NP-MRD: Showing NP-Card for methyl (2e,6r)-6-[(1r,3r,6s,8s,11r,12s,13s,15r,16r,18r)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-methylhept-2-enoate (NP0314982)

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Record Information

Version

2.0

Created at

2022-09-11 13:22:51 UTC

Updated at

2022-09-11 13:22:51 UTC

NP-MRD ID

NP0314982

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2e,6r)-6-[(1r,3r,6s,8s,11r,12s,13s,15r,16r,18r)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-methylhept-2-enoate

Description

Methyl (2E,6R)-6-[(1R,3R,6S,8S,11R,12S,13S,15R,16R,18R)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]Octadecan-15-yl]-2-methylhept-2-enoate belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety. methyl (2e,6r)-6-[(1r,3r,6s,8s,11r,12s,13s,15r,16r,18r)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-methylhept-2-enoate is found in Ananas comosus. Based on a literature review very few articles have been published on methyl (2E,6R)-6-[(1R,3R,6S,8S,11R,12S,13S,15R,16R,18R)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]Octadecan-15-yl]-2-methylhept-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112215222D          

 42 46  0  0  1  0            999 V2000
   10.4055    1.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5882    1.6398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2773    2.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7837    3.0553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4601    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9537    1.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1492    3.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6974    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0216    0.1240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7223   -0.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4498    0.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6955   -1.1360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1995    0.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4327    0.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4352    0.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1953    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271    1.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5392    1.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4468    2.7662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8017    3.3471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  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  6  0  0  0
 12 10  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 24 35  1  0  0  0  0
 35 36  1  1  0  0  0
 37 36  1  1  0  0  0
 21 37  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 12 41  1  0  0  0  0
 19 41  1  0  0  0  0
 41 42  1  1  0  0  0
M  END

     RDKit          3D

 96100  0  0  0  0  0  0  0  0999 V2000
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    9.4601   -0.2372    0.4530 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8430   -0.6129    1.6250 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5828   -0.9724    2.5763 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3938   -0.6060    1.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7984   -1.0240    3.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6643   -0.2238    0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1576   -0.2003    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6402    1.1789    0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1719    1.3489    0.8481 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0296    2.9132    0.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2521    0.7564   -0.1562 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3682   -0.7338   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9697   -1.2285   -0.8378 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.0951   -3.1016   -2.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2840   -0.0641   -0.9203 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8539   -1.4292   -1.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3309   -1.1582   -1.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9629   -0.7620   -0.2289 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4547   -0.8071   -0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8561   -1.8028   -1.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0125   -1.4183    1.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1312    0.4741   -0.5797 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8518    0.8896    0.5923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1982    1.1241    0.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8356    1.5483    1.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8442    0.9696   -0.4592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1890    1.6049   -0.8941 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3845    0.4739    0.3282 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4181    0.2582    1.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9427    0.6847    0.1738 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.7841    0.7809    0.2719 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7121   -0.0623    1.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3587    0.4757    0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
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 26 76  1  0
 27 77  1  0
 27 78  1  0
 27 79  1  0
M  END


  Mrv1652309112215222D          

 42 46  0  0  1  0            999 V2000
   10.4055    1.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5882    1.6398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2773    2.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7837    3.0553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4601    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9537    1.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1492    3.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6974    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0216    0.1240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7223   -0.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4498    0.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6955   -1.1360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1995    0.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4327    0.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4352    0.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1953    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271    1.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5392    1.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4468    2.7662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8017    3.3471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  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  6  0  0  0
 12 10  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 24 35  1  0  0  0  0
 35 36  1  1  0  0  0
 37 36  1  1  0  0  0
 21 37  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 12 41  1  0  0  0  0
 19 41  1  0  0  0  0
 41 42  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0314982

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(\C)=C\CC[C@@H](C)[C@H]1C[C@H](OC(C)=O)[C@@]2(C)[C@H]3CC[C@H]4[C@]5(C[C@@]35[C@H](O)C[C@]12C)CC[C@H](OC(C)=O)C4(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C35H54O7/c1-20(11-10-12-21(2)30(39)40-9)24-17-29(42-23(4)37)33(8)26-14-13-25-31(5,6)28(41-22(3)36)15-16-34(25)19-35(26,34)27(38)18-32(24,33)7/h12,20,24-29,38H,10-11,13-19H2,1-9H3/b21-12+/t20-,24-,25-,26-,27-,28+,29+,32-,33-,34-,35+/m1/s1

> <INCHI_KEY>
ONYGINMJRZMHES-LQELDWFHSA-N

> <FORMULA>
C35H54O7

> <MOLECULAR_WEIGHT>
586.81

> <EXACT_MASS>
586.386954079

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
96

> <JCHEM_AVERAGE_POLARIZABILITY>
68.30482724443024

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (2E,6R)-6-[(1R,3R,6S,8S,11R,12S,13S,15R,16R,18R)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-15-yl]-2-methylhept-2-enoate

> <JCHEM_LOGP>
5.539211054333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2879380792143137

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000001

> <JCHEM_REFRACTIVITY>
159.85349999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E,6R)-6-[(1R,3R,6S,8S,11R,12S,13S,15R,16R,18R)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-15-yl]-2-methylhept-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      19.424   2.850   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      17.898   3.061   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      17.318   4.487   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      18.263   5.703   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      15.792   4.698   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.847   3.482   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.212   6.125   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.686   6.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.741   5.119   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.216   5.330   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.635   6.757   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.270   4.114   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.698   2.635   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.424   1.771   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.374   0.232   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.682  -0.581   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.040   0.145   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.632  -2.121   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.208   2.716   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.839   1.221   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.692   2.445   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.169   0.996   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.653   0.725   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.660   1.903   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.144   1.632   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.674   0.186   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.812   0.858   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.151   2.809   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.365   2.538   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.357   3.715   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.873   3.444   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.834   5.164   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.675   4.257   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.191   4.528   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.183   3.351   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.707   4.799   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.699   3.622   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.222   5.071   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       5.230   6.248   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       7.738   5.342   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.731   4.164   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.403   5.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   41                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   14   20   21   41                                             
CONECT   20   19                                                            
CONECT   21   19   22   37                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   35                                                  
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   28   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   24   36   37                                             
CONECT   36   35   37                                                       
CONECT   37   36   21   35   38                                             
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   12   19   42                                             
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Value	Source
Methyl (2E,6R)-6-[(1R,3R,6S,8S,11R,12S,13S,15R,16R,18R)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0,.0,.0,]octadecan-15-yl]-2-methylhept-2-enoic acid	Generator

Chemical Formula

C₃₅H₅₄O₇

Average Mass

586.8100 Da

Monoisotopic Mass

586.38695 Da

IUPAC Name

methyl (2E,6R)-6-[(1R,3R,6S,8S,11R,12S,13S,15R,16R,18R)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-15-yl]-2-methylhept-2-enoate

Traditional Name

methyl (2E,6R)-6-[(1R,3R,6S,8S,11R,12S,13S,15R,16R,18R)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-15-yl]-2-methylhept-2-enoate

CAS Registry Number

Not Available

SMILES

COC(=O)C(\C)=C\CC[C@@H](C)[C@H]1C[C@H](OC(C)=O)[C@@]2(C)[C@H]3CC[C@H]4[C@]5(C[C@@]35[C@H](O)C[C@]12C)CC[C@H](OC(C)=O)C4(C)C

InChI Identifier

InChI=1S/C35H54O7/c1-20(11-10-12-21(2)30(39)40-9)24-17-29(42-23(4)37)33(8)26-14-13-25-31(5,6)28(41-22(3)36)15-16-34(25)19-35(26,34)27(38)18-32(24,33)7/h12,20,24-29,38H,10-11,13-19H2,1-9H3/b21-12+/t20-,24-,25-,26-,27-,28+,29+,32-,33-,34-,35+/m1/s1

InChI Key

ONYGINMJRZMHES-LQELDWFHSA-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
Ananas comosus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cycloartanols and derivatives

Direct Parent

Cycloartanols and derivatives

Alternative Parents

Substituents

Cycloartanol-skeleton
9b,19-cyclo-lanostane-skeleton
Cycloartane-skeleton
Triterpenoid
Hydroxy bile acid, alcohol, or derivatives
Monohydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
Steroid ester
11-hydroxysteroid
11-alpha-hydroxysteroid
Hydroxysteroid
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
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	5.54	ChemAxon
pKa (Strongest Basic)	-0.29	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	159.85 m³·mol⁻¹	ChemAxon
Polarizability	68.3 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

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PubChem Compound

162863514

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References

General References

LOTUS database [Link]

Showing NP-Card for methyl (2e,6r)-6-[(1r,3r,6s,8s,11r,12s,13s,15r,16r,18r)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-methylhept-2-enoate (NP0314982)

MOL for NP0314982 (methyl (2e,6r)-6-[(1r,3r,6s,8s,11r,12s,13s,15r,16r,18r)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-methylhept-2-enoate)

3D MOL for NP0314982 (methyl (2e,6r)-6-[(1r,3r,6s,8s,11r,12s,13s,15r,16r,18r)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-methylhept-2-enoate)

3D SDF for NP0314982 (methyl (2e,6r)-6-[(1r,3r,6s,8s,11r,12s,13s,15r,16r,18r)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-methylhept-2-enoate)

3D-SDF for NP0314982 (methyl (2e,6r)-6-[(1r,3r,6s,8s,11r,12s,13s,15r,16r,18r)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-methylhept-2-enoate)

PDB for NP0314982 (methyl (2e,6r)-6-[(1r,3r,6s,8s,11r,12s,13s,15r,16r,18r)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-methylhept-2-enoate)

3D PDB for NP0314982 (methyl (2e,6r)-6-[(1r,3r,6s,8s,11r,12s,13s,15r,16r,18r)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-methylhept-2-enoate)

SMILES for NP0314982 (methyl (2e,6r)-6-[(1r,3r,6s,8s,11r,12s,13s,15r,16r,18r)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-methylhept-2-enoate)

INCHI for NP0314982 (methyl (2e,6r)-6-[(1r,3r,6s,8s,11r,12s,13s,15r,16r,18r)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-methylhept-2-enoate)

Structure for NP0314982 (methyl (2e,6r)-6-[(1r,3r,6s,8s,11r,12s,13s,15r,16r,18r)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-methylhept-2-enoate)

3D Structure for NP0314982 (methyl (2e,6r)-6-[(1r,3r,6s,8s,11r,12s,13s,15r,16r,18r)-6,13-bis(acetyloxy)-18-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-methylhept-2-enoate)