NP-MRD: Showing NP-Card for paraminabeolide E (NP0035937)

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Record Information

Version

2.0

Created at

2021-06-20 19:14:41 UTC

Updated at

2021-06-30 00:07:18 UTC

NP-MRD ID

NP0035937

Secondary Accession Numbers

None

Natural Product Identification

Common Name

paraminabeolide E

Provided By

JEOL Database JEOL Logo

Description

Paraminabeolide E belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring. paraminabeolide E is found in Paraminabea acronocephala. paraminabeolide E was first documented in 2011 (Chao, C. -H., et al.). Based on a literature review very few articles have been published on paraminabeolide E.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121143D          

 72 76  0  0  0  0            999 V2000
   -0.5277    2.6895    5.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2713    1.4116    5.1508 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4700    0.6114    4.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5316   -0.0381    4.4085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0123    0.7230    2.9088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0639    1.6920    2.9350 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1172    1.4309    1.8375 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2075    2.3417    2.0447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6197    1.5826    0.3623 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0615    2.9917    0.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6309    0.4697   -0.0854 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2034   -0.9566    0.1581 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5978   -1.8778   -0.9088 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.2299   -1.2124   -5.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4152    2.4082   -2.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1246    0.3357   -3.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2161   -0.0782   -2.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0387    2.6096    4.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7913    0.4837    5.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
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  7 38  1  6  0  0  0
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  8 39  1  0  0  0  0
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 32 72  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
M  END

     RDKit          3D

 72 76  0  0  0  0  0  0  0  0999 V2000
   -0.5277    2.6895    5.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2713    1.4116    5.1508 C   0  0  2  0  0  0  0  0  0  0  0  0
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 12 45  1  0
 12 46  1  0
  9 40  1  6
 30 66  1  0
 30 67  1  0
 30 68  1  0
 25 58  1  0
 25 59  1  0
 25 60  1  0
 10 41  1  0
 10 42  1  0
 10 43  1  0
  7 38  1  6
  6 37  1  6
  2 36  1  1
 31 69  1  1
  8 39  1  0
 32 70  1  0
 32 71  1  0
 32 72  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
M  END


  Mrv1652306202121143D          

 72 76  0  0  0  0            999 V2000
   -0.5277    2.6895    5.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2713    1.4116    5.1508 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4700    0.6114    4.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5316   -0.0381    4.4085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0123    0.7230    2.9088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0639    1.6920    2.9350 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1172    1.4309    1.8375 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2075    2.3417    2.0447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6197    1.5826    0.3623 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0615    2.9917    0.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6309    0.4697   -0.0854 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2034   -0.9566    0.1581 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5978   -1.8778   -0.9088 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5478   -1.0126   -1.5885 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0303   -1.4449   -2.9659 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5035   -2.8860   -2.9407 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0880   -3.2959   -4.2886 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1431   -2.3122   -4.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3975   -2.7330   -4.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4794   -1.7956   -5.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6119   -2.1917   -5.5763 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1418   -0.3613   -5.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8930    0.0608   -5.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7081   -0.8425   -4.8111 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7089   -0.6765   -5.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0840   -0.4463   -3.4211 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5831    1.0195   -3.3361 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0482    1.3801   -1.9784 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1711    0.4069   -1.5781 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3757    0.5673   -2.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5693    1.6582    4.3811 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5722    0.5342    4.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1354    3.3171    6.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4062    2.4539    6.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5206    1.5047   -0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3690   -2.2053   -1.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8589   -1.4201   -3.6819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3023   -3.5829   -2.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2710   -2.9863   -2.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4984   -4.3094   -4.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2951   -3.3507   -5.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9496    0.3165   -5.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7038    1.1289   -5.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1309   -1.0581   -6.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4532    0.3752   -6.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2299   -1.2124   -5.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958   -0.5246   -2.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1418    1.2197   -4.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4168    1.7112   -3.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7398    1.3779   -1.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4152    2.4082   -2.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7451    1.5981   -2.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1246    0.3357   -3.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2161   -0.0782   -2.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0387    2.6096    4.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7913    0.4837    5.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1917   -0.4443    4.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
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 11 29  1  0  0  0  0
 17 16  1  0  0  0  0
 20 21  2  0  0  0  0
 16 15  1  0  0  0  0
 11  9  1  0  0  0  0
  9  7  1  0  0  0  0
 26 15  1  0  0  0  0
 29 30  1  6  0  0  0
 19 18  2  0  0  0  0
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 15 50  1  6  0  0  0
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  9 10  1  0  0  0  0
 29 28  1  0  0  0  0
 28 27  1  0  0  0  0
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 29 14  1  0  0  0  0
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  3  2  1  0  0  0  0
  2 31  1  0  0  0  0
 31  6  1  0  0  0  0
 24 26  1  0  0  0  0
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 14 13  1  0  0  0  0
 31 32  1  0  0  0  0
 13 12  1  0  0  0  0
  2  1  1  0  0  0  0
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  9 40  1  6  0  0  0
 30 66  1  0  0  0  0
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  7 38  1  6  0  0  0
  6 37  1  6  0  0  0
  2 36  1  1  0  0  0
 31 69  1  1  0  0  0
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  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035937

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]([H])([C@@]([H])(C([H])([H])[H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2([H])[C@]3([H])C([H])([H])C([H])([H])C4=C([H])C(=O)C([H])=C([H])[C@]4(C([H])([H])[H])[C@@]3([H])C([H])([H])C([H])([H])[C@]12C([H])([H])[H])[C@]1([H])OC(=O)[C@@]([H])(C([H])([H])[H])[C@]1([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H40O4/c1-15-16(2)26(31)32-25(15)24(30)17(3)21-8-9-22-20-7-6-18-14-19(29)10-12-27(18,4)23(20)11-13-28(21,22)5/h10,12,14-17,20-25,30H,6-9,11,13H2,1-5H3/t15-,16-,17-,20-,21+,22-,23-,24-,25+,27-,28+/m0/s1

> <INCHI_KEY>
UISXVQNCBCKQHL-RKXKHITBSA-N

> <FORMULA>
C28H40O4

> <MOLECULAR_WEIGHT>
440.624

> <EXACT_MASS>
440.292659768

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
51.13350026810196

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,4S,5R)-5-[(1S,2S)-2-[(1S,2R,10S,11S,14R,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-14-yl]-1-hydroxypropyl]-3,4-dimethyloxolan-2-one

> <ALOGPS_LOGP>
4.06

> <JCHEM_LOGP>
5.259459432333336

> <ALOGPS_LOGS>
-5.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.86468364890715

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.921180657114768

> <JCHEM_PKA_STRONGEST_BASIC>
-3.270673417024022

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
126.28309999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4S,5R)-5-[(1S,2S)-2-[(1S,2R,10S,11S,14R,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-14-yl]-1-hydroxypropyl]-3,4-dimethyloxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 72 76  0  0  0  0  0  0  0  0999 V2000
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   -1.2713    1.4116    5.1508 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4700    0.6114    4.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5316   -0.0381    4.4085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0123    0.7230    2.9088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0639    1.6920    2.9350 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1172    1.4309    1.8375 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2075    2.3417    2.0447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6197    1.5826    0.3623 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.6309    0.4697   -0.0854 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.7038    1.1289   -5.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1309   -1.0581   -6.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4532    0.3752   -6.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2299   -1.2124   -5.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958   -0.5246   -2.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1418    1.2197   -4.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4168    1.7112   -3.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7398    1.3779   -1.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4152    2.4082   -2.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7451    1.5981   -2.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1246    0.3357   -3.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2161   -0.0782   -2.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0387    2.6096    4.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7913    0.4837    5.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1917   -0.4443    4.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5225    0.7091    4.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 29  1  0
 17 16  1  0
 20 21  2  0
 16 15  1  0
 11  9  1  0
  9  7  1  0
 26 15  1  0
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 14 49  1  1
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 15 14  1  0
  9 10  1  0
 29 28  1  0
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  7  6  1  0
  6  5  1  0
 29 14  1  0
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  5  3  1  0
  3  2  1  0
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 31  6  1  0
 24 26  1  0
  3  4  2  0
 18 17  1  0
  7  8  1  0
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  8 39  1  0
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  1 33  1  0
  1 34  1  0
  1 35  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      -0.528   2.689   5.513  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.271   1.412   5.151  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.470   0.611   4.157  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.532  -0.038   4.409  0.00  0.00           O+0
HETATM    5  O   UNK     0      -1.012   0.723   2.909  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.064   1.692   2.935  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.117   1.431   1.837  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.207   2.342   2.045  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.620   1.583   0.362  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.062   2.992   0.119  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.631   0.470  -0.085  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.203  -0.957   0.158  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.598  -1.878  -0.909  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.548  -1.013  -1.589  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.030  -1.445  -2.966  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.503  -2.886  -2.941  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.088  -3.296  -4.289  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.143  -2.312  -4.728  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.397  -2.733  -4.970  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.479  -1.796  -5.332  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.612  -2.192  -5.576  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.142  -0.361  -5.378  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.893   0.061  -5.138  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.708  -0.843  -4.811  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.709  -0.677  -5.978  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.084  -0.446  -3.421  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.583   1.020  -3.336  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.048   1.380  -1.978  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.171   0.407  -1.578  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.376   0.567  -2.537  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.569   1.658   4.381  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.572   0.534   4.670  0.00  0.00           C+0
HETATM   33  H   UNK     0      -1.135   3.317   6.173  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.262   3.279   4.629  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.406   2.454   6.035  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.446   0.810   6.049  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.610   2.675   2.756  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.525   0.423   1.963  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.898   2.125   1.393  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.521   1.505  -0.262  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.036   3.087   0.490  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.670   3.759   0.608  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.066   3.236  -0.946  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.720   0.568   0.519  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.944  -1.307   1.163  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.296  -0.978   0.075  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.162  -2.774  -0.456  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.369  -2.205  -1.615  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.325  -1.010  -0.914  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.859  -1.420  -3.682  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.302  -3.583  -2.683  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.271  -2.986  -2.162  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.498  -4.309  -4.202  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.295  -3.351  -5.043  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.694  -3.773  -4.896  0.00  0.00           H+0
HETATM   56  H   UNK     0       4.950   0.317  -5.624  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.704   1.129  -5.217  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.131  -1.058  -6.917  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.453   0.375  -6.151  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.230  -1.212  -5.809  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.896  -0.525  -2.679  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.142   1.220  -4.132  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.417   1.711  -3.499  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.740   1.378  -1.214  0.00  0.00           H+0
HETATM   65  H   UNK     0      -0.415   2.408  -2.039  0.00  0.00           H+0
HETATM   66  H   UNK     0      -2.745   1.598  -2.530  0.00  0.00           H+0
HETATM   67  H   UNK     0      -2.125   0.336  -3.575  0.00  0.00           H+0
HETATM   68  H   UNK     0      -3.216  -0.078  -2.263  0.00  0.00           H+0
HETATM   69  H   UNK     0      -3.039   2.610   4.657  0.00  0.00           H+0
HETATM   70  H   UNK     0      -3.791   0.484   5.743  0.00  0.00           H+0
HETATM   71  H   UNK     0      -3.192  -0.444   4.359  0.00  0.00           H+0
HETATM   72  H   UNK     0      -4.523   0.709   4.157  0.00  0.00           H+0
CONECT    1    2   33   34   35                                             
CONECT    2    3   31    1   36                                             
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6    3                                                       
CONECT    6    7    5   31   37                                             
CONECT    7    9    6    8   38                                             
CONECT    8    7   39                                                       
CONECT    9   11    7   10   40                                             
CONECT   10    9   41   42   43                                             
CONECT   11   12   29    9   44                                             
CONECT   12   11   13   45   46                                             
CONECT   13   14   12   47   48                                             
CONECT   14   49   15   29   13                                             
CONECT   15   16   26   50   14                                             
CONECT   16   17   15   51   52                                             
CONECT   17   16   18   53   54                                             
CONECT   18   19   24   17                                                  
CONECT   19   18   20   55                                                  
CONECT   20   21   22   19                                                  
CONECT   21   20                                                            
CONECT   22   20   23   56                                                  
CONECT   23   24   22   57                                                  
CONECT   24   25   23   18   26                                             
CONECT   25   24   58   59   60                                             
CONECT   26   15   61   27   24                                             
CONECT   27   26   28   62   63                                             
CONECT   28   29   27   64   65                                             
CONECT   29   11   30   28   14                                             
CONECT   30   29   66   67   68                                             
CONECT   31    2    6   32   69                                             
CONECT   32   31   70   71   72                                             
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    2                                                            
CONECT   37    6                                                            
CONECT   38    7                                                            
CONECT   39    8                                                            
CONECT   40    9                                                            
CONECT   41   10                                                            
CONECT   42   10                                                            
CONECT   43   10                                                            
CONECT   44   11                                                            
CONECT   45   12                                                            
CONECT   46   12                                                            
CONECT   47   13                                                            
CONECT   48   13                                                            
CONECT   49   14                                                            
CONECT   50   15                                                            
CONECT   51   16                                                            
CONECT   52   16                                                            
CONECT   53   17                                                            
CONECT   54   17                                                            
CONECT   55   19                                                            
CONECT   56   22                                                            
CONECT   57   23                                                            
CONECT   58   25                                                            
CONECT   59   25                                                            
CONECT   60   25                                                            
CONECT   61   26                                                            
CONECT   62   27                                                            
CONECT   63   27                                                            
CONECT   64   28                                                            
CONECT   65   28                                                            
CONECT   66   30                                                            
CONECT   67   30                                                            
CONECT   68   30                                                            
CONECT   69   31                                                            
CONECT   70   32                                                            
CONECT   71   32                                                            
CONECT   72   32                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  152    0
END

RDKit          3D

72 76  0  0  0  0  0  0  0  0999 V2000
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    0.5316   -0.0381    4.4085 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1172    1.4309    1.8375 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2075    2.3417    2.0447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6197    1.5826    0.3623 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0615    2.9917    0.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6309    0.4697   -0.0854 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.5978   -1.8778   -0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5478   -1.0126   -1.5885 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.3757    0.5673   -2.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5693    1.6582    4.3811 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5722    0.5342    4.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1354    3.3171    6.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2623    3.2785    4.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4062    2.4539    6.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4458    0.8098    6.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6704    3.7590    0.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0658    3.2358   -0.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1309   -1.0581   -6.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4532    0.3752   -6.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8958   -0.5246   -2.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1418    1.2197   -4.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4168    1.7112   -3.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7398    1.3779   -1.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4152    2.4082   -2.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7451    1.5981   -2.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1246    0.3357   -3.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2161   -0.0782   -2.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0387    2.6096    4.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7913    0.4837    5.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1917   -0.4443    4.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5225    0.7091    4.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 29  1  0
 17 16  1  0
 20 21  2  0
 16 15  1  0
 11  9  1  0
  9  7  1  0
 26 15  1  0
 29 30  1  6
 19 18  2  0
 24 25  1  6
 24 23  1  0
 15 50  1  6
 24 18  1  0
 26 61  1  1
 14 49  1  1
 26 27  1  0
 11 44  1  1
 15 14  1  0
  9 10  1  0
 29 28  1  0
 28 27  1  0
  7  6  1  0
  6  5  1  0
 29 14  1  0
 22 20  1  0
 22 23  2  0
 20 19  1  0
  5  3  1  0
  3  2  1  0
  2 31  1  0
 31  6  1  0
 24 26  1  0
  3  4  2  0
 18 17  1  0
  7  8  1  0
 14 13  1  0
 31 32  1  0
 13 12  1  0
  2  1  1  0
 22 56  1  0
 19 55  1  0
 23 57  1  0
 17 53  1  0
 17 54  1  0
 16 51  1  0
 16 52  1  0
 28 64  1  0
 28 65  1  0
 27 62  1  0
 27 63  1  0
 13 47  1  0
 13 48  1  0
 12 45  1  0
 12 46  1  0
  9 40  1  6
 30 66  1  0
 30 67  1  0
 30 68  1  0
 25 58  1  0
 25 59  1  0
 25 60  1  0
 10 41  1  0
 10 42  1  0
 10 43  1  0
  7 38  1  6
  6 37  1  6
  2 36  1  1
 31 69  1  1
  8 39  1  0
 32 70  1  0
 32 71  1  0
 32 72  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₄₀O₄

Average Mass

440.6240 Da

Monoisotopic Mass

440.29266 Da

IUPAC Name

(3S,4S,5R)-5-[(1S,2S)-2-[(1S,2R,10S,11S,14R,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-14-yl]-1-hydroxypropyl]-3,4-dimethyloxolan-2-one

Traditional Name

(3S,4S,5R)-5-[(1S,2S)-2-[(1S,2R,10S,11S,14R,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-14-yl]-1-hydroxypropyl]-3,4-dimethyloxolan-2-one

CAS Registry Number

Not Available

SMILES

[H]O[C@@]([H])([C@@]([H])(C([H])([H])[H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2([H])[C@]3([H])C([H])([H])C([H])([H])C4=C([H])C(=O)C([H])=C([H])[C@]4(C([H])([H])[H])[C@@]3([H])C([H])([H])C([H])([H])[C@]12C([H])([H])[H])[C@]1([H])OC(=O)[C@@]([H])(C([H])([H])[H])[C@]1([H])C([H])([H])[H]

InChI Identifier

InChI=1S/C28H40O4/c1-15-16(2)26(31)32-25(15)24(30)17(3)21-8-9-22-20-7-6-18-14-19(29)10-12-27(18,4)23(20)11-13-28(21,22)5/h10,12,14-17,20-25,30H,6-9,11,13H2,1-5H3/t15-,16-,17-,20-,21+,22-,23-,24-,25+,27-,28+/m0/s1

InChI Key

UISXVQNCBCKQHL-RKXKHITBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Paraminabea acronocephala	JEOL database	Chao, C. -H., et al, J. Nat. Prod. 74, 1132 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Withanolides and derivatives

Alternative Parents

Substituents

Withanolide-skeleton
Hydroxy bile acid, alcohol, or derivatives
Monohydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
22-hydroxysteroid
3-oxo-delta-1,4-steroid
3-oxosteroid
Oxosteroid
Hydroxysteroid
Delta-1,4-steroid
Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Cyclic ketone
Secondary alcohol
Ketone
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

secondary alcohol (CHEBI:67564 )
gamma-lactone (CHEBI:67564 )
ergostanoid (CHEBI:67564 )
withanolide (CHEBI:67564 )
3-oxo-Delta(1),Delta(4)-steroid (CHEBI:67564 )

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	4.06	ALOGPS
logP	5.26	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	13.92	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	126.28 m³·mol⁻¹	ChemAxon
Polarizability	51.13 Å³	ChemAxon
Number of Rings	5	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

27025520

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

67564

Good Scents ID

Not Available

References

General References

Chao, C. -H., et al. (2011). Chao, C. -H., et al, J. Nat. Prod. 74, 1132 (2011). J. Nat. Prod..

Showing NP-Card for paraminabeolide E (NP0035937)

MOL for NP0035937 (paraminabeolide E)

3D MOL for NP0035937 (paraminabeolide E)

3D SDF for NP0035937 (paraminabeolide E)

3D-SDF for NP0035937 (paraminabeolide E)

PDB for NP0035937 (paraminabeolide E)

3D PDB for NP0035937 (paraminabeolide E)

SMILES for NP0035937 (paraminabeolide E)

INCHI for NP0035937 (paraminabeolide E)

Structure for NP0035937 (paraminabeolide E)

3D Structure for NP0035937 (paraminabeolide E)