NP-MRD: Showing NP-Card for Emericolin D (NP0005548)

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Record Information

Version

2.0

Created at

2020-12-09 02:46:07 UTC

Updated at

2021-07-15 16:52:19 UTC

NP-MRD ID

NP0005548

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Emericolin D

Provided By

NPAtlas

Description

Emericolin D belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. Emericolin D is found in Emericella and Aspergillus aurantiobrunneus. Based on a literature review very few articles have been published on Emericolin D.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118203D          

 63 66  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306242118203D          

 63 66  0  0  0  0            999 V2000
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   -2.2352    1.6679    0.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2698    2.2848    1.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9743    2.7431    2.4182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5966    2.4325    0.9028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0738    1.6994    1.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3050    1.2513    0.9033 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4685    0.1642   -0.0914 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9071   -0.2472   -0.0998 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6915    2.6456    2.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9189    3.1493    1.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7721    0.3385    3.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6722   -0.9202    2.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1590    0.1329    2.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6866    1.7470   -0.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9044   -0.1461   -0.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5210    0.7682   -1.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8674   -2.0423   -0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0231   -1.2891   -2.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221   -0.1960   -3.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9905   -0.5056   -3.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6873    0.9487   -2.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167   -2.3409   -2.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0249   -3.0341   -1.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0041   -2.6703    0.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -3.1403   -0.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2509   -0.5144    2.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3800   -2.2045    1.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1838   -1.5377    2.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8380   -2.2025   -0.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8424   -1.1554   -1.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8077   -0.3066   -2.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9690    1.7198   -1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3457    2.5008   -1.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8932    0.3759   -1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3736   -1.5778   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5646   -0.5580    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1772   -1.1196    1.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8575   -2.2786    0.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9631    3.3825    0.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1484    2.1647    2.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7896    1.0614    1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8550    2.1368    0.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2388    0.5892   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1451   -1.0035    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 20 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27  4  1  0  0  0  0
 27  7  1  0  0  0  0
 26 11  1  0  0  0  0
 18 14  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  3 30  1  0  0  0  0
  3 31  1  0  0  0  0
  3 32  1  0  0  0  0
  4 33  1  6  0  0  0
  5 34  1  0  0  0  0
  5 35  1  0  0  0  0
  6 36  1  0  0  0  0
  6 37  1  0  0  0  0
  8 38  1  0  0  0  0
  8 39  1  0  0  0  0
  8 40  1  0  0  0  0
  9 41  1  0  0  0  0
  9 42  1  0  0  0  0
 10 43  1  0  0  0  0
 10 44  1  0  0  0  0
 12 45  1  0  0  0  0
 12 46  1  0  0  0  0
 12 47  1  0  0  0  0
 13 48  1  0  0  0  0
 13 49  1  0  0  0  0
 14 50  1  6  0  0  0
 15 51  1  6  0  0  0
 16 52  1  0  0  0  0
 17 53  1  0  0  0  0
 18 54  1  6  0  0  0
 19 55  1  0  0  0  0
 19 56  1  0  0  0  0
 19 57  1  0  0  0  0
 23 58  1  0  0  0  0
 24 59  1  0  0  0  0
 25 60  1  0  0  0  0
 25 61  1  0  0  0  0
 26 62  1  6  0  0  0
 27 63  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0005548

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C([H])/C([H])([H])[C@@]2([H])[C@]3([H])[C@@]([H])(C(=C([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])[C@@]3(C([H])([H])[H])C([H])([H])C([H])([H])[C@]2(C([H])([H])[H])C([H])([H])[C@]2([H])[C@@]\1([H])C([H])=C([H])[C@]2([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H36O2/c1-15(2)17-10-11-24(4)12-13-25(5)14-20-16(3)6-7-18(20)19(23(26)27)8-9-21(25)22(17)24/h6-8,16-18,20-22H,1,9-14H2,2-5H3,(H,26,27)/b19-8+/t16-,17+,18-,20-,21-,22-,24-,25+/m0/s1

> <INCHI_KEY>
XYGOQXIIYXSIFJ-MROKGFDXSA-N

> <FORMULA>
C25H36O2

> <MOLECULAR_WEIGHT>
368.561

> <EXACT_MASS>
368.271530399

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
43.775972355083695

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,4S,7R,8E,11S,12S,13S,16S)-1,4,16-trimethyl-13-(prop-1-en-2-yl)tetracyclo[9.7.0.0^{3,7}.0^{12,16}]octadeca-5,8-diene-8-carboxylic acid

> <ALOGPS_LOGP>
5.35

> <JCHEM_LOGP>
5.935045790333333

> <ALOGPS_LOGS>
-5.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.048328206943383

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
112.30389999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.69e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,4S,7R,8E,11S,12S,13S,16S)-1,4,16-trimethyl-13-(prop-1-en-2-yl)tetracyclo[9.7.0.0^{3,7}.0^{12,16}]octadeca-5,8-diene-8-carboxylic acid

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 63 66  0  0  0  0  0  0  0  0999 V2000
    3.3533    2.3558    1.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4403    1.1217    1.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0434    0.0927    2.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9475    0.7774   -0.0479 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1299    0.1310   -0.7545 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6198   -1.2042   -1.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1384   -0.9367   -1.4295 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8218   -0.1363   -2.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3047   -2.1848   -1.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4690   -2.3165   -0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3957   -1.0600    0.1313 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7598   -1.2628    1.5428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4563   -1.1259   -0.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5991   -0.3017   -1.0510 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6207    1.1652   -0.8186 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0207    1.4773   -1.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7778    0.4358   -0.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9604   -0.7361   -0.5646 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0904   -1.2061    0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352    1.6679    0.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2698    2.2848    1.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9743    2.7431    2.4182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5966    2.4325    0.9028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0738    1.6994    1.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3050    1.2513    0.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    0.1642   -0.0914 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9071   -0.2472   -0.0998 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6915    2.6456    2.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9189    3.1493    1.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7721    0.3385    3.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6722   -0.9202    2.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1590    0.1329    2.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6866    1.7470   -0.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9044   -0.1461   -0.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5210    0.7682   -1.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8674   -2.0423   -0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0231   -1.2891   -2.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221   -0.1960   -3.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9905   -0.5056   -3.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6873    0.9487   -2.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167   -2.3409   -2.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0249   -3.0341   -1.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0041   -2.6703    0.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -3.1403   -0.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2509   -0.5144    2.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3800   -2.2045    1.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1838   -1.5377    2.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8380   -2.2025   -0.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8424   -1.1554   -1.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8077   -0.3066   -2.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9690    1.7198   -1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3457    2.5008   -1.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8932    0.3759   -1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3736   -1.5778   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5646   -0.5580    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1772   -1.1196    1.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8575   -2.2786    0.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9631    3.3825    0.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1484    2.1647    2.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7896    1.0614    1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8550    2.1368    0.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2388    0.5892   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1451   -1.0035    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 15 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27  4  1  0
 27  7  1  0
 26 11  1  0
 18 14  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  6
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 12 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  6
 15 51  1  6
 16 52  1  0
 17 53  1  0
 18 54  1  6
 19 55  1  0
 19 56  1  0
 19 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 25 61  1  0
 26 62  1  6
 27 63  1  1
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       3.353   2.356   1.809  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.440   1.122   1.335  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.043   0.093   2.224  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.947   0.777  -0.048  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.130   0.131  -0.755  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.620  -1.204  -1.315  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.138  -0.937  -1.430  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.822  -0.136  -2.630  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.305  -2.185  -1.388  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.469  -2.317  -0.168  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.396  -1.060   0.131  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.760  -1.263   1.543  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.456  -1.126  -0.893  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.599  -0.302  -1.051  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.621   1.165  -0.819  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.021   1.477  -1.068  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.778   0.436  -0.931  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.960  -0.736  -0.565  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.090  -1.206   0.816  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.235   1.668   0.481  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.270   2.285   1.274  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.974   2.743   2.418  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.597   2.433   0.903  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.074   1.699   1.159  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.305   1.251   0.903  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.469   0.164  -0.091  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.907  -0.247  -0.100  0.00  0.00           C+0
HETATM   28  H   UNK     0       3.692   2.646   2.788  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.919   3.149   1.197  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.772   0.339   3.284  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.672  -0.920   2.036  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.159   0.133   2.200  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.687   1.747  -0.528  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.904  -0.146  -0.015  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.521   0.768  -1.563  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.867  -2.042  -0.661  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.023  -1.289  -2.345  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.722  -0.196  -3.315  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.991  -0.506  -3.235  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.687   0.949  -2.467  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.717  -2.341  -2.310  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.025  -3.034  -1.363  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.004  -2.670   0.723  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.281  -3.140  -0.369  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.251  -0.514   2.115  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.380  -2.204   1.623  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.184  -1.538   2.103  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.838  -2.203  -0.875  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.842  -1.155  -1.857  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.808  -0.307  -2.191  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.969   1.720  -1.572  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.346   2.501  -1.352  0.00  0.00           H+0
HETATM   53  H   UNK     0      -5.893   0.376  -1.059  0.00  0.00           H+0
HETATM   54  H   UNK     0      -4.374  -1.578  -1.215  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.565  -0.558   1.543  0.00  0.00           H+0
HETATM   56  H   UNK     0      -5.177  -1.120   1.125  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.857  -2.279   0.950  0.00  0.00           H+0
HETATM   58  H   UNK     0      -4.963   3.382   0.802  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.148   2.165   2.132  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.790   1.061   1.874  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.855   2.137   0.457  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.239   0.589  -1.093  0.00  0.00           H+0
HETATM   63  H   UNK     0       2.145  -1.004   0.683  0.00  0.00           H+0
CONECT    1    2   28   29                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2   30   31   32                                             
CONECT    4    2    5   27   33                                             
CONECT    5    4    6   34   35                                             
CONECT    6    5    7   36   37                                             
CONECT    7    6    8    9   27                                             
CONECT    8    7   38   39   40                                             
CONECT    9    7   10   41   42                                             
CONECT   10    9   11   43   44                                             
CONECT   11   10   12   13   26                                             
CONECT   12   11   45   46   47                                             
CONECT   13   11   14   48   49                                             
CONECT   14   13   15   18   50                                             
CONECT   15   14   16   20   51                                             
CONECT   16   15   17   52                                                  
CONECT   17   16   18   53                                                  
CONECT   18   17   19   14   54                                             
CONECT   19   18   55   56   57                                             
CONECT   20   15   21   24                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   58                                                       
CONECT   24   20   25   59                                                  
CONECT   25   24   26   60   61                                             
CONECT   26   25   27   11   62                                             
CONECT   27   26    4    7   63                                             
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    3                                                            
CONECT   31    3                                                            
CONECT   32    3                                                            
CONECT   33    4                                                            
CONECT   34    5                                                            
CONECT   35    5                                                            
CONECT   36    6                                                            
CONECT   37    6                                                            
CONECT   38    8                                                            
CONECT   39    8                                                            
CONECT   40    8                                                            
CONECT   41    9                                                            
CONECT   42    9                                                            
CONECT   43   10                                                            
CONECT   44   10                                                            
CONECT   45   12                                                            
CONECT   46   12                                                            
CONECT   47   12                                                            
CONECT   48   13                                                            
CONECT   49   13                                                            
CONECT   50   14                                                            
CONECT   51   15                                                            
CONECT   52   16                                                            
CONECT   53   17                                                            
CONECT   54   18                                                            
CONECT   55   19                                                            
CONECT   56   19                                                            
CONECT   57   19                                                            
CONECT   58   23                                                            
CONECT   59   24                                                            
CONECT   60   25                                                            
CONECT   61   25                                                            
CONECT   62   26                                                            
CONECT   63   27                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  132    0
END

RDKit          3D

63 66  0  0  0  0  0  0  0  0999 V2000
    3.3533    2.3558    1.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4403    1.1217    1.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0434    0.0927    2.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9475    0.7774   -0.0479 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1299    0.1310   -0.7545 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6198   -1.2042   -1.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1384   -0.9367   -1.4295 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8218   -0.1363   -2.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3047   -2.1848   -1.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4690   -2.3165   -0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3957   -1.0600    0.1313 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7598   -1.2628    1.5428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4563   -1.1259   -0.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5991   -0.3017   -1.0510 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6207    1.1652   -0.8186 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0207    1.4773   -1.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7778    0.4358   -0.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9604   -0.7361   -0.5646 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0904   -1.2061    0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352    1.6679    0.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2698    2.2848    1.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9743    2.7431    2.4182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5966    2.4325    0.9028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0738    1.6994    1.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3050    1.2513    0.9033 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    0.1642   -0.0914 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9071   -0.2472   -0.0998 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6915    2.6456    2.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9189    3.1493    1.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7721    0.3385    3.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6722   -0.9202    2.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1590    0.1329    2.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6866    1.7470   -0.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9044   -0.1461   -0.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5210    0.7682   -1.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8674   -2.0423   -0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0231   -1.2891   -2.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221   -0.1960   -3.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9905   -0.5056   -3.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6873    0.9487   -2.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167   -2.3409   -2.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0249   -3.0341   -1.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0041   -2.6703    0.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -3.1403   -0.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2509   -0.5144    2.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3800   -2.2045    1.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1838   -1.5377    2.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8380   -2.2025   -0.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8424   -1.1554   -1.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8077   -0.3066   -2.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9690    1.7198   -1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3457    2.5008   -1.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8932    0.3759   -1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3736   -1.5778   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5646   -0.5580    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1772   -1.1196    1.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8575   -2.2786    0.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9631    3.3825    0.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1484    2.1647    2.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7896    1.0614    1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8550    2.1368    0.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2388    0.5892   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1451   -1.0035    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 15 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27  4  1  0
 27  7  1  0
 26 11  1  0
 18 14  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  6
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 12 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  6
 15 51  1  6
 16 52  1  0
 17 53  1  0
 18 54  1  6
 19 55  1  0
 19 56  1  0
 19 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 25 61  1  0
 26 62  1  6
 27 63  1  1
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(1R,3S,4S,7R,8E,11S,12S,13S,16S)-1,4,16-Trimethyl-13-(prop-1-en-2-yl)tetracyclo[9.7.0.0,.0,]octadeca-5,8-diene-8-carboxylate	Generator

Chemical Formula

C₂₅H₃₆O₂

Average Mass

368.5610 Da

Monoisotopic Mass

368.27153 Da

IUPAC Name

(1R,3S,4S,7R,8E,11S,12S,13S,16S)-1,4,16-trimethyl-13-(prop-1-en-2-yl)tetracyclo[9.7.0.0^{3,7}.0^{12,16}]octadeca-5,8-diene-8-carboxylic acid

Traditional Name

(1R,3S,4S,7R,8E,11S,12S,13S,16S)-1,4,16-trimethyl-13-(prop-1-en-2-yl)tetracyclo[9.7.0.0^{3,7}.0^{12,16}]octadeca-5,8-diene-8-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@H]1C=C[C@@H]2[C@H]1C[C@@]1(C)CC[C@]3(C)CC[C@@H]([C@H]3[C@@H]1C\C=C2\C(O)=O)C(C)=C

InChI Identifier

InChI=1S/C25H36O2/c1-15(2)17-10-11-24(4)12-13-25(5)14-20-16(3)6-7-18(20)19(23(26)27)8-9-21(25)22(17)24/h6-8,16-18,20-22H,1,9-14H2,2-5H3,(H,26,27)/b19-8+/t16-,17+,18-,20-,21-,22-,24-,25+/m0/s1

InChI Key

XYGOQXIIYXSIFJ-MROKGFDXSA-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
Emericella	NPAtlas	15497939
Emericella aurantiobrunnea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
Variecolin sesterterpenoid
Monocarboxylic acid or derivatives
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	5.35	ALOGPS
logP	5.94	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	5.05	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	112.3 m³·mol⁻¹	ChemAxon
Polarizability	43.78 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA000803

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4980919

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6480210

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Emericolin D (NP0005548)

MOL for NP0005548 (Emericolin D)

3D MOL for NP0005548 (Emericolin D)

3D SDF for NP0005548 (Emericolin D)

3D-SDF for NP0005548 (Emericolin D)

PDB for NP0005548 (Emericolin D)

3D PDB for NP0005548 (Emericolin D)

SMILES for NP0005548 (Emericolin D)

INCHI for NP0005548 (Emericolin D)

Structure for NP0005548 (Emericolin D)

3D Structure for NP0005548 (Emericolin D)