NP-MRD: Showing NP-Card for Acutifloric acid (NP0083854)

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Record Information

Version

2.0

Created at

2022-04-29 04:46:04 UTC

Updated at

2022-04-29 04:46:04 UTC

NP-MRD ID

NP0083854

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Acutifloric acid

Description

4-[2-(5,5,8A-trimethyl-2-methylidene-decahydronaphthalen-1-yl)ethyl]-5',9'-dimethyl-15'-oxospiro[cyclohexane-1,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]Hexadecan]-3-ene-5'-carboxylic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Acutifloric acid is found in Xylopia acutiflora and Xylopia frutescens . 4-[2-(5,5,8A-trimethyl-2-methylidene-decahydronaphthalen-1-yl)ethyl]-5',9'-dimethyl-15'-oxospiro[cyclohexane-1,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]Hexadecan]-3-ene-5'-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171501582D          

 43 49  0  0  0  0            999 V2000
   -3.1666   -0.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4887   -1.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694   -1.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3219   -0.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8457   -0.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1909   -1.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3694   -1.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7147   -2.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1069   -2.3035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4521   -1.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2736   -1.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6189   -0.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4404   -0.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9167   -1.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5714   -2.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7499   -2.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3546   -0.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726    0.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7993   -0.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9672   -1.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7817   -1.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5336   -0.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3396   -0.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1449   -0.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3923   -1.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8344   -2.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5298   -2.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0291   -2.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4754   -2.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6601   -2.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3394   -1.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8817   -1.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4979   -1.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005   -2.7811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5181   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0197   -3.6068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7000   -3.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0599   -3.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -3.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8815   -3.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3577   -2.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0125   -1.7811    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
  2  4  1  0  0  0  0
  4  5  1  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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  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
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 21 32  1  0  0  0  0
 32 33  1  0  0  0  0
 18 33  1  0  0  0  0
 32 34  1  0  0  0  0
 15 34  1  0  0  0  0
 34 35  2  0  0  0  0
 27 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
  9 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
  2 43  1  0  0  0  0
  7 43  1  0  0  0  0
M  END

     RDKit          3D

103109  0  0  0  0  0  0  0  0999 V2000
   -4.5605   -1.0856   -3.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0614   -0.5064   -2.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9392    0.6586   -2.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9777    0.8095   -1.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4422    0.5400    0.0225 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.5372    0.7451    1.0176 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9508    1.4199    2.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4780    1.8000    0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3708   -0.4136    1.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9067   -1.7561    0.9547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9436   -1.7821   -0.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7761   -0.7910    0.0928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2973   -1.1678    1.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7369   -1.0297   -0.9330 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.7558    1.5761   -0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3298    0.5291    0.3715 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3728    0.3487    1.5547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9760   -0.1059    1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6128    0.9699    0.9734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8121    1.9816    1.6051 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6528   -0.0582    0.6707 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5355   -0.1552    1.8502 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9201   -0.6413    1.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5046    0.3452    0.5497 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7661    0.1531   -0.7345 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1805    1.2539   -1.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9670    0.2933    0.5015 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4466   -0.5606    1.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5677    1.6440    0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3130    2.2406    0.0025 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2995    2.2493    2.0243 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2964    0.1766   -0.6384 C   0  0  1  0  0  0  0  0  0  0  0  0
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 30 84  1  0
 30 85  1  0
 31 86  1  0
 31 87  1  0
 32 88  1  0
 32 89  1  0
 33 90  1  0
 33 91  1  0
 35 92  1  0
 35 93  1  0
 35 94  1  0
 38 95  1  0
 39 96  1  6
 40 97  1  0
 40 98  1  0
 41 99  1  0
 41100  1  0
  1 44  1  0
  1 45  1  0
  3 46  1  0
  3 47  1  0
  4 48  1  0
  4 49  1  0
  5 50  1  1
M  END


  Mrv1533004171501582D          

 43 49  0  0  0  0            999 V2000
   -3.1666   -0.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4887   -1.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694   -1.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3219   -0.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8457   -0.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1909   -1.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3694   -1.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7147   -2.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1069   -2.3035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4521   -1.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2736   -1.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6189   -0.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4404   -0.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9167   -1.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5714   -2.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7499   -2.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3546   -0.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726    0.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7993   -0.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9672   -1.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7817   -1.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5336   -0.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3396   -0.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1449   -0.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3923   -1.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8344   -2.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5298   -2.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0291   -2.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4754   -2.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6601   -2.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3394   -1.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8817   -1.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4979   -1.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005   -2.7811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5181   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0197   -3.6068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7000   -3.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0599   -3.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -3.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8815   -3.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3577   -2.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0125   -1.7811    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
  2  4  1  0  0  0  0
  4  5  1  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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  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
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 21 32  1  0  0  0  0
 32 33  1  0  0  0  0
 18 33  1  0  0  0  0
 32 34  1  0  0  0  0
 15 34  1  0  0  0  0
 34 35  2  0  0  0  0
 27 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
  9 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
  2 43  1  0  0  0  0
  7 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0083854

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CCCC2(C)C(CCC3=CCC4(CC3)C3CC5(CCC6C(C)(CCCC6(C)C(O)=O)C5CC3)C4=O)C(=C)CCC12

> <INCHI_IDENTIFIER>
InChI=1S/C40H60O3/c1-26-9-13-30-35(2,3)18-7-19-36(30,4)29(26)12-10-27-15-22-39(23-16-27)28-11-14-32-37(5)20-8-21-38(6,34(42)43)31(37)17-24-40(32,25-28)33(39)41/h15,28-32H,1,7-14,16-25H2,2-6H3,(H,42,43)

> <INCHI_KEY>
UIJURYQMPJCWOS-UHFFFAOYSA-N

> <FORMULA>
C40H60O3

> <MOLECULAR_WEIGHT>
588.917

> <EXACT_MASS>
588.454245792

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
103

> <JCHEM_AVERAGE_POLARIZABILITY>
71.11011994547582

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[2-(5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)ethyl]-5',9'-dimethyl-15'-oxospiro[cyclohexane-1,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-3-ene-5'-carboxylic acid

> <ALOGPS_LOGP>
7.60

> <JCHEM_LOGP>
10.368235830666666

> <ALOGPS_LOGS>
-6.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.508535461070022

> <JCHEM_PKA_STRONGEST_BASIC>
-7.620582792934577

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
174.8799

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.47e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[2-(5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl)ethyl]-5',9'-dimethyl-15'-oxospiro[cyclohexane-1,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-3-ene-5'-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -5.911  -1.190   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.646  -2.067   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.730  -3.161   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -0.669   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.468  -0.527   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.579  -1.785   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.223  -3.183   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.690  -3.042   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -4.441   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.199  -4.300   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.844  -2.901   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.377  -2.760   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.022  -1.361   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.556  -1.220   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.445  -2.478   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.800  -3.876   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.266  -4.017   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.262  -1.084   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.415   0.052   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.959  -0.357   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.272  -1.949   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.792  -2.284   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.329  -0.816   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.834  -1.150   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.337  -1.484   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.799  -2.953   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.758  -4.088   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.056  -4.916   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.254  -3.753   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.221  -4.910   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.699  -4.580   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.100  -3.105   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.246  -2.057   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.529  -3.696   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.161  -5.191   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      12.167  -5.510   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      13.104  -6.733   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      10.640  -5.710   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -1.979  -5.840   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -1.090  -7.097   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -3.512  -5.981   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -4.401  -4.723   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -3.757  -3.325   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   43                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   43                                             
CONECT    8    7                                                            
CONECT    9    7   10   39                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18   34                                             
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15   19   33                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   32                                                  
CONECT   22   21   23   24   29                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29   36                                             
CONECT   28   27                                                            
CONECT   29   27   22   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   21   33   34                                             
CONECT   33   32   18                                                       
CONECT   34   32   15   35                                                  
CONECT   35   34                                                            
CONECT   36   27   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39    9   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42    2    7                                                  
MASTER        0    0    0    0    0    0    0    0   43    0   98    0
END

View in JSmol

Synonyms

Value	Source
4-[2-(5,5,8a-Trimethyl-2-methylidene-decahydronaphthalen-1-yl)ethyl]-5',9'-dimethyl-15'-oxospiro[cyclohexane-1,14'-tetracyclo[11.2.1.0,.0,]hexadecan]-3-ene-5'-carboxylate	Generator
4-[2-(5,5,8a-Trimethyl-2-methylidene-decahydronaphthalen-1-yl)ethyl]-5',9'-dimethyl-15'-oxospiro[cyclohexane-1,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-3-ene-5'-carboxylate	Generator

Chemical Formula

C₄₀H₆₀O₃

Average Mass

588.9170 Da

Monoisotopic Mass

588.45425 Da

IUPAC Name

4-[2-(5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)ethyl]-5',9'-dimethyl-15'-oxospiro[cyclohexane-1,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-3-ene-5'-carboxylic acid

Traditional Name

4-[2-(5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl)ethyl]-5',9'-dimethyl-15'-oxospiro[cyclohexane-1,14'-tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan]-3-ene-5'-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1(C)CCCC2(C)C(CCC3=CCC4(CC3)C3CC5(CCC6C(C)(CCCC6(C)C(O)=O)C5CC3)C4=O)C(=C)CCC12

InChI Identifier

InChI=1S/C40H60O3/c1-26-9-13-30-35(2,3)18-7-19-36(30,4)29(26)12-10-27-15-22-39(23-16-27)28-11-14-32-37(5)20-8-21-38(6,34(42)43)31(37)17-24-40(32,25-28)33(39)41/h15,28-32H,1,7-14,16-25H2,2-6H3,(H,42,43)

InChI Key

UIJURYQMPJCWOS-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Xylopia acutiflora	Plant	KNApSAcK
Xylopia frutescens	Plant	KNApSAcK

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
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

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	7.6	ALOGPS
logP	10.37	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	4.51	ChemAxon
pKa (Strongest Basic)	-7.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	174.88 m³·mol⁻¹	ChemAxon
Polarizability	71.11 Å³	ChemAxon
Number of Rings	7	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Acutifloric acid (NP0083854)

MOL for NP0083854 (Acutifloric acid)

3D MOL for NP0083854 (Acutifloric acid)

3D SDF for NP0083854 (Acutifloric acid)

3D-SDF for NP0083854 (Acutifloric acid)

PDB for NP0083854 (Acutifloric acid)

3D PDB for NP0083854 (Acutifloric acid)

SMILES for NP0083854 (Acutifloric acid)

INCHI for NP0083854 (Acutifloric acid)

Structure for NP0083854 (Acutifloric acid)

3D Structure for NP0083854 (Acutifloric acid)