6/h6,12-13,16-17H,5,7-11H2,1-4H3,(H,21,22);6H,3,5H2,1-2H3

InChI Key

FYKCISRKXFIEQD-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Apis mellifera	LOTUS Database	35616633
Calamus draco	LOTUS Database	35616633
Larix gmelini	LOTUS Database	35616633
Picea jezoensis	LOTUS Database	35616633
Pinus merkusii	LOTUS Database	35616633
Pinus nigra	LOTUS Database	35616633
Pinus pinaster	LOTUS Database	35616633
Pinus taeda	LOTUS Database	35616633

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

Abietane diterpenoid
Diterpenoid
Hydrophenanthrene
Phenanthrene
1,2-aminoalcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Carbonyl group
Amine
Hydrocarbon derivative
Primary alcohol
Primary amine
Aliphatic homopolycyclic compound

Molecular Framework

Not Available

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	5.32	ALOGPS
logP	4.95	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.59	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	91.21 m³·mol⁻¹	ChemAxon
Polarizability	36.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

221063

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-amino-2-methyl-1-propanol; levopimaric acid (NP0171605)

MOL for NP0171605 (2-amino-2-methyl-1-propanol; levopimaric acid)

3D MOL for NP0171605 (2-amino-2-methyl-1-propanol; levopimaric acid)

3D SDF for NP0171605 (2-amino-2-methyl-1-propanol; levopimaric acid)

3D-SDF for NP0171605 (2-amino-2-methyl-1-propanol; levopimaric acid)

PDB for NP0171605 (2-amino-2-methyl-1-propanol; levopimaric acid)

3D PDB for NP0171605 (2-amino-2-methyl-1-propanol; levopimaric acid)

SMILES for NP0171605 (2-amino-2-methyl-1-propanol; levopimaric acid)

INCHI for NP0171605 (2-amino-2-methyl-1-propanol; levopimaric acid)

Structure for NP0171605 (2-amino-2-methyl-1-propanol; levopimaric acid)

3D Structure for NP0171605 (2-amino-2-methyl-1-propanol; levopimaric acid)