NP-MRD: Showing NP-Card for 3-{[(1s,4ar)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid (NP0155650)

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Record Information

Version

2.0

Created at

2022-09-02 12:45:05 UTC

Updated at

2022-09-02 12:45:05 UTC

NP-MRD ID

NP0155650

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-{[(1s,4ar)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid

Description

3-[[(1S,4aR)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy]-3-oxo-propanoic acid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 3-{[(1s,4ar)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid is found in Calceolaria pinifolia. Based on a literature review very few articles have been published on 3-[[(1S,4aR)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy]-3-oxo-propanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022214452D          

 27 29  0  0  1  0            999 V2000
   -5.8034    3.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9909    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7087    4.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4606    2.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7428    2.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2125    1.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4000    1.6765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1178    2.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6481    3.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3054    2.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572    1.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5269    0.5558    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9966    1.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980    0.5558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -0.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309    0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7599    0.5558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454   -0.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8091   -0.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6216   -0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1519    0.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8697    1.0445    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6822    0.9012    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  7 26  1  0  0  0  0
 12 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END

     RDKit          3D

 59 61  0  0  0  0  0  0  0  0999 V2000
   -5.6543    1.3720    2.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5694    0.0697    1.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5130    0.1218    0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1893   -0.1917    0.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5184   -1.3138    1.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2378   -1.6121    0.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5683   -0.7797   -0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2081    0.3485   -0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5118    0.6382   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6337    1.3539   -1.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1523    1.1813   -1.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4894    0.2891   -0.6238 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9778    0.2391   -0.8586 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3949    0.9042   -2.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6813    0.8241    0.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0317    0.8958    0.3744 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9981    1.5969   -0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7033    2.4632   -1.0703 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4434    1.3286    0.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5331    0.2679    1.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5979   -0.1629    1.6136 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3454   -0.3172    1.6144 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795   -1.1979   -0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9997   -2.0481    0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5370   -1.9894    0.4044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1883   -1.0421   -0.5105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2979   -1.7010   -1.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8408    2.1685    1.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7646    1.5845    2.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5460    1.3502    2.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8774   -0.7315    1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8975    0.2671   -0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0371   -0.8539   -0.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2046    0.9678    0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0129   -2.0018    1.9127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7370   -2.4893    1.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0434    1.5238   -0.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2038    1.2772   -2.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8687    2.3531   -0.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3142    2.1924   -1.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261    0.8959   -2.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3063    0.7915    0.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3487    1.9846   -2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4552    0.5845   -2.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8607    0.4498   -3.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3200    0.3131    1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2378    1.8806    0.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9124    2.2589    0.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0188    1.0254   -0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521   -1.2092    1.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6023   -1.1147   -0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3289   -1.6266   -1.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5793   -1.7312    1.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3607   -3.0873   -0.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1117   -3.0131    0.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3597   -1.7781    1.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0982   -1.1287   -2.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3690   -1.9307   -2.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1920   -2.7113   -1.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8 10  1  0
 10 11  1  0
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 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 22  1  0
 20 21  2  0
 13 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  6
  8  9  2  0
  9  4  1  0
 26  7  1  0
 26 12  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  3 32  1  0
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  5 35  1  0
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 24 54  1  0
 25 55  1  0
 25 56  1  0
 27 57  1  0
 27 58  1  0
 27 59  1  0
  9 37  1  0
M  END


  Mrv1652309022214452D          

 27 29  0  0  1  0            999 V2000
   -5.8034    3.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9909    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7087    4.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4606    2.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7428    2.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2125    1.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4000    1.6765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1178    2.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6481    3.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3054    2.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572    1.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5269    0.5558    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9966    1.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980    0.5558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -0.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309    0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7599    0.5558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454   -0.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8091   -0.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6216   -0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1519    0.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8697    1.0445    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6822    0.9012    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
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 17 19  1  0  0  0  0
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 20 22  1  0  0  0  0
 13 23  1  0  0  0  0
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 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  7 26  1  0  0  0  0
 12 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0155650

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=CC=C2C(CCC3[C@@](C)(COC(=O)CC(O)=O)CCC[C@@]23C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H32O4/c1-15(2)16-6-8-18-17(12-16)7-9-19-22(3,10-5-11-23(18,19)4)14-27-21(26)13-20(24)25/h6,8,12,15,19H,5,7,9-11,13-14H2,1-4H3,(H,24,25)/t19?,22-,23+/m1/s1

> <INCHI_KEY>
CTEBYFKLDQEMJB-XDQLBQEWSA-N

> <FORMULA>
C23H32O4

> <MOLECULAR_WEIGHT>
372.505

> <EXACT_MASS>
372.23005951

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
43.00886784663419

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[(1S,4aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid

> <ALOGPS_LOGP>
5.44

> <JCHEM_LOGP>
5.609654828666668

> <ALOGPS_LOGS>
-6.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.348159278059753

> <JCHEM_PKA_STRONGEST_BASIC>
-7.148938080600264

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
104.99709999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.61e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[(1S,4aR)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-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     -10.833   6.401   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.316   6.669   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.790   8.116   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.326   5.489   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.853   4.042   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.863   2.862   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.347   3.129   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.820   4.577   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.810   5.756   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.303   4.844   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.313   3.664   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.840   2.217   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.850   1.037   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.860   2.217   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.517   0.267   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.183   1.037   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.151   0.267   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.151  -1.273   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.484   1.037   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.818   0.267   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.152   1.037   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.818  -1.273   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -3.377  -0.410   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.894  -0.677   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.883   0.503   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.357   1.950   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.873   1.682   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   26                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   26                                                  
CONECT   13   12   14   15   23                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   13   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25    7   12   27                                             
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
3-[[(1S,4AR)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy]-3-oxo-propanoate	Generator

Chemical Formula

C₂₃H₃₂O₄

Average Mass

372.5050 Da

Monoisotopic Mass

372.23006 Da

IUPAC Name

3-{[(1S,4aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid

Traditional Name

3-{[(1S,4aR)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C1=CC=C2C(CCC3[C@@](C)(COC(=O)CC(O)=O)CCC[C@@]23C)=C1

InChI Identifier

InChI=1S/C23H32O4/c1-15(2)16-6-8-18-17(12-16)7-9-19-22(3,10-5-11-23(18,19)4)14-27-21(26)13-20(24)25/h6,8,12,15,19H,5,7,9-11,13-14H2,1-4H3,(H,24,25)/t19?,22-,23+/m1/s1

InChI Key

CTEBYFKLDQEMJB-XDQLBQEWSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Calceolaria pinifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Abietane diterpenoid
Diterpenoid
Hydrophenanthrene
Phenanthrene
Tetralin
Dicarboxylic acid or derivatives
Benzenoid
1,3-dicarbonyl compound
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	5.44	ALOGPS
logP	5.61	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	4.35	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	105 m³·mol⁻¹	ChemAxon
Polarizability	43.01 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

445221

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

510089

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-{[(1s,4ar)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid (NP0155650)

MOL for NP0155650 (3-{[(1s,4ar)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid)

3D MOL for NP0155650 (3-{[(1s,4ar)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid)

3D SDF for NP0155650 (3-{[(1s,4ar)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid)

3D-SDF for NP0155650 (3-{[(1s,4ar)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid)

PDB for NP0155650 (3-{[(1s,4ar)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid)

3D PDB for NP0155650 (3-{[(1s,4ar)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid)

SMILES for NP0155650 (3-{[(1s,4ar)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid)

INCHI for NP0155650 (3-{[(1s,4ar)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid)

Structure for NP0155650 (3-{[(1s,4ar)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid)

3D Structure for NP0155650 (3-{[(1s,4ar)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy}-3-oxopropanoic acid)