NP-MRD: Showing NP-Card for (2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0240980)

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Record Information

Version

2.0

Created at

2022-09-07 00:55:57 UTC

Updated at

2022-09-07 00:55:58 UTC

NP-MRD ID

NP0240980

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Description

Blattellastanoside A belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. (2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol is found in Blattella germanica. (2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol was first documented in 2005 (PMID: 15806554). Based on a literature review very few articles have been published on Blattellastanoside A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072202552D          

 43 48  0  0  1  0            999 V2000
    2.7267    4.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0376    3.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8548    3.2591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1657    2.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9830    2.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939    1.6179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1111    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.9666    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0168    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -0.8489    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4978   -1.6248    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9660   -0.9941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2537    0.6076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7855    1.2383    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5976    1.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8779    0.3171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5052    2.0142    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0370    2.6449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6931    2.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4128    2.9353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613    1.5287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3492    1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8069    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    0.9934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3228    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3612    3.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0503    4.6746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1784    3.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  8  6  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 21 30  1  0  0  0  0
 30 31  1  1  0  0  0
 19 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 16 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 12 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 11 39  1  0  0  0  0
  8 39  1  0  0  0  0
 39 40  1  1  0  0  0
  3 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
M  END

     RDKit          3D

102107  0  0  0  0  0  0  0  0999 V2000
   -7.1876    0.2804   -3.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4050   -0.6807   -2.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4846   -0.2186   -1.2492 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6826   -1.2208   -0.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4976   -1.0413    0.9648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7080    0.1649    1.4049 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7254    0.1293    2.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4548    0.3877    0.7392 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8966    1.7417    1.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9787    1.2487    2.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4735   -0.0783    1.9439 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0098   -0.2609    1.9386 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6687    0.8773    2.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1215    0.4430    2.8972 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3516   -1.0500    3.7241 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7382    0.5823    1.5335 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.3594    1.3035   -0.1587 C   0  0  1  0  0  0  0  0  0  0  0  0
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    6.5440    0.6575   -0.6225 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8381   -0.1146   -1.7477 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1497   -1.5921   -1.2976 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9687    0.4733   -0.0891 C   0  0  2  0  0  0  0  0  0  0  0  0
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    7.5633    0.3505    0.4512 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4508    1.2633    1.5003 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2269    1.1038   -1.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6191   -0.2368   -0.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1041   -0.3562    0.5601 C   0  0  1  0  0  0  0  0  0  0  0  0
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  2 47  1  0
  2 48  1  0
  3 49  1  6
  4 50  1  0
  4 51  1  0
  5 52  1  0
  5 53  1  0
  6 54  1  1
  7 55  1  0
  7 56  1  0
  7 57  1  0
  8 58  1  6
  9 59  1  0
  9 60  1  0
 10 61  1  0
 10 62  1  0
 11 63  1  1
 12 64  1  1
 13 65  1  0
 13 66  1  0
 14 67  1  1
 18 68  1  1
 19 69  1  6
 32 81  1  0
 32 82  1  0
 33 83  1  0
 33 84  1  0
 35 85  1  0
 35 86  1  0
 35 87  1  0
 36 88  1  6
 37 89  1  0
 37 90  1  0
 38 91  1  0
 38 92  1  0
 40 93  1  0
 40 94  1  0
 40 95  1  0
 21 70  1  6
 23 71  1  6
 24 72  1  0
 24 73  1  0
 25 74  1  0
 26 75  1  6
 27 76  1  0
 28 77  1  6
 29 78  1  0
 30 79  1  1
 31 80  1  0
 41 96  1  0
 42 97  1  0
 42 98  1  0
 42 99  1  0
 43100  1  0
 43101  1  0
 43102  1  0
M  END


  Mrv1652309072202552D          

 43 48  0  0  1  0            999 V2000
    2.7267    4.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0376    3.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8548    3.2591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1657    2.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9830    2.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939    1.6179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1111    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.9666    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0168    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -0.8489    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4978   -1.6248    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9660   -0.9941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2537    0.6076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7855    1.2383    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5976    1.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8779    0.3171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5052    2.0142    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0370    2.6449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6931    2.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4128    2.9353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613    1.5287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3492    1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8069    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    0.9934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3228    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3612    3.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0503    4.6746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1784    3.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  8  6  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 21 30  1  0  0  0  0
 30 31  1  1  0  0  0
 19 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 16 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 12 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 11 39  1  0  0  0  0
  8 39  1  0  0  0  0
 39 40  1  1  0  0  0
  3 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0240980

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](CC[C@@H](C)[C@H]1CCC2C3C[C@@H](Cl)C45OC4C(CC[C@]5(C)C3CC[C@]12C)O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C35H59ClO7/c1-7-20(18(2)3)9-8-19(4)22-10-11-23-21-16-27(36)35-31(43-35)25(13-15-34(35,6)24(21)12-14-33(22,23)5)41-32-30(40)29(39)28(38)26(17-37)42-32/h18-32,37-40H,7-17H2,1-6H3/t19-,20-,21?,22-,23?,24?,25?,26-,27-,28+,29+,30-,31?,32-,33-,34-,35?/m1/s1

> <INCHI_KEY>
HAAIKLIMLBUYHH-YRIMARDTSA-N

> <FORMULA>
C35H59ClO7

> <MOLECULAR_WEIGHT>
627.3

> <EXACT_MASS>
626.3949319

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
102

> <JCHEM_AVERAGE_POLARIZABILITY>
72.18724625245184

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5R,6R)-2-{[(2R,9R,15R,16R)-9-chloro-15-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0^{2,8}.0^{6,8}.0^{12,16}]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_LOGP>
5.998223997

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.2000449114621

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.21044507097468

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083553364347

> <JCHEM_POLAR_SURFACE_AREA>
111.91000000000001

> <JCHEM_REFRACTIVITY>
164.8134000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5R,6R)-2-{[(2R,9R,15R,16R)-9-chloro-15-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0^{2,8}.0^{6,8}.0^{12,16}]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <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       5.090   7.721   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.670   6.294   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.196   6.084   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.776   4.657   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.302   4.447   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.882   3.020   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.407   2.809   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.937   1.804   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.365   0.325   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.090  -0.539   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.874   0.406   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.358   0.135   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.835  -1.314   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.319  -1.585   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0       2.796  -3.033   0.000  0.00  0.00          Cl+0
HETATM   16  C   UNK     0       2.326  -0.407   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.803  -1.856   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.810  -0.678   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.182   0.499   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.698   0.228   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.691   1.405   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.207   1.134   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -5.200   2.311   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.716   2.040   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -7.239   0.592   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -4.676   3.760   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -5.669   4.937   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -3.160   4.031   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.637   5.479   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.168   2.854   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.652   3.125   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.341   1.947   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.857   2.218   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.850   1.041   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.373   2.489   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.366   1.312   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.889   2.761   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.405   3.032   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.398   1.854   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.069   3.240   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.141   7.299   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       7.561   8.726   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.666   7.089   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   41                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   39                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   39                                                  
CONECT   12   11   13   36                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18   34                                             
CONECT   17   16   18                                                       
CONECT   18   17   16   19                                                  
CONECT   19   18   20   32                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   30                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   21   31                                                  
CONECT   31   30                                                            
CONECT   32   19   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   16   35   36                                             
CONECT   35   34                                                            
CONECT   36   34   12   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   11    8   40                                             
CONECT   40   39                                                            
CONECT   41    3   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₅₉ClO₇

Average Mass

627.3000 Da

Monoisotopic Mass

626.39493 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC[C@H](CC[C@@H](C)[C@H]1CCC2C3C[C@@H](Cl)C45OC4C(CC[C@]5(C)C3CC[C@]12C)O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)C(C)C

InChI Identifier

InChI=1S/C35H59ClO7/c1-7-20(18(2)3)9-8-19(4)22-10-11-23-21-16-27(36)35-31(43-35)25(13-15-34(35,6)24(21)12-14-33(22,23)5)41-32-30(40)29(39)28(38)26(17-37)42-32/h18-32,37-40H,7-17H2,1-6H3/t19-,20-,21?,22-,23?,24?,25?,26-,27-,28+,29+,30-,31?,32-,33-,34-,35?/m1/s1

InChI Key

HAAIKLIMLBUYHH-YRIMARDTSA-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
Blattella germanica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Substituents

Triterpenoid
Stigmastane-skeleton
C24-propyl-sterol-skeleton
Steroidal glycoside
Halo-steroid
6-halo-steroid
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Oxepane
Oxane
Monosaccharide
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Oxirane
Dialkyl ether
Acetal
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organochloride
Organohalogen compound
Alkyl halide
Alkyl chloride
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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

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

171055

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

197598

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Mori K: Synthetic examination of incorrectly proposed structures of biomolecules. Chem Rec. 2005;5(1):1-16. doi: 10.1002/tcr.20030. [PubMed:15806554 ]
LOTUS database [Link]

Showing NP-Card for (2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0240980)

MOL for NP0240980 ((2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0240980 ((2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0240980 ((2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0240980 ((2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0240980 ((2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0240980 ((2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0240980 ((2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0240980 ((2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0240980 ((2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0240980 ((2r,3r,4s,5r,6r)-2-{[(2r,9r,15r,16r)-9-chloro-15-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-2,16-dimethyl-7-oxapentacyclo[9.7.0.0²,⁸.0⁶,⁸.0¹²,¹⁶]octadecan-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)