NP-MRD: Showing NP-Card for 7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0¹,¹³.0⁴,⁸]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate (NP0245290)

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Record Information

Version

1.0

Created at

2022-09-07 06:19:14 UTC

Updated at

2022-09-07 06:19:14 UTC

NP-MRD ID

NP0245290

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0¹,¹³.0⁴,⁸]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate

Description

7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0¹,¹³.0⁴,⁸]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate is found in Vernonia brachycalyx. Based on a literature review very few articles have been published on 7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0¹,¹³.0⁴,⁸]Heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072208192D          

 32 35  0  0  0  0            999 V2000
    3.3189    2.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9481    3.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010    4.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0302    4.8422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1244    3.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7537    4.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6716    2.7734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0423    2.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8940    2.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5983    1.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5826    2.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2821    2.2136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9324    1.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7253    1.9335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6504    0.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1119    0.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9349    0.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8259    0.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2649    0.2606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4816    0.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6935   -0.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8506   -0.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7561   -0.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0015    0.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7297    0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0272    1.1762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0821    1.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5092    2.5743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9006    2.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2258    2.8887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3872    1.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7510    0.7451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  4  0  0  0
 15 18  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 25 31  1  0  0  0  0
  8 31  1  0  0  0  0
 31 32  1  0  0  0  0
 22 32  1  0  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -4.7856   -1.0776    1.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5899   -1.3598    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7106   -1.9578   -0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8426   -2.1448    0.3545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3445   -1.1180   -0.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2388   -1.4103   -1.5185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2105   -0.5756    0.2219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9806   -0.3292   -0.4327 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1627   -1.0144    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3656   -1.6557    0.4466 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2390   -2.7252    1.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0523   -2.3250   -0.5973 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3967   -2.3495   -0.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1666   -3.2817   -0.7055 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7130   -1.1346    0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8779   -0.5654    0.4583 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0423   -1.1412   -0.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4664   -0.6687    1.0362 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5936   -0.8464    2.3865 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1017    0.6441    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1040    2.0499    0.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8115    2.5767    0.2615 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9465    3.9691   -0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743    2.3243    1.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3523    1.9546    0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7140    1.9711    0.5223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079    1.7800   -0.8231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2635    1.7381   -1.3140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8502    1.6353   -1.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6418    1.8466   -2.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8628    1.1907   -0.5467 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4096    1.6654   -0.7461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7209   -1.2652    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9746   -0.6436    2.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9617   -1.2223   -1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3964   -2.8822   -0.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3656   -2.8850   -0.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2399   -0.6518   -1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7507   -0.4062   -0.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1437   -0.8211    1.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2139   -3.1913    1.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4408   -3.4370    1.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9589   -2.2780    2.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0031    0.3344    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1150   -2.2242    0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9592   -1.0048   -1.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9666   -0.6614    0.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7930   -0.0113    2.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0498    0.5644    1.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2200    0.7536   -0.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0467    2.3443    2.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9138    2.6696    0.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6231    4.6515    0.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3417    4.1406   -1.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0120    4.1583   -0.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1728    2.4342    2.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4470    2.1677   -3.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649    1.7019   -3.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 15  2  0
 15 13  1  0
 13 14  2  0
 13 12  1  0
 12 10  1  0
 10 11  1  1
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  1  0
  8 31  1  0
 31 32  1  0
 32 22  1  0
 22 23  1  6
 22 21  1  0
 21 20  1  0
 20 18  1  0
 18 19  1  1
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  2  3
 18 15  1  0
 18 10  1  0
 25 31  1  0
 31 29  1  6
 17 45  1  0
 17 46  1  0
 17 47  1  0
 16 44  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
  9 39  1  0
  9 40  1  0
  8 38  1  6
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 21 51  1  0
 21 52  1  0
 20 49  1  0
 20 50  1  0
 19 48  1  0
 24 56  1  0
 30 57  1  0
 30 58  1  0
M  END


  Mrv1652309072208192D          

 32 35  0  0  0  0            999 V2000
    3.3189    2.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9481    3.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010    4.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0302    4.8422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1244    3.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7537    4.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6716    2.7734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0423    2.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8940    2.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5983    1.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5826    2.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2821    2.2136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9324    1.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7253    1.9335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6504    0.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1119    0.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9349    0.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8259    0.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2649    0.2606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4816    0.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6935   -0.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8506   -0.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7561   -0.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0015    0.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7297    0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0272    1.1762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0821    1.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5092    2.5743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9006    2.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2258    2.8887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3872    1.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7510    0.7451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  4  0  0  0
 15 18  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 25 31  1  0  0  0  0
  8 31  1  0  0  0  0
 31 32  1  0  0  0  0
 22 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0245290

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC=C1C(=O)OC2(C)CC(OC(=O)C(=C)CO)C34OC(C)(CCC12O)C=C3OC(=O)C4=C

> <INCHI_IDENTIFIER>
InChI=1S/C23H26O9/c1-6-14-19(27)31-21(5)10-16(29-17(25)12(2)11-24)23-13(3)18(26)30-15(23)9-20(4,32-23)7-8-22(14,21)28/h6,9,16,24,28H,2-3,7-8,10-11H2,1,4-5H3

> <INCHI_KEY>
REGGSYHINPDFTC-UHFFFAOYSA-N

> <FORMULA>
C23H26O9

> <MOLECULAR_WEIGHT>
446.452

> <EXACT_MASS>
446.157682417

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
44.449945389026055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0^{1,13}.0^{4,8}]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate

> <JCHEM_LOGP>
1.4424538173333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.89994509502467

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.827008254667092

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8441907542520717

> <JCHEM_POLAR_SURFACE_AREA>
128.59

> <JCHEM_REFRACTIVITY>
110.88819999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0^{1,13}.0^{4,8}]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       6.195   5.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.503   6.376   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.348   7.663   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.656   9.039   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.966   6.464   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.274   7.840   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       3.120   5.177   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.812   3.801   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.402   4.087   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.717   3.270   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.687   4.810   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.993   4.132   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       9.207   3.184   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.687   3.609   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.681   1.737   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.542   0.460   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.079   0.568   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.142   1.790   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.961   0.486   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.499   0.327   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.028  -0.355   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.454  -0.001   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.278  -1.531   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.869   0.013   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.362   1.558   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.051   2.196   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.153   3.731   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.951   4.805   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.681   3.977   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.288   5.392   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.590   2.652   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.269   1.391   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   31                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   18                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   10   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   32                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   31                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   25    8   32                                             
CONECT   32   31   22                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Value	Source
7-Ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0,.0,]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoic acid	Generator

Chemical Formula

C₂₃H₂₆O₉

Average Mass

446.4520 Da

Monoisotopic Mass

446.15768 Da

IUPAC Name

7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0^{1,13}.0^{4,8}]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate

Traditional Name

7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0^{1,13}.0^{4,8}]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

CC=C1C(=O)OC2(C)CC(OC(=O)C(=C)CO)C34OC(C)(CCC12O)C=C3OC(=O)C4=C

InChI Identifier

InChI=1S/C23H26O9/c1-6-14-19(27)31-21(5)10-16(29-17(25)12(2)11-24)23-13(3)18(26)30-15(23)9-20(4,32-23)7-8-22(14,21)28/h6,9,16,24,28H,2-3,7-8,10-11H2,1,4-5H3

InChI Key

REGGSYHINPDFTC-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
Vernonia brachycalyx	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	1.44	ChemAxon
pKa (Strongest Acidic)	12.83	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	128.59 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	110.89 m³·mol⁻¹	ChemAxon
Polarizability	44.45 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

162941149

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0¹,¹³.0⁴,⁸]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate (NP0245290)

MOL for NP0245290 (7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0¹,¹³.0⁴,⁸]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate)

3D MOL for NP0245290 (7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0¹,¹³.0⁴,⁸]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate)

3D SDF for NP0245290 (7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0¹,¹³.0⁴,⁸]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate)

3D-SDF for NP0245290 (7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0¹,¹³.0⁴,⁸]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate)

PDB for NP0245290 (7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0¹,¹³.0⁴,⁸]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate)

3D PDB for NP0245290 (7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0¹,¹³.0⁴,⁸]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate)

SMILES for NP0245290 (7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0¹,¹³.0⁴,⁸]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate)

INCHI for NP0245290 (7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0¹,¹³.0⁴,⁸]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate)

Structure for NP0245290 (7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0¹,¹³.0⁴,⁸]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate)

3D Structure for NP0245290 (7-ethylidene-8-hydroxy-4,11-dimethyl-16-methylidene-6,15-dioxo-5,14,17-trioxatetracyclo[9.5.1.0¹,¹³.0⁴,⁸]heptadec-12-en-2-yl 2-(hydroxymethyl)prop-2-enoate)