NP-MRD: Showing NP-Card for Castaneiolide (NP0084625)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 05:18:48 UTC

Updated at

2022-04-29 05:18:48 UTC

NP-MRD ID

NP0084625

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Castaneiolide

Description

Methylthiomethyl butyrate, also known as fema 3879 or methyl 2-methylthiobutyrate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Methylthiomethyl butyrate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Methylthiomethyl butyrate is a fruity, metallic, and musty tasting compound. Castaneiolide is found in Macrophoma castaneicola. Outside of the human body,.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061308072D          

 30 32  0  0  0  0            999 V2000
   -2.5486   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6642   -1.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8342   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8615   -1.2165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1197   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6249   -0.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3092   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8221   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8805   -0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1127   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2930   -0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4807   -2.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6557   -2.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0682    0.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8434   -0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7850    0.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7356   -2.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4008   -2.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0394    0.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2559   -0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737    0.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0395    0.4998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5203   -3.2183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6161   -3.2183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6895    1.4931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932   -1.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2464    1.2126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0682   -3.4483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  6  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  2  0  0  0  0
 16 13  2  0  0  0  0
 17 16  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22  9  1  0  0  0  0
 22 11  1  0  0  0  0
 22 17  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  2  0  0  0  0
 25 19  2  0  0  0  0
 26 20  2  0  0  0  0
 27 21  2  0  0  0  0
 28 22  1  0  0  0  0
 29 18  1  0  0  0  0
 29 21  1  0  0  0  0
 30 19  1  0  0  0  0
 30 20  1  0  0  0  0
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
   -5.3345    1.8802    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8724    0.6168   -0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3486   -0.6646    0.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9045   -0.9972   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9222   -0.1163    0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4239   -0.4869    0.2460 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1575   -1.7414    0.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1903   -2.7527    0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0920   -2.5419    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7513   -3.7841   -0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9298   -3.9357   -0.5543 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8736   -4.7854    0.1481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3121   -4.2080    0.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2995   -4.9070    0.8959 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4539   -1.1496    0.0036 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4399   -0.7196    1.2679 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2710   -0.3033   -0.7846 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5631   -0.8983   -2.0417 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5812    0.1694   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2414    1.0400   -1.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6037    1.5281   -0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4025    2.3341    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2968    0.8929   -1.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4343    1.2514    0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6268    0.7460    0.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9993    1.5795    1.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9575    1.4719    2.5882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1068    2.6261    1.9006 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7787    2.4359    0.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7727    3.2496    0.6807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6863    2.4012   -0.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9454    1.8352    1.1168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2269    2.5974    0.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9854    0.5908   -0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8047    0.6888   -1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5915   -0.6739    1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0228   -1.4707   -0.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8045   -0.9643   -1.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8515   -2.0847    0.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0784    0.9285    0.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1474   -0.0759    1.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4771   -0.5819   -0.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1418   -2.2564    0.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8434   -1.4804    1.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6379   -0.9821   -0.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0399   -0.0621    1.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4085   -1.3914   -1.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2157   -0.7201   -0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5922    0.7559    0.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6579    1.9884   -1.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3957    0.4767   -2.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9342    2.2756   -1.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3333    0.7267   -0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2884    1.6758    1.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4891    2.9422    0.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2995    2.9945    0.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5611    0.3726   -1.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7237    1.6636   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 17 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 25  6  1  0
 13  8  1  0
 29 24  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  6
  7 43  1  0
  7 44  1  0
 15 45  1  6
 16 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 22 56  1  0
 23 57  1  0
 23 58  1  0
M  END


  Mrv0541 05061308072D          

 30 32  0  0  0  0            999 V2000
   -2.5486   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6642   -1.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8342   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8615   -1.2165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1197   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6249   -0.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3092   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8221   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8805   -0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1127   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2930   -0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4807   -2.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6557   -2.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0682    0.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8434   -0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7850    0.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7356   -2.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4008   -2.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0394    0.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2559   -0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737    0.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0395    0.4998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5203   -3.2183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6161   -3.2183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6895    1.4931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932   -1.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2464    1.2126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0682   -3.4483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  6  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  2  0  0  0  0
 16 13  2  0  0  0  0
 17 16  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22  9  1  0  0  0  0
 22 11  1  0  0  0  0
 22 17  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  2  0  0  0  0
 25 19  2  0  0  0  0
 26 20  2  0  0  0  0
 27 21  2  0  0  0  0
 28 22  1  0  0  0  0
 29 18  1  0  0  0  0
 29 21  1  0  0  0  0
 30 19  1  0  0  0  0
 30 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084625

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC1CC2=C(C(O)C(O)(CCCC)CC3=C1C(=O)OC3=O)C(=O)OC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O8/c1-3-5-7-8-12-10-13-16(21(27)29-18(13)24)17(23)22(28,9-6-4-2)11-14-15(12)20(26)30-19(14)25/h12,17,23,28H,3-11H2,1-2H3

> <INCHI_KEY>
RKHYCZRKSYBVGA-UHFFFAOYSA-N

> <FORMULA>
C22H28O8

> <MOLECULAR_WEIGHT>
420.4529

> <EXACT_MASS>
420.178417872

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
42.88153447986347

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-butyl-9,10-dihydroxy-2-pentyl-6,14-dioxatricyclo[10.3.0.0⁴,⁸]pentadeca-1(12),4(8)-diene-5,7,13,15-tetrone

> <ALOGPS_LOGP>
2.29

> <JCHEM_LOGP>
3.6709829839999997

> <ALOGPS_LOGS>
-3.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.538468162508632

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.96669469770594

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3956547986666292

> <JCHEM_POLAR_SURFACE_AREA>
127.2

> <JCHEM_REFRACTIVITY>
105.42199999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-butyl-9,10-dihydroxy-2-pentyl-6,14-dioxatricyclo[10.3.0.0⁴,⁸]pentadeca-1(12),4(8)-diene-5,7,13,15-tetrone

> <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      -4.757  -3.847   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.573  -2.626   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.424  -3.077   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.075  -2.271   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.090  -3.847   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.633  -0.795   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.756  -3.077   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.577  -3.847   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.135  -0.440   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.644  -1.561   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.810  -3.077   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.911  -3.077   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.414  -0.227   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.631  -4.067   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.091  -4.067   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.861   0.300   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.308  -0.227   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.465   0.987   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.106  -5.531   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.615  -5.531   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.807   1.839   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.078  -1.561   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.298   0.953   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.074   0.933   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.571  -6.007   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.150  -6.007   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.020   2.787   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       7.454  -2.252   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.327   2.264   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.861  -6.437   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    9                                                       
CONECT    7    5    8                                                       
CONECT    8    7   12                                                       
CONECT    9    6   22                                                       
CONECT   10   12   13                                                       
CONECT   11   14   22                                                       
CONECT   12    8   10   15                                                  
CONECT   13   10   16   18                                                  
CONECT   14   11   15   19                                                  
CONECT   15   12   14   20                                                  
CONECT   16   13   17   21                                                  
CONECT   17   16   22   23                                                  
CONECT   18   13   24   29                                                  
CONECT   19   14   25   30                                                  
CONECT   20   15   26   30                                                  
CONECT   21   16   27   29                                                  
CONECT   22    9   11   17   28                                             
CONECT   23   17                                                            
CONECT   24   18                                                            
CONECT   25   19                                                            
CONECT   26   20                                                            
CONECT   27   21                                                            
CONECT   28   22                                                            
CONECT   29   18   21                                                       
CONECT   30   19   20                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
Methylthiomethyl butyric acid	Generator
(Methylthio)methyl butyrate	HMDB
FEMA 3879	HMDB
Methyl 2-methylthiobutyrate	HMDB

Chemical Formula

C₂₂H₂₈O₈

Average Mass

420.4529 Da

Monoisotopic Mass

420.17842 Da

IUPAC Name

10-butyl-9,10-dihydroxy-2-pentyl-6,14-dioxatricyclo[10.3.0.0⁴,⁸]pentadeca-1(12),4(8)-diene-5,7,13,15-tetrone

Traditional Name

10-butyl-9,10-dihydroxy-2-pentyl-6,14-dioxatricyclo[10.3.0.0⁴,⁸]pentadeca-1(12),4(8)-diene-5,7,13,15-tetrone

CAS Registry Number

Not Available

SMILES

CCCCCC1CC2=C(C(O)C(O)(CCCC)CC3=C1C(=O)OC3=O)C(=O)OC2=O

InChI Identifier

InChI=1S/C22H28O8/c1-3-5-7-8-12-10-13-16(21(27)29-18(13)24)17(23)22(28,9-6-4-2)11-14-15(12)20(26)30-19(14)25/h12,17,23,28H,3-11H2,1-2H3

InChI Key

RKHYCZRKSYBVGA-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Macrophoma castaneicola	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Monothioacetal
Carboxylic acid ester
Sulfenyl compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	2.29	ALOGPS
logP	3.67	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	12.97	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	127.2 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	105.42 m³·mol⁻¹	ChemAxon
Polarizability	42.88 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

HMDB0038299

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB017628

KNApSAcK ID

Not Available

Chemspider ID

2286047

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3018539

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Castaneiolide (NP0084625)

MOL for NP0084625 (Castaneiolide)

3D MOL for NP0084625 (Castaneiolide)

3D SDF for NP0084625 (Castaneiolide)

3D-SDF for NP0084625 (Castaneiolide)

PDB for NP0084625 (Castaneiolide)

3D PDB for NP0084625 (Castaneiolide)

SMILES for NP0084625 (Castaneiolide)

INCHI for NP0084625 (Castaneiolide)

Structure for NP0084625 (Castaneiolide)

3D Structure for NP0084625 (Castaneiolide)