NP-MRD: Showing NP-Card for 3-{[(4ar,5s,6r,8ar)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid (NP0162489)

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Record Information

Version

2.0

Created at

2022-09-02 20:53:40 UTC

Updated at

2022-09-02 20:53:40 UTC

NP-MRD ID

NP0162489

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-{[(4ar,5s,6r,8ar)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid

Description

(5Alpha,8alpha,9S,10beta)-15,16-Epoxy-19-norcleroda-3,13(16),14-triene-4,18-diol 18-acetate 4-(3-hydroxy-3-oxopropanoate) belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Based on a literature review very few articles have been published on (5alpha,8alpha,9S,10beta)-15,16-Epoxy-19-norcleroda-3,13(16),14-triene-4,18-diol 18-acetate 4-(3-hydroxy-3-oxopropanoate).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022222532D          

 31 33  0  0  1  0            999 V2000
   -0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2448    3.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    3.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663    4.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0640    4.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8870    4.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1960    5.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5640    6.1644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1356    5.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  6  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  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  2  0  0  0  0
 11 20  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  6 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 63 65  0  0  0  0  0  0  0  0999 V2000
   -3.8865   -1.1192   -4.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0752   -0.3137   -3.3384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5978    0.6381   -2.7504 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3218    1.3095    1.9192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0597    1.7642    3.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2720    1.6688    3.8553 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1585    1.1889    3.0320 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6379    0.9529    1.8458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3752    0.3557   -0.1757 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5297    1.8369   -0.3584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6377    2.5668   -0.9842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8515    1.9315   -0.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9798    0.6124   -0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1643    0.1147    0.0940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4074   -0.0583    1.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4971    0.2528    2.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6659   -0.5857    2.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5323    0.6024    2.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7060    1.3739    1.2626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1227    0.8497    3.4486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4220   -1.1218   -5.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4071    0.7342   -2.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2878   -1.6286    0.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477   -2.0827   -0.8936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3949   -2.6584   -1.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0143   -2.7360    1.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2240   -2.5856   -0.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0777   -3.8375    0.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9870    0.3206   -2.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3828   -0.2936   -1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2617   -1.5071   -2.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1966   -0.2865    1.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4906   -0.8419    0.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8961    1.4745   -0.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6642    2.0850    0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1257    2.1366    3.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3547    1.9670    4.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1971    0.5491    0.9995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0619    0.2254    0.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4122    2.1487   -0.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6116    2.3503    0.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354    3.6270   -0.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6961    2.5521   -0.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1126   -1.2900    1.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4854   -1.0581    3.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4262    1.7845    3.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
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 17 16  2  0
 11  9  1  0
 16 15  1  0
 24  6  1  0
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 17 53  1  0
 16 52  1  0
M  END


  Mrv1652309022222532D          

 31 33  0  0  1  0            999 V2000
   -0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2448    3.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    3.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663    4.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  2  4  1  0  0  0  0
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  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
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 11 12  1  1  0  0  0
 11 13  1  6  0  0  0
 13 14  1  0  0  0  0
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 17 18  1  0  0  0  0
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 15 19  2  0  0  0  0
 11 20  1  0  0  0  0
  6 20  1  0  0  0  0
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  6 24  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0162489

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@]2(COC(C)=O)[C@H](CCC=C2OC(=O)CC(O)=O)[C@@]1(C)CCC1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O7/c1-16-7-11-24(15-30-17(2)25)19(23(16,3)10-8-18-9-12-29-14-18)5-4-6-20(24)31-22(28)13-21(26)27/h6,9,12,14,16,19H,4-5,7-8,10-11,13,15H2,1-3H3,(H,26,27)/t16-,19-,23+,24+/m1/s1

> <INCHI_KEY>
YZZJJGRASNXMNN-QLCLTIAVSA-N

> <FORMULA>
C24H32O7

> <MOLECULAR_WEIGHT>
432.513

> <EXACT_MASS>
432.21480337

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
46.360033829917604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{[(4aR,5S,6R,8aR)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid

> <ALOGPS_LOGP>
4.74

> <JCHEM_LOGP>
3.9348213056666657

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.95742442650671

> <JCHEM_PKA_STRONGEST_BASIC>
-2.78410789443783

> <JCHEM_POLAR_SURFACE_AREA>
103.04

> <JCHEM_REFRACTIVITY>
113.39149999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.13e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[(4aR,5S,6R,8aR)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667  -1.540   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       1.334   0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.000   3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.324   6.570   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.344   6.570   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.870   8.017   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.119   9.197   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.656   9.089   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.233  10.517   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.053  11.507   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.253  10.691   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.001   0.770   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.335  -1.540   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.336   0.770   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.002  -1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   20   24                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   20                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   15                                                       
CONECT   20   11    6   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23    6   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
(5a,8a,9S,10b)-15,16-Epoxy-19-norcleroda-3,13(16),14-triene-4,18-diol 18-acetate 4-(3-hydroxy-3-oxopropanoate)	Generator
(5a,8a,9S,10b)-15,16-Epoxy-19-norcleroda-3,13(16),14-triene-4,18-diol 18-acetic acid 4-(3-hydroxy-3-oxopropanoic acid)	Generator
(5alpha,8alpha,9S,10beta)-15,16-Epoxy-19-norcleroda-3,13(16),14-triene-4,18-diol 18-acetic acid 4-(3-hydroxy-3-oxopropanoic acid)	Generator
(5Α,8α,9S,10β)-15,16-epoxy-19-norcleroda-3,13(16),14-triene-4,18-diol 18-acetate 4-(3-hydroxy-3-oxopropanoate)	Generator
(5Α,8α,9S,10β)-15,16-epoxy-19-norcleroda-3,13(16),14-triene-4,18-diol 18-acetic acid 4-(3-hydroxy-3-oxopropanoic acid)	Generator

Chemical Formula

C₂₄H₃₂O₇

Average Mass

432.5130 Da

Monoisotopic Mass

432.21480 Da

IUPAC Name

3-{[(4aR,5S,6R,8aR)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid

Traditional Name

3-{[(4aR,5S,6R,8aR)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@]2(COC(C)=O)[C@H](CCC=C2OC(=O)CC(O)=O)[C@@]1(C)CCC1=COC=C1

InChI Identifier

InChI=1S/C24H32O7/c1-16-7-11-24(15-30-17(2)25)19(23(16,3)10-8-18-9-12-29-14-18)5-4-6-20(24)31-22(28)13-21(26)27/h6,9,12,14,16,19H,4-5,7-8,10-11,13,15H2,1-3H3,(H,26,27)/t16-,19-,23+,24+/m1/s1

InChI Key

YZZJJGRASNXMNN-QLCLTIAVSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
1,3-dicarbonyl compound
Heteroaromatic compound
Furan
Enol ester
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	4.74	ALOGPS
logP	3.93	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	3.96	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	103.04 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	113.39 m³·mol⁻¹	ChemAxon
Polarizability	46.36 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

14845516

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-{[(4ar,5s,6r,8ar)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid (NP0162489)

MOL for NP0162489 (3-{[(4ar,5s,6r,8ar)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid)

3D MOL for NP0162489 (3-{[(4ar,5s,6r,8ar)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid)

3D SDF for NP0162489 (3-{[(4ar,5s,6r,8ar)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid)

3D-SDF for NP0162489 (3-{[(4ar,5s,6r,8ar)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid)

PDB for NP0162489 (3-{[(4ar,5s,6r,8ar)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid)

3D PDB for NP0162489 (3-{[(4ar,5s,6r,8ar)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid)

SMILES for NP0162489 (3-{[(4ar,5s,6r,8ar)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid)

INCHI for NP0162489 (3-{[(4ar,5s,6r,8ar)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid)

Structure for NP0162489 (3-{[(4ar,5s,6r,8ar)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid)

3D Structure for NP0162489 (3-{[(4ar,5s,6r,8ar)-8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy}-3-oxopropanoic acid)