NP-MRD: Showing NP-Card for 25-deacetylcucurbitacin A (NP0034360)

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Record Information

Version

1.0

Created at

2021-06-20 18:06:44 UTC

Updated at

2021-06-30 00:04:42 UTC

NP-MRD ID

NP0034360

Secondary Accession Numbers

None

Natural Product Identification

Common Name

25-deacetylcucurbitacin A

Provided By

JEOL Database JEOL Logo

Description

25-Deacetylcucurbitacin A belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions. 25-deacetylcucurbitacin A is found in Cucumis melo. It was first documented in 2021 (PMID: 34125202). Based on a literature review a significant number of articles have been published on 25-deacetylcucurbitacin A (PMID: 34122252) (PMID: 34100190) (PMID: 34098671) (PMID: 34098168).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120063D          

 82 85  0  0  0  0            999 V2000
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   -2.7631   -3.2383    3.8916 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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    3.8892    0.9683   -6.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6268   -0.1960   -3.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2852   -0.0680   -5.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9512    0.5980   -3.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3336    2.7583   -4.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5730    2.1122   -6.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0321    3.6157   -5.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3219    4.4964   -2.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6402    3.4244   -1.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6971    5.1804   -0.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0198    0.0048    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2321    0.3650    1.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0333    2.1891    2.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0343    3.3295    1.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7524    3.4010    2.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
 37 38  1  1
 20 19  1  0
 31 32  1  6
 24 25  1  0
 19 18  1  0
 26 27  2  0
 31 18  1  0
 28 29  1  1
 28 21  1  0
 28 30  1  0
 22 23  1  0
 16 17  1  6
 22 21  1  0
 22 64  1  1
 12 13  1  0
 31 34  1  0
 18 16  1  0
 37 36  1  0
 36 34  1  0
 37 16  1  0
 12  9  1  0
 13 14  1  0
  6  7  1  0
  7  9  1  0
 24 26  1  0
  9 10  1  0
 24 23  1  0
  6  5  2  0
 26 28  1  0
  5  2  1  0
 16 15  1  0
  2  1  1  0
 15 13  1  0
  2  4  1  6
 12 37  1  0
  9 11  1  1
 22 31  1  0
 32 33  1  0
 34 35  2  0
  7  8  2  0
 21 20  2  0
  2  3  1  0
 25 68  1  0
 24 67  1  1
 23 65  1  0
 23 66  1  0
 20 63  1  0
 19 61  1  0
 19 62  1  0
 18 60  1  1
 36 78  1  0
 36 79  1  0
 15 55  1  0
 15 56  1  0
 38 80  1  0
 38 81  1  0
 38 82  1  0
 32 75  1  0
 32 76  1  0
 29 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  0
 30 73  1  0
 30 74  1  0
 17 57  1  0
 17 58  1  0
 17 59  1  0
 12 52  1  6
 13 53  1  1
 14 54  1  0
  6 47  1  0
 10 48  1  0
 10 49  1  0
 10 50  1  0
  5 46  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  4 45  1  0
 11 51  1  0
 33 77  1  0
  3 42  1  0
  3 43  1  0
  3 44  1  0
M  END


  Mrv1652306202120063D          

 82 85  0  0  0  0            999 V2000
   -4.2676   -3.0009    4.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631   -3.2383    3.8916 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3554   -4.5396    4.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4712   -3.3790    2.5010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9804   -2.0811    4.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9890   -1.4217    3.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2987   -0.2771    4.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6397    0.1034    5.6258 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9043    0.4025    3.7835 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0492   -0.6087    3.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3413    1.4694    4.6414 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4996    0.9733    2.3950 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6326    2.0380    2.5285 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8929    1.3795    2.4506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4756    3.0315    1.3542 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5566    2.3685    0.4122 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2596    1.3590   -0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3758    3.3557   -0.4799 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5516    4.1979   -1.4682 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3333    3.5694   -2.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0302    2.5329   -3.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2359    1.9605   -2.5520 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4246    1.8459   -3.5367 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0969    0.9863   -4.7457 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2355    0.9609   -5.6022 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8879    1.5649   -5.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9300    1.7240   -6.6957 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6276    1.8245   -4.6265 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0292    0.4669   -4.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3669    2.6262   -5.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6195    2.7078   -1.2015 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6698    3.8314   -1.4830 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9043    4.6469   -0.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3192    1.6373   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4979    1.3209   -0.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5128    0.8259    0.6969 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5277    1.7037    1.4677 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3699    2.7148    2.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8383   -3.8124    3.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5641   -2.9302    5.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5752   -2.0772    3.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2873   -4.7433    4.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8911   -5.3930    4.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5594   -4.5133    5.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8805   -2.6224    2.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2597   -1.7777    5.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6591   -1.7037    2.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8814   -1.3679    2.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1614   -1.1297    4.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0102   -0.1199    3.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542    1.2905    5.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162    0.1143    1.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5953    2.5799    3.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5741    2.0483    2.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290    3.2411    0.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0921    3.9868    1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3634    0.6895   -1.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9362    1.8827   -1.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9136    0.7107    0.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390    4.1076    0.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0489    5.1621   -1.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4226    4.4393   -1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5107    3.9924   -3.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9787    0.9284   -2.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3037    1.4182   -3.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7295    2.8382   -3.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8766   -0.0463   -4.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8892    0.9683   -6.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6268   -0.1960   -3.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2852   -0.0680   -5.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9512    0.5980   -3.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3336    2.7583   -4.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5730    2.1122   -6.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0321    3.6157   -5.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3219    4.4964   -2.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6402    3.4244   -1.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6971    5.1804   -0.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0198    0.0048    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2321    0.3650    1.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0333    2.1891    2.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0343    3.3295    1.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7524    3.4010    2.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
 37 38  1  1  0  0  0
 20 19  1  0  0  0  0
 31 32  1  6  0  0  0
 24 25  1  0  0  0  0
 19 18  1  0  0  0  0
 26 27  2  0  0  0  0
 31 18  1  0  0  0  0
 28 29  1  1  0  0  0
 28 21  1  0  0  0  0
 28 30  1  0  0  0  0
 22 23  1  0  0  0  0
 16 17  1  6  0  0  0
 22 21  1  0  0  0  0
 22 64  1  1  0  0  0
 12 13  1  0  0  0  0
 31 34  1  0  0  0  0
 18 16  1  0  0  0  0
 37 36  1  0  0  0  0
 36 34  1  0  0  0  0
 37 16  1  0  0  0  0
 12  9  1  0  0  0  0
 13 14  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
 24 26  1  0  0  0  0
  9 10  1  0  0  0  0
 24 23  1  0  0  0  0
  6  5  2  0  0  0  0
 26 28  1  0  0  0  0
  5  2  1  0  0  0  0
 16 15  1  0  0  0  0
  2  1  1  0  0  0  0
 15 13  1  0  0  0  0
  2  4  1  6  0  0  0
 12 37  1  0  0  0  0
  9 11  1  1  0  0  0
 22 31  1  0  0  0  0
 32 33  1  0  0  0  0
 34 35  2  0  0  0  0
  7  8  2  0  0  0  0
 21 20  2  0  0  0  0
  2  3  1  0  0  0  0
 25 68  1  0  0  0  0
 24 67  1  1  0  0  0
 23 65  1  0  0  0  0
 23 66  1  0  0  0  0
 20 63  1  0  0  0  0
 19 61  1  0  0  0  0
 19 62  1  0  0  0  0
 18 60  1  1  0  0  0
 36 78  1  0  0  0  0
 36 79  1  0  0  0  0
 15 55  1  0  0  0  0
 15 56  1  0  0  0  0
 38 80  1  0  0  0  0
 38 81  1  0  0  0  0
 38 82  1  0  0  0  0
 32 75  1  0  0  0  0
 32 76  1  0  0  0  0
 29 69  1  0  0  0  0
 29 70  1  0  0  0  0
 29 71  1  0  0  0  0
 30 72  1  0  0  0  0
 30 73  1  0  0  0  0
 30 74  1  0  0  0  0
 17 57  1  0  0  0  0
 17 58  1  0  0  0  0
 17 59  1  0  0  0  0
 12 52  1  6  0  0  0
 13 53  1  1  0  0  0
 14 54  1  0  0  0  0
  6 47  1  0  0  0  0
 10 48  1  0  0  0  0
 10 49  1  0  0  0  0
 10 50  1  0  0  0  0
  5 46  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  4 45  1  0  0  0  0
 11 51  1  0  0  0  0
 33 77  1  0  0  0  0
  3 42  1  0  0  0  0
  3 43  1  0  0  0  0
  3 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034360

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]12C(=O)C([H])([H])[C@]3(C([H])([H])[H])[C@]([H])([C@]([H])(O[H])C([H])([H])[C@@]3(C([H])([H])[H])[C@]1([H])C([H])([H])C([H])=C1[C@@]2([H])C([H])([H])[C@]([H])(O[H])C(=O)C1(C([H])([H])[H])C([H])([H])[H])[C@@](O[H])(C(=O)C(\[H])=C(/[H])C(O[H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C30H44O8/c1-25(2,37)11-10-21(34)29(7,38)23-19(33)13-27(5)20-9-8-16-17(12-18(32)24(36)26(16,3)4)30(20,15-31)22(35)14-28(23,27)6/h8,10-11,17-20,23,31-33,37-38H,9,12-15H2,1-7H3/b11-10+/t17-,18+,19-,20+,23+,27+,28-,29+,30+/m1/s1

> <INCHI_KEY>
IKDAUZWGYVOSGH-BMNJEBDFSA-N

> <FORMULA>
C30H44O8

> <MOLECULAR_WEIGHT>
532.674

> <EXACT_MASS>
532.303618377

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
57.83734143682179

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,4S,10S,11S,13R,14R,15R)-14-[(2R,4E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-4,13-dihydroxy-1-(hydroxymethyl)-6,6,11,15-tetramethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,17-dione

> <ALOGPS_LOGP>
2.11

> <JCHEM_LOGP>
1.4111884323333341

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.46731392324903

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.796648904835674

> <JCHEM_PKA_STRONGEST_BASIC>
-2.806219882559593

> <JCHEM_POLAR_SURFACE_AREA>
152.35999999999999

> <JCHEM_REFRACTIVITY>
143.66649999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,4S,10S,11S,13R,14R,15R)-14-[(2R,4E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-4,13-dihydroxy-1-(hydroxymethyl)-6,6,11,15-tetramethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 82 85  0  0  0  0  0  0  0  0999 V2000
   -4.2676   -3.0009    4.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631   -3.2383    3.8916 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3554   -4.5396    4.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4712   -3.3790    2.5010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9804   -2.0811    4.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9890   -1.4217    3.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2987   -0.2771    4.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6397    0.1034    5.6258 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9043    0.4025    3.7835 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0492   -0.6087    3.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3413    1.4694    4.6414 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4996    0.9733    2.3950 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6326    2.0380    2.5285 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8929    1.3795    2.4506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4756    3.0315    1.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5566    2.3685    0.4122 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2596    1.3590   -0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3758    3.3557   -0.4799 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5516    4.1979   -1.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3333    3.5694   -2.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0302    2.5329   -3.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2359    1.9605   -2.5520 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4246    1.8459   -3.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0969    0.9863   -4.7457 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2355    0.9609   -5.6022 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8879    1.5649   -5.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9300    1.7240   -6.6957 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6276    1.8245   -4.6265 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0292    0.4669   -4.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3669    2.6262   -5.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6195    2.7078   -1.2015 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6698    3.8314   -1.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9043    4.6469   -0.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3192    1.6373   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4979    1.3209   -0.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5128    0.8259    0.6969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5277    1.7037    1.4677 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3699    2.7148    2.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8383   -3.8124    3.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5641   -2.9302    5.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5752   -2.0772    3.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2873   -4.7433    4.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8911   -5.3930    4.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5594   -4.5133    5.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8805   -2.6224    2.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2597   -1.7777    5.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6591   -1.7037    2.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8814   -1.3679    2.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1614   -1.1297    4.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0102   -0.1199    3.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542    1.2905    5.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162    0.1143    1.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5953    2.5799    3.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5741    2.0483    2.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290    3.2411    0.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0921    3.9868    1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3634    0.6895   -1.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9362    1.8827   -1.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9136    0.7107    0.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390    4.1076    0.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0489    5.1621   -1.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4226    4.4393   -1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5107    3.9924   -3.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9787    0.9284   -2.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3037    1.4182   -3.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7295    2.8382   -3.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8766   -0.0463   -4.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8892    0.9683   -6.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6268   -0.1960   -3.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2852   -0.0680   -5.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9512    0.5980   -3.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3336    2.7583   -4.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5730    2.1122   -6.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0321    3.6157   -5.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3219    4.4964   -2.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6402    3.4244   -1.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6971    5.1804   -0.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0198    0.0048    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2321    0.3650    1.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0333    2.1891    2.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0343    3.3295    1.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7524    3.4010    2.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
 37 38  1  1
 20 19  1  0
 31 32  1  6
 24 25  1  0
 19 18  1  0
 26 27  2  0
 31 18  1  0
 28 29  1  1
 28 21  1  0
 28 30  1  0
 22 23  1  0
 16 17  1  6
 22 21  1  0
 22 64  1  1
 12 13  1  0
 31 34  1  0
 18 16  1  0
 37 36  1  0
 36 34  1  0
 37 16  1  0
 12  9  1  0
 13 14  1  0
  6  7  1  0
  7  9  1  0
 24 26  1  0
  9 10  1  0
 24 23  1  0
  6  5  2  0
 26 28  1  0
  5  2  1  0
 16 15  1  0
  2  1  1  0
 15 13  1  0
  2  4  1  6
 12 37  1  0
  9 11  1  1
 22 31  1  0
 32 33  1  0
 34 35  2  0
  7  8  2  0
 21 20  2  0
  2  3  1  0
 25 68  1  0
 24 67  1  1
 23 65  1  0
 23 66  1  0
 20 63  1  0
 19 61  1  0
 19 62  1  0
 18 60  1  1
 36 78  1  0
 36 79  1  0
 15 55  1  0
 15 56  1  0
 38 80  1  0
 38 81  1  0
 38 82  1  0
 32 75  1  0
 32 76  1  0
 29 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  0
 30 73  1  0
 30 74  1  0
 17 57  1  0
 17 58  1  0
 17 59  1  0
 12 52  1  6
 13 53  1  1
 14 54  1  0
  6 47  1  0
 10 48  1  0
 10 49  1  0
 10 50  1  0
  5 46  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  4 45  1  0
 11 51  1  0
 33 77  1  0
  3 42  1  0
  3 43  1  0
  3 44  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.268  -3.001   4.045  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.763  -3.238   3.892  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.355  -4.540   4.582  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.471  -3.379   2.501  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.980  -2.081   4.460  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.989  -1.422   3.838  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.299  -0.277   4.501  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.640   0.103   5.626  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.904   0.403   3.784  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.049  -0.609   3.719  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.341   1.469   4.641  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.500   0.973   2.395  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.633   2.038   2.529  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.893   1.379   2.451  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.476   3.031   1.354  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.557   2.369   0.412  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.260   1.359  -0.453  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.376   3.356  -0.480  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.552   4.198  -1.468  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.333   3.569  -2.806  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.030   2.533  -3.310  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.236   1.960  -2.552  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.425   1.846  -3.537  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.097   0.986  -4.746  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.236   0.961  -5.602  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.888   1.565  -5.471  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.930   1.724  -6.696  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.628   1.825  -4.627  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.029   0.467  -4.312  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.367   2.626  -5.498  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.619   2.708  -1.202  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.670   3.831  -1.483  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.904   4.647  -0.338  0.00  0.00           O+0
HETATM   34  C   UNK     0       3.319   1.637  -0.318  0.00  0.00           C+0
HETATM   35  O   UNK     0       4.498   1.321  -0.514  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.513   0.826   0.697  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.528   1.704   1.468  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.370   2.715   2.304  0.00  0.00           C+0
HETATM   39  H   UNK     0      -4.838  -3.812   3.579  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.564  -2.930   5.097  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.575  -2.077   3.540  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.287  -4.743   4.438  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.891  -5.393   4.149  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.559  -4.513   5.657  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.881  -2.622   2.046  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.260  -1.778   5.470  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.659  -1.704   2.847  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.881  -1.368   2.948  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.161  -1.130   4.677  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.010  -0.120   3.534  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.954   1.291   5.525  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.116   0.114   1.832  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.595   2.580   3.479  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.574   2.048   2.646  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.429   3.241   0.857  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.092   3.987   1.731  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.363   0.690  -1.041  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.936   1.883  -1.135  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.914   0.711   0.136  0.00  0.00           H+0
HETATM   60  H   UNK     0       1.739   4.108   0.230  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.049   5.162  -1.634  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.423   4.439  -1.028  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.511   3.992  -3.346  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.979   0.928  -2.287  0.00  0.00           H+0
HETATM   65  H   UNK     0       4.304   1.418  -3.042  0.00  0.00           H+0
HETATM   66  H   UNK     0       3.729   2.838  -3.895  0.00  0.00           H+0
HETATM   67  H   UNK     0       2.877  -0.046  -4.459  0.00  0.00           H+0
HETATM   68  H   UNK     0       3.889   0.968  -6.518  0.00  0.00           H+0
HETATM   69  H   UNK     0       0.627  -0.196  -3.739  0.00  0.00           H+0
HETATM   70  H   UNK     0      -0.285  -0.068  -5.234  0.00  0.00           H+0
HETATM   71  H   UNK     0      -0.951   0.598  -3.734  0.00  0.00           H+0
HETATM   72  H   UNK     0      -1.334   2.758  -4.999  0.00  0.00           H+0
HETATM   73  H   UNK     0      -0.573   2.112  -6.445  0.00  0.00           H+0
HETATM   74  H   UNK     0       0.032   3.616  -5.751  0.00  0.00           H+0
HETATM   75  H   UNK     0       3.322   4.496  -2.281  0.00  0.00           H+0
HETATM   76  H   UNK     0       4.640   3.424  -1.785  0.00  0.00           H+0
HETATM   77  H   UNK     0       4.697   5.180  -0.527  0.00  0.00           H+0
HETATM   78  H   UNK     0       2.020   0.005   0.169  0.00  0.00           H+0
HETATM   79  H   UNK     0       3.232   0.365   1.381  0.00  0.00           H+0
HETATM   80  H   UNK     0       3.033   2.189   2.999  0.00  0.00           H+0
HETATM   81  H   UNK     0       3.034   3.329   1.695  0.00  0.00           H+0
HETATM   82  H   UNK     0       1.752   3.401   2.890  0.00  0.00           H+0
CONECT    1    2   39   40   41                                             
CONECT    2    5    1    4    3                                             
CONECT    3    2   42   43   44                                             
CONECT    4    2   45                                                       
CONECT    5    6    2   46                                                  
CONECT    6    7    5   47                                                  
CONECT    7    6    9    8                                                  
CONECT    8    7                                                            
CONECT    9   12    7   10   11                                             
CONECT   10    9   48   49   50                                             
CONECT   11    9   51                                                       
CONECT   12   13    9   37   52                                             
CONECT   13   12   14   15   53                                             
CONECT   14   13   54                                                       
CONECT   15   16   13   55   56                                             
CONECT   16   17   18   37   15                                             
CONECT   17   16   57   58   59                                             
CONECT   18   19   31   16   60                                             
CONECT   19   20   18   61   62                                             
CONECT   20   19   21   63                                                  
CONECT   21   28   22   20                                                  
CONECT   22   23   21   64   31                                             
CONECT   23   22   24   65   66                                             
CONECT   24   25   26   23   67                                             
CONECT   25   24   68                                                       
CONECT   26   27   24   28                                                  
CONECT   27   26                                                            
CONECT   28   29   21   30   26                                             
CONECT   29   28   69   70   71                                             
CONECT   30   28   72   73   74                                             
CONECT   31   32   18   34   22                                             
CONECT   32   31   33   75   76                                             
CONECT   33   32   77                                                       
CONECT   34   31   36   35                                                  
CONECT   35   34                                                            
CONECT   36   37   34   78   79                                             
CONECT   37   38   36   16   12                                             
CONECT   38   37   80   81   82                                             
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    3                                                            
CONECT   43    3                                                            
CONECT   44    3                                                            
CONECT   45    4                                                            
CONECT   46    5                                                            
CONECT   47    6                                                            
CONECT   48   10                                                            
CONECT   49   10                                                            
CONECT   50   10                                                            
CONECT   51   11                                                            
CONECT   52   12                                                            
CONECT   53   13                                                            
CONECT   54   14                                                            
CONECT   55   15                                                            
CONECT   56   15                                                            
CONECT   57   17                                                            
CONECT   58   17                                                            
CONECT   59   17                                                            
CONECT   60   18                                                            
CONECT   61   19                                                            
CONECT   62   19                                                            
CONECT   63   20                                                            
CONECT   64   22                                                            
CONECT   65   23                                                            
CONECT   66   23                                                            
CONECT   67   24                                                            
CONECT   68   25                                                            
CONECT   69   29                                                            
CONECT   70   29                                                            
CONECT   71   29                                                            
CONECT   72   30                                                            
CONECT   73   30                                                            
CONECT   74   30                                                            
CONECT   75   32                                                            
CONECT   76   32                                                            
CONECT   77   33                                                            
CONECT   78   36                                                            
CONECT   79   36                                                            
CONECT   80   38                                                            
CONECT   81   38                                                            
CONECT   82   38                                                            
MASTER        0    0    0    0    0    0    0    0   82    0  170    0
END

RDKit          3D

82 85  0  0  0  0  0  0  0  0999 V2000
   -4.2676   -3.0009    4.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631   -3.2383    3.8916 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3554   -4.5396    4.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4712   -3.3790    2.5010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9804   -2.0811    4.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9890   -1.4217    3.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2987   -0.2771    4.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6397    0.1034    5.6258 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9043    0.4025    3.7835 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0492   -0.6087    3.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3413    1.4694    4.6414 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4996    0.9733    2.3950 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6326    2.0380    2.5285 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8929    1.3795    2.4506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4756    3.0315    1.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5566    2.3685    0.4122 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2596    1.3590   -0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3758    3.3557   -0.4799 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5516    4.1979   -1.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3333    3.5694   -2.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0302    2.5329   -3.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2359    1.9605   -2.5520 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4246    1.8459   -3.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0969    0.9863   -4.7457 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2355    0.9609   -5.6022 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8879    1.5649   -5.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9300    1.7240   -6.6957 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6276    1.8245   -4.6265 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0292    0.4669   -4.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3669    2.6262   -5.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6195    2.7078   -1.2015 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6698    3.8314   -1.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5741    2.0483    2.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290    3.2411    0.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0921    3.9868    1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9362    1.8827   -1.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9136    0.7107    0.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7524    3.4010    2.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
 37 38  1  1
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  3 44  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₄O₈

Average Mass

532.6740 Da

Monoisotopic Mass

532.30362 Da

IUPAC Name

(1R,2R,4S,10S,11S,13R,14R,15R)-14-[(2R,4E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-4,13-dihydroxy-1-(hydroxymethyl)-6,6,11,15-tetramethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,17-dione

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]12C(=O)C([H])([H])[C@]3(C([H])([H])[H])[C@]([H])([C@]([H])(O[H])C([H])([H])[C@@]3(C([H])([H])[H])[C@]1([H])C([H])([H])C([H])=C1[C@@]2([H])C([H])([H])[C@]([H])(O[H])C(=O)C1(C([H])([H])[H])C([H])([H])[H])[C@@](O[H])(C(=O)C(\[H])=C(/[H])C(O[H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C30H44O8/c1-25(2,37)11-10-21(34)29(7,38)23-19(33)13-27(5)20-9-8-16-17(12-18(32)24(36)26(16,3)4)30(20,15-31)22(35)14-28(23,27)6/h8,10-11,17-20,23,31-33,37-38H,9,12-15H2,1-7H3/b11-10+/t17-,18+,19-,20+,23+,27+,28-,29+,30+/m1/s1

InChI Key

IKDAUZWGYVOSGH-BMNJEBDFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cucumis melo	JEOL database	Chen, C., et al, J. Nat. Prod. 72, 824 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cucurbitacins

Direct Parent

Cucurbitacins

Alternative Parents

Substituents

Cucurbitacin skeleton
Triterpenoid
25-hydroxysteroid
22-oxosteroid
21-oxosteroid
20-hydroxysteroid
14-alpha-methylsteroid
3-oxo-delta-5-steroid
16-hydroxysteroid
16-alpha-hydroxysteroid
3-oxosteroid
2-hydroxysteroid
Oxosteroid
11-oxosteroid
Hydroxysteroid
Delta-5-steroid
Acyloin
Acryloyl-group
Alpha-hydroxy ketone
Alpha,beta-unsaturated ketone
Cyclic alcohol
Enone
Tertiary alcohol
Cyclic ketone
Secondary alcohol
Ketone
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Alcohol
Primary alcohol
Organooxygen compound
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	2.11	ALOGPS
logP	1.41	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	12.8	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	152.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	143.67 m³·mol⁻¹	ChemAxon
Polarizability	57.84 Å³	ChemAxon
Number of Rings	4	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24626963

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44139607

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Stevens D, Harrison SL, Kolamunnage-Dona R, Lip GYH, Lane DA: The Atrial Fibrillation Better Care pathway for managing atrial fibrillation: a review. Europace. 2021 Jun 14. pii: 6298528. doi: 10.1093/europace/euab092. [PubMed:34125202 ]
Goldberg AE, Lee C: Accessibility and Historical Change: An Emergent Cluster Led Uncles and Aunts to Become Aunts and Uncles. Front Psychol. 2021 May 26;12:662884. doi: 10.3389/fpsyg.2021.662884. eCollection 2021. [PubMed:34122252 ]
Arumugam S, Abul Asan Sathali MS, Ramaiah S, Krishnan G: Diversification of Dawkinsia filamentosa (Valenciennes, 1844) and their growth conditions by the impact of toxic metals in the river Tamiraparani. Ecotoxicology. 2021 Aug;30(6):1043-1055. doi: 10.1007/s10646-021-02427-0. Epub 2021 Jun 7. [PubMed:34100190 ]
Wang C, Li H, Zhao Y, Cheng R, Shi XX, Gao JH, Ren XY: [Study on the effect of antibiotics application in perioperative period on carotid artery and serum interleukin-6 in periodontitis rats with hyperlipidemia or diabetes]. Zhonghua Kou Qiang Yi Xue Za Zhi. 2021 Jun 9;56(6):557-564. doi: 10.3760/cma.j.cn112144-20210131-00051. [PubMed:34098671 ]
Somfai T, Hirao Y: Vitrification of immature bovine oocytes in protein-free media: The impact of the cryoprotectant treatment protocol, base medium, and ovary storage. Theriogenology. 2021 May 28;172:47-54. doi: 10.1016/j.theriogenology.2021.05.029. [PubMed:34098168 ]
Chen, C., et al. (2009). Chen, C., et al, J. Nat. Prod. 72, 824 (2009). J. Nat. Prod..

Showing NP-Card for 25-deacetylcucurbitacin A (NP0034360)

MOL for NP0034360 (25-deacetylcucurbitacin A)

3D MOL for NP0034360 (25-deacetylcucurbitacin A)

3D SDF for NP0034360 (25-deacetylcucurbitacin A)

3D-SDF for NP0034360 (25-deacetylcucurbitacin A)

PDB for NP0034360 (25-deacetylcucurbitacin A)

3D PDB for NP0034360 (25-deacetylcucurbitacin A)

SMILES for NP0034360 (25-deacetylcucurbitacin A)

INCHI for NP0034360 (25-deacetylcucurbitacin A)

Structure for NP0034360 (25-deacetylcucurbitacin A)

3D Structure for NP0034360 (25-deacetylcucurbitacin A)