NP-MRD: Showing NP-Card for (3s)-5-[(1s,4ar,5r,8ar)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid (NP0234091)

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Record Information

Version

2.0

Created at

2022-09-06 15:56:20 UTC

Updated at

2022-09-06 15:56:20 UTC

NP-MRD ID

NP0234091

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s)-5-[(1s,4ar,5r,8ar)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid

Description

(3S)-5-[(1S,4aR,5R,8aR)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-3-methylpentanoic acid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. (3s)-5-[(1s,4ar,5r,8ar)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid is found in Ericameria linearifolia. Based on a literature review very few articles have been published on (3S)-5-[(1S,4aR,5R,8aR)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-3-methylpentanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062217562D          

 30 31  0  0  1  0            999 V2000
   -4.8929    2.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3626    1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5501    1.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0198    0.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020    0.1433    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7717   -0.4887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2414    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572   -0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3428   -0.4887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283   -0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283   -1.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862   -0.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8006   -0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5151   -0.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296   -0.9012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5151    0.3363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0539   -1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8663   -1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3966   -0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1145    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9269   -0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6448    0.6320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4572    0.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7394   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5519   -0.4298    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0822    0.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8340   -1.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6465   -1.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9287   -2.1235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1768   -0.7163    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
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
M  END

     RDKit          3D

 68 69  0  0  0  0  0  0  0  0999 V2000
   -2.7800    1.8697    2.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6613    1.6494    1.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4381    2.0679    1.5593 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7633    1.8863    0.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7228    0.6731   -0.1536 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8778   -0.2490    0.0835 C   0  0  2  0  0  0  0  0  0  0  0  0
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    5.6664    1.1995   -1.0790 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6551   -0.8647   -0.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6595   -0.0181    0.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8935   -0.7536    0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0618   -1.9172    0.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8426   -0.1272    1.5155 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7889   -1.4982   -0.7154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4593   -1.9716   -1.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5795   -0.9137   -1.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6251   -0.0492   -0.1533 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7837   -0.9639    1.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6732    1.0082   -0.1672 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9768    0.7287   -0.7545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9527   -0.1512   -0.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2324   -0.1914   -0.9764 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8373    1.1521   -1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2198   -1.0984   -0.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4939   -1.2647   -0.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4518   -0.4949   -0.7358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6517   -2.2783   -1.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9429    0.9515    2.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4983    2.6527    2.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6971    2.2662    1.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3060    2.5513    2.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8170    2.8407    0.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6718    1.9443    1.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8278    1.0240   -1.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4558    0.0350    2.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4054   -1.5041    1.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1625    0.0755    1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1952    1.4257    0.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9683    0.7310   -1.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3352   -1.7374    0.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1102   -1.0693   -1.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1494    0.3079    1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9268    0.8627   -0.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5464    0.5199    2.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2511   -2.3194   -0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4540   -1.4878   -1.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0089   -2.7586   -0.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5492   -2.5286   -2.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5479   -1.4234   -1.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3582   -0.3515   -2.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5691   -1.7295    0.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0917   -1.6121    1.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1620   -0.4891    1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2366    1.8347   -0.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8099    0.3550   -1.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4838    1.7287   -0.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6295   -1.2347   -0.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2545    0.0563    0.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9957   -0.6921   -1.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3041    1.7778   -1.9086 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.4124   -2.1389   -2.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
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 20  5  1  0
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  1 31  1  0
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  1 33  1  0
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  7 38  1  0
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  7 40  1  0
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 27 66  1  0
 27 67  1  0
 30 68  1  0
M  END


  Mrv1652309062217562D          

 30 31  0  0  1  0            999 V2000
   -4.8929    2.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3626    1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5501    1.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0198    0.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020    0.1433    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7717   -0.4887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2414    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572   -0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3428   -0.4887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6283   -1.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2296   -0.9012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0539   -1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3966   -0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1145    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9269   -0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6448    0.6320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4572    0.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7394   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5519   -0.4298    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0822    0.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8340   -1.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6465   -1.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9287   -2.1235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1768   -0.7163    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
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
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 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0234091

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](CC[C@H]1C(C)=CC[C@H]2[C@](C)(COC(=O)CCC(O)=O)CCC[C@]12C)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H38O6/c1-16(14-21(27)28)6-8-18-17(2)7-9-19-23(3,12-5-13-24(18,19)4)15-30-22(29)11-10-20(25)26/h7,16,18-19H,5-6,8-15H2,1-4H3,(H,25,26)(H,27,28)/t16-,18-,19-,23-,24+/m0/s1

> <INCHI_KEY>
BSSGYOHVEPJDRQ-ZYNTZZCOSA-N

> <FORMULA>
C24H38O6

> <MOLECULAR_WEIGHT>
422.562

> <EXACT_MASS>
422.266838944

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
47.738094453803576

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-5-[(1S,4aR,5R,8aR)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-3-methylpentanoic acid

> <JCHEM_LOGP>
4.452702649666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.828852844440066

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.069888747087763

> <JCHEM_PKA_STRONGEST_BASIC>
-7.039713803502828

> <JCHEM_POLAR_SURFACE_AREA>
100.90000000000002

> <JCHEM_REFRACTIVITY>
113.98649999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-5-[(1S,4aR,5R,8aR)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -9.133   3.807   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.144   2.627   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.627   2.894   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.637   1.715   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.164   0.267   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.174  -0.912   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.184   0.267   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.840  -1.682   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.506  -0.912   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.173  -1.682   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.173  -3.222   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.161  -0.912   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.495  -1.682   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.828  -0.912   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.162  -1.682   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.828   0.628   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -5.701  -2.359   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -7.217  -2.627   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.207  -1.447   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.680   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -9.197  -0.267   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.670   1.180   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -10.187   0.912   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -10.714  -0.535   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -12.230  -0.802   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -13.220   0.377   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -12.757  -2.249   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -14.273  -2.517   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0     -14.800  -3.964   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0     -15.263  -1.337   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7    8   17                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    6   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    5   21   22                                             
CONECT   21   20                                                            
CONECT   22   20    2   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Value	Source
(3S)-5-[(1S,4AR,5R,8ar)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-3-methylpentanoate	Generator

Chemical Formula

C₂₄H₃₈O₆

Average Mass

422.5620 Da

Monoisotopic Mass

422.26684 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H](CC[C@H]1C(C)=CC[C@H]2[C@](C)(COC(=O)CCC(O)=O)CCC[C@]12C)CC(O)=O

InChI Identifier

InChI=1S/C24H38O6/c1-16(14-21(27)28)6-8-18-17(2)7-9-19-23(3,12-5-13-24(18,19)4)15-30-22(29)11-10-20(25)26/h7,16,18-19H,5-6,8-15H2,1-4H3,(H,25,26)(H,27,28)/t16-,18-,19-,23-,24+/m0/s1

InChI Key

BSSGYOHVEPJDRQ-ZYNTZZCOSA-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
Ericameria linearifolia	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

Diterpenoid
Labdane diterpenoid
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Carboxylic acid ester
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	4.45	ChemAxon
pKa (Strongest Acidic)	4.07	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

163049425

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s)-5-[(1s,4ar,5r,8ar)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid (NP0234091)

MOL for NP0234091 ((3s)-5-[(1s,4ar,5r,8ar)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid)

3D MOL for NP0234091 ((3s)-5-[(1s,4ar,5r,8ar)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid)

3D SDF for NP0234091 ((3s)-5-[(1s,4ar,5r,8ar)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid)

3D-SDF for NP0234091 ((3s)-5-[(1s,4ar,5r,8ar)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid)

PDB for NP0234091 ((3s)-5-[(1s,4ar,5r,8ar)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid)

3D PDB for NP0234091 ((3s)-5-[(1s,4ar,5r,8ar)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid)

SMILES for NP0234091 ((3s)-5-[(1s,4ar,5r,8ar)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid)

INCHI for NP0234091 ((3s)-5-[(1s,4ar,5r,8ar)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid)

Structure for NP0234091 ((3s)-5-[(1s,4ar,5r,8ar)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid)

3D Structure for NP0234091 ((3s)-5-[(1s,4ar,5r,8ar)-5-{[(3-carboxypropanoyl)oxy]methyl}-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid)