NP-MRD: Showing NP-Card for 3beta-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid (NP0037271)

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Record Information

Version

1.0

Created at

2021-06-20 20:14:01 UTC

Updated at

2021-06-30 00:09:22 UTC

NP-MRD ID

NP0037271

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3beta-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid

Provided By

JEOL Database JEOL Logo

Description

3-Beta-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 3beta-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid is found in Lagenaria siceraria. It was first documented in 2008 (PMID: 18310955). Based on a literature review very few articles have been published on 3-beta-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122143D          

 96101  0  0  0  0            999 V2000
    0.5662    2.4923    1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0785    1.5117    0.2094 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2365    2.3561   -1.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893    0.9591    0.5763 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3453    2.0506    0.9733 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6729    1.8874    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2149    0.9041    0.2822 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4443    3.0719    1.1947 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8996    4.1811    1.7190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6815    5.3475    2.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2600    6.0611    3.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9582    7.1925    3.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8013    5.8044    1.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6582   -0.4818    2.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

 96101  0  0  0  0  0  0  0  0999 V2000
    0.5662    2.4923    1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0785    1.5117    0.2094 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.6729    1.8874    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306202122143D          

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 18 61  1  0  0  0  0
 18 62  1  0  0  0  0
 43 94  1  0  0  0  0
 43 95  1  0  0  0  0
 42 93  1  0  0  0  0
 23 67  1  0  0  0  0
 23 68  1  0  0  0  0
 22 66  1  0  0  0  0
 40 90  1  0  0  0  0
 40 91  1  0  0  0  0
 40 92  1  0  0  0  0
  1 45  1  0  0  0  0
  1 46  1  0  0  0  0
  1 47  1  0  0  0  0
 20 63  1  0  0  0  0
 20 64  1  0  0  0  0
 20 65  1  0  0  0  0
 38 88  1  0  0  0  0
 38 89  1  0  0  0  0
 37 86  1  0  0  0  0
 37 87  1  0  0  0  0
 34 81  1  0  0  0  0
 34 82  1  0  0  0  0
 33 79  1  0  0  0  0
 33 80  1  0  0  0  0
 27 73  1  0  0  0  0
 27 74  1  0  0  0  0
 29 75  1  0  0  0  0
 29 76  1  0  0  0  0
 29 77  1  0  0  0  0
 36 83  1  0  0  0  0
 36 84  1  0  0  0  0
 36 85  1  0  0  0  0
 25 69  1  0  0  0  0
 25 70  1  0  0  0  0
 25 71  1  0  0  0  0
  3 48  1  0  0  0  0
  3 49  1  0  0  0  0
  3 50  1  0  0  0  0
 32 78  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037271

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]1(C([H])([H])[H])C([H])([H])C([H])([H])[C@]2(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]3(C4=C([H])C([H])([H])[C@]5([H])[C@](C4=C([H])C([H])([H])[C@@]3(C([H])([H])[H])[C@]2([H])C1([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]([H])(OC(=O)C(\[H])=C(/[H])C1=C([H])C([H])=C(O[H])C([H])=C1[H])C5(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C39H52O5/c1-34(2)29-14-13-28-27(37(29,5)18-17-31(34)44-32(41)15-10-25-8-11-26(40)12-9-25)16-19-39(7)30-24-36(4,33(42)43)21-20-35(30,3)22-23-38(28,39)6/h8-13,15-16,29-31,40H,14,17-24H2,1-7H3,(H,42,43)/b15-10+/t29-,30+,31-,35+,36+,37+,38+,39-/m0/s1

> <INCHI_KEY>
NOTQCQMXZCILJE-WYGBHMDXSA-N

> <FORMULA>
C39H52O5

> <MOLECULAR_WEIGHT>
600.84

> <EXACT_MASS>
600.381474774

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
96

> <JCHEM_AVERAGE_POLARIZABILITY>
71.00653520476936

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,4aS,6aS,8aR,10S,12aS,14aS,14bR)-10-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,14,14a,14b-octadecahydropicene-2-carboxylic acid

> <ALOGPS_LOGP>
8.37

> <JCHEM_LOGP>
8.919579348333333

> <ALOGPS_LOGS>
-6.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.398621075419952

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.58759140842045

> <JCHEM_PKA_STRONGEST_BASIC>
-5.9547318749738425

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
176.0231

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.65e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4aS,6aS,8aR,10S,12aS,14aS,14bR)-10-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-2,4a,6a,9,9,12a,14a-heptamethyl-1,3,4,5,6,8,8a,10,11,12,14,14b-dodecahydropicene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 96101  0  0  0  0  0  0  0  0999 V2000
    0.5662    2.4923    1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0785    1.5117    0.2094 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2365    2.3561   -1.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893    0.9591    0.5763 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3453    2.0506    0.9733 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6729    1.8874    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2149    0.9041    0.2822 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4443    3.0719    1.1947 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8996    4.1811    1.7190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6815    5.3475    2.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2600    6.0611    3.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9582    7.1925    3.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0753    7.6181    3.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7863    8.7157    3.3905 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4997    6.9352    1.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8013    5.8044    1.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4364   -0.0639    1.7089 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389   -1.2420    1.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0760   -0.8493    0.9969 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6582   -0.4818    2.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7203   -2.0384    0.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295   -3.3264    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0531   -4.5041   -0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440   -4.1226   -1.1672 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3857   -3.7078   -2.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0952   -5.3723   -1.4273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3997   -6.6487   -2.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4923   -6.9556   -3.5219 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3200   -8.4809   -3.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3577   -6.3052   -4.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627   -5.5145   -5.2356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1301   -6.6964   -3.9116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8457   -6.5568   -4.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3627   -5.2033   -3.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4700   -5.0889   -2.1235 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5038   -6.1484   -1.6335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0842   -3.7126   -1.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0980   -2.5652   -1.5804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9576   -2.8952   -0.5799 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6165   -3.1942    0.8039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9821   -1.7109   -0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2363   -0.4399   -0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3138    0.7218   -0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1129    0.2985   -0.0741 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2149    3.3739    1.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5374    2.0539    2.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4335    2.8711    1.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5488    1.7321   -1.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3018    2.8545   -1.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9901    3.1426   -0.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9066    0.4756   -0.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5151    2.9650    1.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8250    4.2567    1.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3865    5.7359    3.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6156    7.7221    4.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3794    9.0856    4.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3687    7.2840    1.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1390    5.2971    0.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1211    0.4085    2.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4471   -0.4386    1.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9988   -1.7610    0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5539   -1.9464    2.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0989    0.2208    2.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8061   -1.3741    2.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6488   -0.0500    2.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5693   -3.5957    1.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4905   -5.0785    0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2983   -5.1561   -0.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8213   -2.7771   -2.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0469   -3.5577   -3.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6389   -4.4554   -2.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3631   -5.6829   -0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8694   -7.4950   -1.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3557   -6.6890   -1.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1433   -9.0422   -3.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3886   -8.8484   -3.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2939   -8.7326   -4.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4765   -6.2031   -4.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6004   -7.3207   -3.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7839   -6.5412   -5.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7393   -4.4059   -4.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3530   -5.0505   -4.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6854   -6.0515   -0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4668   -6.0221   -2.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1715   -7.1765   -1.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8183   -3.4189   -2.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6758   -3.7956   -0.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6956   -2.2681   -2.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6811   -1.7064   -1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2548   -2.3568    1.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8863   -3.3398    1.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2434   -4.0891    0.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1667   -0.1776   -1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2803    1.2889   -1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7686    1.3735    0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -0.1777   -0.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0
  8  6  1  0
  6  5  1  0
  6  7  2  0
 13 14  1  0
 12 13  2  0
 42 41  2  0
 21 41  1  0
 26 27  1  0
 35 34  1  0
 34 33  1  0
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 21 22  2  0
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 41 39  1  0
 24 23  1  0
 23 22  1  0
 19 21  1  0
 17  4  1  0
 39 40  1  1
  4  5  1  0
  2  1  1  1
 19 20  1  1
 17 18  1  0
  4  2  1  0
 24 39  1  0
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 19 18  1  0
 19 44  1  0
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 39 38  1  0
 38 37  1  0
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 26 35  1  0
 44 43  1  0
 43 42  1  0
 13 15  1  0
 44 96  1  6
 15 16  2  0
 24 25  1  6
 16 10  1  0
  2  3  1  0
 10 11  2  0
 30 32  1  0
 11 12  1  0
 26 72  1  1
 10  9  1  0
 30 31  2  0
 12 55  1  0
 15 57  1  0
 16 58  1  0
 11 54  1  0
  9 53  1  0
  8 52  1  0
 14 56  1  0
 17 59  1  0
 17 60  1  0
  4 51  1  6
 18 61  1  0
 18 62  1  0
 43 94  1  0
 43 95  1  0
 42 93  1  0
 23 67  1  0
 23 68  1  0
 22 66  1  0
 40 90  1  0
 40 91  1  0
 40 92  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
 20 63  1  0
 20 64  1  0
 20 65  1  0
 38 88  1  0
 38 89  1  0
 37 86  1  0
 37 87  1  0
 34 81  1  0
 34 82  1  0
 33 79  1  0
 33 80  1  0
 27 73  1  0
 27 74  1  0
 29 75  1  0
 29 76  1  0
 29 77  1  0
 36 83  1  0
 36 84  1  0
 36 85  1  0
 25 69  1  0
 25 70  1  0
 25 71  1  0
  3 48  1  0
  3 49  1  0
  3 50  1  0
 32 78  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.566   2.492   1.288  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.079   1.512   0.209  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.236   2.356  -1.086  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.489   0.959   0.576  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.345   2.051   0.973  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.673   1.887   0.764  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.215   0.904   0.282  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.444   3.072   1.195  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.900   4.181   1.719  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.681   5.348   2.152  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.260   6.061   3.283  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.958   7.192   3.716  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.075   7.618   3.007  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.786   8.716   3.390  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.500   6.935   1.874  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.801   5.804   1.443  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.436  -0.064   1.709  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.539  -1.242   1.351  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.076  -0.849   0.997  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.658  -0.482   2.310  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.720  -2.038   0.380  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.330  -3.326   0.476  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.053  -4.504  -0.118  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.144  -4.123  -1.167  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.386  -3.708  -2.459  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.095  -5.372  -1.427  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.400  -6.649  -2.002  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.492  -6.956  -3.522  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.320  -8.481  -3.734  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.358  -6.305  -4.312  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.463  -5.515  -5.236  0.00  0.00           O+0
HETATM   32  O   UNK     0      -0.130  -6.696  -3.912  0.00  0.00           O+0
HETATM   33  C   UNK     0      -3.846  -6.557  -4.136  0.00  0.00           C+0
HETATM   34  C   UNK     0      -4.363  -5.203  -3.661  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.470  -5.089  -2.123  0.00  0.00           C+0
HETATM   36  C   UNK     0      -5.504  -6.148  -1.634  0.00  0.00           C+0
HETATM   37  C   UNK     0      -5.084  -3.713  -1.765  0.00  0.00           C+0
HETATM   38  C   UNK     0      -4.098  -2.565  -1.580  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.958  -2.895  -0.580  0.00  0.00           C+0
HETATM   40  C   UNK     0      -3.616  -3.194   0.804  0.00  0.00           C+0
HETATM   41  C   UNK     0      -1.982  -1.711  -0.321  0.00  0.00           C+0
HETATM   42  C   UNK     0      -2.236  -0.440  -0.687  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.314   0.722  -0.474  0.00  0.00           C+0
HETATM   44  C   UNK     0       0.113   0.299  -0.074  0.00  0.00           C+0
HETATM   45  H   UNK     0       1.215   3.374   1.359  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.537   2.054   2.284  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.434   2.871   1.057  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.549   1.732  -1.931  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.302   2.854  -1.363  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.990   3.143  -0.963  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.907   0.476  -0.319  0.00  0.00           H+0
HETATM   52  H   UNK     0       6.515   2.965   1.059  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.825   4.257   1.869  0.00  0.00           H+0
HETATM   54  H   UNK     0       4.386   5.736   3.845  0.00  0.00           H+0
HETATM   55  H   UNK     0       5.616   7.722   4.599  0.00  0.00           H+0
HETATM   56  H   UNK     0       7.379   9.086   4.191  0.00  0.00           H+0
HETATM   57  H   UNK     0       8.369   7.284   1.323  0.00  0.00           H+0
HETATM   58  H   UNK     0       7.139   5.297   0.543  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.121   0.409   2.645  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.447  -0.439   1.913  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.999  -1.761   0.498  0.00  0.00           H+0
HETATM   62  H   UNK     0       1.554  -1.946   2.193  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.099   0.221   2.928  0.00  0.00           H+0
HETATM   64  H   UNK     0      -0.806  -1.374   2.932  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.649  -0.050   2.138  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.569  -3.596   1.022  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.490  -5.079   0.708  0.00  0.00           H+0
HETATM   68  H   UNK     0      -0.298  -5.156  -0.573  0.00  0.00           H+0
HETATM   69  H   UNK     0      -0.821  -2.777  -2.348  0.00  0.00           H+0
HETATM   70  H   UNK     0      -2.047  -3.558  -3.310  0.00  0.00           H+0
HETATM   71  H   UNK     0      -0.639  -4.455  -2.729  0.00  0.00           H+0
HETATM   72  H   UNK     0      -3.363  -5.683  -0.406  0.00  0.00           H+0
HETATM   73  H   UNK     0      -2.869  -7.495  -1.478  0.00  0.00           H+0
HETATM   74  H   UNK     0      -1.356  -6.689  -1.676  0.00  0.00           H+0
HETATM   75  H   UNK     0      -3.143  -9.042  -3.277  0.00  0.00           H+0
HETATM   76  H   UNK     0      -1.389  -8.848  -3.288  0.00  0.00           H+0
HETATM   77  H   UNK     0      -2.294  -8.733  -4.801  0.00  0.00           H+0
HETATM   78  H   UNK     0       0.477  -6.203  -4.503  0.00  0.00           H+0
HETATM   79  H   UNK     0      -4.600  -7.321  -3.912  0.00  0.00           H+0
HETATM   80  H   UNK     0      -3.784  -6.541  -5.232  0.00  0.00           H+0
HETATM   81  H   UNK     0      -3.739  -4.406  -4.071  0.00  0.00           H+0
HETATM   82  H   UNK     0      -5.353  -5.051  -4.111  0.00  0.00           H+0
HETATM   83  H   UNK     0      -5.685  -6.051  -0.556  0.00  0.00           H+0
HETATM   84  H   UNK     0      -6.467  -6.022  -2.142  0.00  0.00           H+0
HETATM   85  H   UNK     0      -5.172  -7.176  -1.802  0.00  0.00           H+0
HETATM   86  H   UNK     0      -5.818  -3.419  -2.527  0.00  0.00           H+0
HETATM   87  H   UNK     0      -5.676  -3.796  -0.844  0.00  0.00           H+0
HETATM   88  H   UNK     0      -3.696  -2.268  -2.556  0.00  0.00           H+0
HETATM   89  H   UNK     0      -4.681  -1.706  -1.223  0.00  0.00           H+0
HETATM   90  H   UNK     0      -4.255  -2.357   1.113  0.00  0.00           H+0
HETATM   91  H   UNK     0      -2.886  -3.340   1.607  0.00  0.00           H+0
HETATM   92  H   UNK     0      -4.243  -4.089   0.795  0.00  0.00           H+0
HETATM   93  H   UNK     0      -3.167  -0.178  -1.180  0.00  0.00           H+0
HETATM   94  H   UNK     0      -1.280   1.289  -1.411  0.00  0.00           H+0
HETATM   95  H   UNK     0      -1.769   1.373   0.278  0.00  0.00           H+0
HETATM   96  H   UNK     0       0.535  -0.178  -0.977  0.00  0.00           H+0
CONECT    1    2   45   46   47                                             
CONECT    2    1    4   44    3                                             
CONECT    3    2   48   49   50                                             
CONECT    4   17    5    2   51                                             
CONECT    5    6    4                                                       
CONECT    6    8    5    7                                                  
CONECT    7    6                                                            
CONECT    8    9    6   52                                                  
CONECT    9    8   10   53                                                  
CONECT   10   16   11    9                                                  
CONECT   11   10   12   54                                                  
CONECT   12   13   11   55                                                  
CONECT   13   14   12   15                                                  
CONECT   14   13   56                                                       
CONECT   15   13   16   57                                                  
CONECT   16   15   10   58                                                  
CONECT   17    4   18   59   60                                             
CONECT   18   17   19   61   62                                             
CONECT   19   21   20   18   44                                             
CONECT   20   19   63   64   65                                             
CONECT   21   41   22   19                                                  
CONECT   22   21   23   66                                                  
CONECT   23   24   22   67   68                                             
CONECT   24   23   39   26   25                                             
CONECT   25   24   69   70   71                                             
CONECT   26   27   24   35   72                                             
CONECT   27   26   28   73   74                                             
CONECT   28   33   27   30   29                                             
CONECT   29   28   75   76   77                                             
CONECT   30   28   32   31                                                  
CONECT   31   30                                                            
CONECT   32   30   78                                                       
CONECT   33   34   28   79   80                                             
CONECT   34   35   33   81   82                                             
CONECT   35   34   36   37   26                                             
CONECT   36   35   83   84   85                                             
CONECT   37   38   35   86   87                                             
CONECT   38   39   37   88   89                                             
CONECT   39   41   40   24   38                                             
CONECT   40   39   90   91   92                                             
CONECT   41   42   21   39                                                  
CONECT   42   41   43   93                                                  
CONECT   43   44   42   94   95                                             
CONECT   44    2   19   43   96                                             
CONECT   45    1                                                            
CONECT   46    1                                                            
CONECT   47    1                                                            
CONECT   48    3                                                            
CONECT   49    3                                                            
CONECT   50    3                                                            
CONECT   51    4                                                            
CONECT   52    8                                                            
CONECT   53    9                                                            
CONECT   54   11                                                            
CONECT   55   12                                                            
CONECT   56   14                                                            
CONECT   57   15                                                            
CONECT   58   16                                                            
CONECT   59   17                                                            
CONECT   60   17                                                            
CONECT   61   18                                                            
CONECT   62   18                                                            
CONECT   63   20                                                            
CONECT   64   20                                                            
CONECT   65   20                                                            
CONECT   66   22                                                            
CONECT   67   23                                                            
CONECT   68   23                                                            
CONECT   69   25                                                            
CONECT   70   25                                                            
CONECT   71   25                                                            
CONECT   72   26                                                            
CONECT   73   27                                                            
CONECT   74   27                                                            
CONECT   75   29                                                            
CONECT   76   29                                                            
CONECT   77   29                                                            
CONECT   78   32                                                            
CONECT   79   33                                                            
CONECT   80   33                                                            
CONECT   81   34                                                            
CONECT   82   34                                                            
CONECT   83   36                                                            
CONECT   84   36                                                            
CONECT   85   36                                                            
CONECT   86   37                                                            
CONECT   87   37                                                            
CONECT   88   38                                                            
CONECT   89   38                                                            
CONECT   90   40                                                            
CONECT   91   40                                                            
CONECT   92   40                                                            
CONECT   93   42                                                            
CONECT   94   43                                                            
CONECT   95   43                                                            
CONECT   96   44                                                            
MASTER        0    0    0    0    0    0    0    0   96    0  202    0
END

RDKit          3D

96101  0  0  0  0  0  0  0  0999 V2000
    0.5662    2.4923    1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0785    1.5117    0.2094 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2365    2.3561   -1.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893    0.9591    0.5763 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3453    2.0506    0.9733 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6729    1.8874    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2149    0.9041    0.2822 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4443    3.0719    1.1947 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8996    4.1811    1.7190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6815    5.3475    2.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2600    6.0611    3.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9582    7.1925    3.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0753    7.6181    3.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7863    8.7157    3.3905 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4997    6.9352    1.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8013    5.8044    1.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4364   -0.0639    1.7089 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389   -1.2420    1.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0760   -0.8493    0.9969 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6582   -0.4818    2.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7203   -2.0384    0.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295   -3.3264    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0531   -4.5041   -0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440   -4.1226   -1.1672 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3857   -3.7078   -2.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0952   -5.3723   -1.4273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3997   -6.6487   -2.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4923   -6.9556   -3.5219 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3200   -8.4809   -3.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3577   -6.3052   -4.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627   -5.5145   -5.2356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1301   -6.6964   -3.9116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8457   -6.5568   -4.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3627   -5.2033   -3.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4700   -5.0889   -2.1235 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5038   -6.1484   -1.6335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0842   -3.7126   -1.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0980   -2.5652   -1.5804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9576   -2.8952   -0.5799 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6165   -3.1942    0.8039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9821   -1.7109   -0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2363   -0.4399   -0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3138    0.7218   -0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1129    0.2985   -0.0741 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2149    3.3739    1.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5374    2.0539    2.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4335    2.8711    1.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5488    1.7321   -1.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3018    2.8545   -1.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9901    3.1426   -0.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9066    0.4756   -0.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5151    2.9650    1.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8250    4.2567    1.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3865    5.7359    3.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6156    7.7221    4.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3794    9.0856    4.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3687    7.2840    1.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1390    5.2971    0.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1211    0.4085    2.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4471   -0.4386    1.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9988   -1.7610    0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5539   -1.9464    2.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0989    0.2208    2.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8061   -1.3741    2.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6488   -0.0500    2.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5693   -3.5957    1.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4905   -5.0785    0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2983   -5.1561   -0.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8213   -2.7771   -2.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0469   -3.5577   -3.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6389   -4.4554   -2.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3631   -5.6829   -0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8694   -7.4950   -1.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3557   -6.6890   -1.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1433   -9.0422   -3.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3886   -8.8484   -3.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2939   -8.7326   -4.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4765   -6.2031   -4.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6004   -7.3207   -3.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7839   -6.5412   -5.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7393   -4.4059   -4.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3530   -5.0505   -4.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6854   -6.0515   -0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4668   -6.0221   -2.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1715   -7.1765   -1.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8183   -3.4189   -2.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6758   -3.7956   -0.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6956   -2.2681   -2.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6811   -1.7064   -1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2548   -2.3568    1.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8863   -3.3398    1.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2434   -4.0891    0.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1667   -0.1776   -1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2803    1.2889   -1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7686    1.3735    0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -0.1777   -0.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0
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M  END

View in JSmol

Synonyms

Value	Source
3-b-O-(e)-Coumaroyl-d:c-friedooleana-7,9(11)-dien-29-Oate	Generator
3-b-O-(e)-Coumaroyl-d:c-friedooleana-7,9(11)-dien-29-Oic acid	Generator
3-beta-O-(e)-Coumaroyl-d:c-friedooleana-7,9(11)-dien-29-Oate	Generator
3-Β-O-(e)-coumaroyl-d:c-friedooleana-7,9(11)-dien-29-Oate	Generator
3-Β-O-(e)-coumaroyl-d:c-friedooleana-7,9(11)-dien-29-Oic acid	Generator

Chemical Formula

C₃₉H₅₂O₅

Average Mass

600.8400 Da

Monoisotopic Mass

600.38147 Da

IUPAC Name

(2R,4aS,6aS,8aR,10S,12aS,14aS,14bR)-10-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,14,14a,14b-octadecahydropicene-2-carboxylic acid

Traditional Name

(2R,4aS,6aS,8aR,10S,12aS,14aS,14bR)-10-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-2,4a,6a,9,9,12a,14a-heptamethyl-1,3,4,5,6,8,8a,10,11,12,14,14b-dodecahydropicene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)[C@]1(C([H])([H])[H])C([H])([H])C([H])([H])[C@]2(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]3(C4=C([H])C([H])([H])[C@]5([H])[C@](C4=C([H])C([H])([H])[C@@]3(C([H])([H])[H])[C@]2([H])C1([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]([H])(OC(=O)C(\[H])=C(/[H])C1=C([H])C([H])=C(O[H])C([H])=C1[H])C5(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C39H52O5/c1-34(2)29-14-13-28-27(37(29,5)18-17-31(34)44-32(41)15-10-25-8-11-26(40)12-9-25)16-19-39(7)30-24-36(4,33(42)43)21-20-35(30,3)22-23-38(28,39)6/h8-13,15-16,29-31,40H,14,17-24H2,1-7H3,(H,42,43)/b15-10+/t29-,30+,31-,35+,36+,37+,38+,39-/m0/s1

InChI Key

NOTQCQMXZCILJE-WYGBHMDXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lagenaria siceraria	JEOL database	Chen, C.-R., et al, Chem. Pharm. Bull. 56, 385 (2008)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Coumaric acid ester
Cinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
Hydroxycinnamic acid or derivatives
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:65663 )
cinnamate ester (CHEBI:65663 )
pentacyclic triterpenoid (CHEBI:65663 )

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	8.37	ALOGPS
logP	8.92	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	4.59	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	176.02 m³·mol⁻¹	ChemAxon
Polarizability	71.01 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	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

28532956

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

65663

Good Scents ID

Not Available

References

General References

Chen CR, Chen HW, Chang CI: D:C-friedooleanane-type triterpenoids from Lagenaria siceraria and their cytotoxic activity. Chem Pharm Bull (Tokyo). 2008 Mar;56(3):385-8. doi: 10.1248/cpb.56.385. [PubMed:18310955 ]
Chen, C.-R., et al. (2008). Chen, C.-R., et al, Chem. Pharm. Bull. 56, 385 (2008). Chem. Pharm. Bull..

Showing NP-Card for 3beta-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid (NP0037271)

MOL for NP0037271 (3beta-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid)

3D MOL for NP0037271 (3beta-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid)

3D SDF for NP0037271 (3beta-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid)

3D-SDF for NP0037271 (3beta-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid)

PDB for NP0037271 (3beta-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid)

3D PDB for NP0037271 (3beta-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid)

SMILES for NP0037271 (3beta-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid)

INCHI for NP0037271 (3beta-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid)

Structure for NP0037271 (3beta-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid)

3D Structure for NP0037271 (3beta-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid)