NP-MRD: Showing NP-Card for 6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate (NP0259904)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 01:55:10 UTC

Updated at

2022-09-08 01:55:10 UTC

NP-MRD ID

NP0259904

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate

Description

4-Heptenoic acid, also known as 4-heptenoate, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. 4-Heptenoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 4-Heptenoic acid has been detected, but not quantified in, alcoholic beverages and fats and oils. 6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate is found in Physalis pubescens. This could make 4-heptenoic acid a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061307222D          

 38 44  0  0  0  0            999 V2000
    5.6974    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6955   -1.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2620    4.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1114    2.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7223   -0.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9537    1.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1492    3.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4601    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4498    0.0776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9895    3.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8683    0.0982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2646    1.1013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0216    0.1240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1365    1.9784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6805    0.2434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9664    3.1682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 14  1  1  0  0  0  0
 15  2  1  0  0  0  0
 16 11  1  0  0  0  0
 17  9  1  0  0  0  0
 17 16  1  0  0  0  0
 18 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21  7  1  0  0  0  0
 22  8  1  0  0  0  0
 23 11  1  0  0  0  0
 24 16  1  0  0  0  0
 24 19  1  0  0  0  0
 26  3  1  0  0  0  0
 26 10  1  0  0  0  0
 26 18  1  0  0  0  0
 26 24  1  0  0  0  0
 27  4  1  0  0  0  0
 27 13  1  0  0  0  0
 28  5  1  0  0  0  0
 28 17  1  0  0  0  0
 28 21  1  0  0  0  0
 29  6  1  0  0  0  0
 29 25  1  0  0  0  0
 29 27  1  0  0  0  0
 30 22  1  0  0  0  0
 30 23  1  0  0  0  0
 30 28  1  0  0  0  0
 31 15  2  0  0  0  0
 32 21  2  0  0  0  0
 33 22  1  0  0  0  0
 34 25  1  0  0  0  0
 35 15  1  0  0  0  0
 35 19  1  0  0  0  0
 36 20  1  0  0  0  0
 36 25  1  0  0  0  0
 37 23  1  0  0  0  0
 37 30  1  0  0  0  0
 38 27  1  0  0  0  0
 38 29  1  0  0  0  0
M  END

     RDKit          3D

 80 86  0  0  0  0  0  0  0  0999 V2000
    0.4332   -5.5990    0.8972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2509   -4.3904    1.4405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1109   -4.4472    2.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0884   -3.1624    0.9008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5149   -1.9377    1.3566 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6284   -1.0863    1.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1931   -0.5265    0.5034 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9894    0.6535    0.8573 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2497    1.7741    1.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9627    1.1720   -0.1750 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6928    0.0251   -0.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0289    0.4649   -1.4273 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5146   -0.3171   -2.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1341    1.8966   -1.6839 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7618    1.2990   -0.5898 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2750    1.3290   -0.5263 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0546    1.5627    0.7405 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0760    0.4051    1.5040 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7956    2.0595    0.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0572   -0.4747   -0.4269 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4600   -1.3583   -1.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2818    0.8152   -1.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7304    0.6748   -1.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5437    0.8172   -0.3461 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3539   -0.4661    0.4453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6407   -0.0912    1.8819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9020    0.6934    1.9685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7263    2.1433    1.6800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5530    1.2078    0.8726 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9916    1.5545    0.9202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7300    0.3553    1.0889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5252    2.3229   -0.2084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7826    2.6186   -1.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3891    2.1966   -1.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6532    2.8712   -2.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9935    1.0444   -0.5120 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6929   -0.1832   -1.1109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1282   -1.2178    0.1758 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4225   -5.7670    1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6697   -5.4728   -0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2186   -6.4730    0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2153   -2.2258    2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3878   -0.3144    2.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683   -1.7631    2.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9493   -1.3183    0.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6948    0.2611    1.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7562    2.1039    2.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3850    2.6922    0.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2286    1.5693    1.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4670    1.7182   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8646   -0.8278   -0.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1160   -0.3551   -1.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6220   -0.4106   -2.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0720   -1.3560   -2.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1848    0.1132   -3.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6356    1.3224   -1.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6019    0.3853   -0.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5911    2.2346    0.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6409    2.3201    1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2362    0.5756    2.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4093   -1.9414   -2.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2309   -2.0940   -1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8930   -0.7456   -2.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3356    1.0407   -1.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2984    1.7118   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8465    1.4378   -2.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8069   -0.3584   -1.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1255    1.6714    0.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2574   -1.1191    0.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8020   -1.0303    2.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8363    0.5310    2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4647    0.5678    2.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2591    2.1588    1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8627    0.1604    2.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5743    2.6256   -0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2364    3.2026   -2.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1973   -0.7839   -0.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4672    0.1120   -1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9428   -0.7818   -1.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4336   -2.0759   -0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5 38  1  0
 38 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 29 28  1  1
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  1  6
 36 24  1  0
 24 23  1  0
 23 22  1  0
 22 20  1  0
 20 21  1  6
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 17 19  1  0
 20  7  1  0
 19 10  1  0
 20 38  1  0
 15 12  1  0
 24 25  1  0
 29 27  1  0
 36 29  1  0
  9 47  1  0
  9 48  1  0
  9 49  1  0
  8 46  1  1
  7 45  1  6
  6 43  1  0
  6 44  1  0
  5 42  1  1
  1 39  1  0
  1 40  1  0
  1 41  1  0
 38 80  1  6
 25 69  1  6
 26 70  1  0
 26 71  1  0
 27 72  1  1
 30 73  1  1
 31 74  1  0
 32 75  1  0
 33 76  1  0
 37 77  1  0
 37 78  1  0
 37 79  1  0
 24 68  1  1
 23 66  1  0
 23 67  1  0
 22 64  1  0
 22 65  1  0
 21 61  1  0
 21 62  1  0
 21 63  1  0
 10 50  1  6
 11 51  1  0
 11 52  1  0
 13 53  1  0
 13 54  1  0
 13 55  1  0
 16 56  1  0
 16 57  1  0
 16 58  1  0
 17 59  1  1
 18 60  1  0
M  END


  Mrv0541 05061307222D          

 38 44  0  0  0  0            999 V2000
    5.6974    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6955   -1.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2620    4.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1114    2.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7223   -0.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9537    1.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1492    3.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4601    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4498    0.0776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9895    3.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8683    0.0982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2646    1.1013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0216    0.1240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1365    1.9784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6805    0.2434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9664    3.1682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 14  1  1  0  0  0  0
 15  2  1  0  0  0  0
 16 11  1  0  0  0  0
 17  9  1  0  0  0  0
 17 16  1  0  0  0  0
 18 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21  7  1  0  0  0  0
 22  8  1  0  0  0  0
 23 11  1  0  0  0  0
 24 16  1  0  0  0  0
 24 19  1  0  0  0  0
 26  3  1  0  0  0  0
 26 10  1  0  0  0  0
 26 18  1  0  0  0  0
 26 24  1  0  0  0  0
 27  4  1  0  0  0  0
 27 13  1  0  0  0  0
 28  5  1  0  0  0  0
 28 17  1  0  0  0  0
 28 21  1  0  0  0  0
 29  6  1  0  0  0  0
 29 25  1  0  0  0  0
 29 27  1  0  0  0  0
 30 22  1  0  0  0  0
 30 23  1  0  0  0  0
 30 28  1  0  0  0  0
 31 15  2  0  0  0  0
 32 21  2  0  0  0  0
 33 22  1  0  0  0  0
 34 25  1  0  0  0  0
 35 15  1  0  0  0  0
 35 19  1  0  0  0  0
 36 20  1  0  0  0  0
 36 25  1  0  0  0  0
 37 23  1  0  0  0  0
 37 30  1  0  0  0  0
 38 27  1  0  0  0  0
 38 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0259904

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C1CC(OC(C)=O)C2C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C)C1CC2(C)OC2(C)C(O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C30H42O8/c1-14(20-13-27(4)29(6,38-27)25(34)36-20)18-12-19(35-15(2)31)24-16-11-23-30(37-23)22(33)8-7-21(32)28(30,5)17(16)9-10-26(18,24)3/h7-8,14,16-20,22-25,33-34H,9-13H2,1-6H3

> <INCHI_KEY>
QYJHRILRWPBICK-UHFFFAOYSA-N

> <FORMULA>
C30H42O8

> <MOLECULAR_WEIGHT>
530.6497

> <EXACT_MASS>
530.28796832

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
57.688077242613396

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate

> <ALOGPS_LOGP>
2.50

> <JCHEM_LOGP>
2.6418646436666684

> <ALOGPS_LOGS>
-4.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.446203934886785

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.16701715039054

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4735884586704264

> <JCHEM_POLAR_SURFACE_AREA>
118.12000000000002

> <JCHEM_REFRACTIVITY>
136.15259999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.59e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      10.635   6.757   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.632  -2.121   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.403   5.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.422   7.650   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.707   4.799   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.008   3.753   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.675   4.257   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.151   2.809   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.223   5.071   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.738   5.342   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.169   0.996   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.698   2.635   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.686   6.335   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.215   5.330   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.682  -0.581   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.692   2.445   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.699   3.622   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.270   4.114   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.424   1.771   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.741   5.119   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.191   4.528   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.144   1.632   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.653   0.725   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.208   2.716   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.847   3.482   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.731   4.164   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.212   6.125   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.183   3.351   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.792   4.698   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.660   1.903   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      12.040   0.145   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       3.714   5.977   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       1.621   0.183   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      15.427   2.056   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       9.374   0.231   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      13.321   3.693   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       3.137   0.454   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      16.737   5.914   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   15                                                            
CONECT    3   26                                                            
CONECT    4   27                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7    8   21                                                       
CONECT    8    7   22                                                       
CONECT    9   10   17                                                       
CONECT   10    9   26                                                       
CONECT   11   16   23                                                       
CONECT   12   18   19                                                       
CONECT   13   20   27                                                       
CONECT   14    1   18   20                                                  
CONECT   15    2   31   35                                                  
CONECT   16   11   17   24                                                  
CONECT   17    9   16   28                                                  
CONECT   18   12   14   26                                                  
CONECT   19   12   24   35                                                  
CONECT   20   13   14   36                                                  
CONECT   21    7   28   32                                                  
CONECT   22    8   30   33                                                  
CONECT   23   11   30   37                                                  
CONECT   24   16   19   26                                                  
CONECT   25   29   34   36                                                  
CONECT   26    3   10   18   24                                             
CONECT   27    4   13   29   38                                             
CONECT   28    5   17   21   30                                             
CONECT   29    6   25   27   38                                             
CONECT   30   22   23   28   37                                             
CONECT   31   15                                                            
CONECT   32   21                                                            
CONECT   33   22                                                            
CONECT   34   25                                                            
CONECT   35   15   19                                                       
CONECT   36   20   25                                                       
CONECT   37   23   30                                                       
CONECT   38   27   29                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   88    0
END

View in JSmol

Synonyms

Value	Source
4-Heptenoate	Generator
(Z)-4-Heptenoic acid	HMDB
(Z)-Hept-4-enoic acid	HMDB
Hex-3-ene-1-carboxylic acid	HMDB
15-Acetoxy-5,6:22,26:24,25-triepoxy-4,26-dihydroxyergost-2-en-1-one, 9ci	HMDB
6-Hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetic acid	Generator
Physapubescin	MeSH

Chemical Formula

C₃₀H₄₂O₈

Average Mass

530.6497 Da

Monoisotopic Mass

530.28797 Da

IUPAC Name

6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate

Traditional Name

6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate

CAS Registry Number

Not Available

SMILES

CC(C1CC(OC(C)=O)C2C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C)C1CC2(C)OC2(C)C(O)O1

InChI Identifier

InChI=1S/C30H42O8/c1-14(20-13-27(4)29(6,38-27)25(34)36-20)18-12-19(35-15(2)31)24-16-11-23-30(37-23)22(33)8-7-21(32)28(30,5)17(16)9-10-26(18,24)3/h7-8,14,16-20,22-25,33-34H,9-13H2,1-6H3

InChI Key

QYJHRILRWPBICK-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, 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
Physalis pubescens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Unsaturated fatty acids (LMFA01030452 )

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	2.5	ALOGPS
logP	2.64	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	11.17	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	118.12 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	136.15 m³·mol⁻¹	ChemAxon
Polarizability	57.69 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0033793

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB011953

KNApSAcK ID

Not Available

Chemspider ID

4472020

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5312595

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate (NP0259904)

MOL for NP0259904 (6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate)

3D MOL for NP0259904 (6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate)

3D SDF for NP0259904 (6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate)

3D-SDF for NP0259904 (6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate)

PDB for NP0259904 (6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate)

3D PDB for NP0259904 (6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate)

SMILES for NP0259904 (6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate)

INCHI for NP0259904 (6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate)

Structure for NP0259904 (6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate)

3D Structure for NP0259904 (6-hydroxy-15-(1-{2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl}ethyl)-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-13-yl acetate)