NP-MRD: Showing NP-Card for Peniocerol (NP0074283)

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Record Information

Version

2.0

Created at

2022-04-28 19:26:38 UTC

Updated at

2022-04-28 19:26:38 UTC

NP-MRD ID

NP0074283

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Peniocerol

Description

Peniocerol belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Peniocerol is found in Myrtillocactus geometrizans, Peniocereus fosterianus, Peniocereus viperinus and Stenocereus thurberi. Peniocerol was first documented in 2015 (PMID: 26113867). Based on a literature review a small amount of articles have been published on Peniocerol (PMID: 35474764) (PMID: 32144512) (PMID: 31850224).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282221262D          

 29 32  0  0  1  0            999 V2000
   -3.8560    1.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4080    1.8769    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1531    2.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461    2.8330    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7941    2.2199    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0490    1.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9871    2.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7322    3.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2842    3.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0912    3.6176    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6432    4.2307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9252    3.3476    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3732    2.7345    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6281    1.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351    1.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3805    3.0701    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2943    3.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5127    4.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950    2.6576    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8094    3.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239    2.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2384    3.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9529    2.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6673    3.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9529    1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950    1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2399    2.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2421    1.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2150    1.7053    0.0000 O   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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  1  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  6  0  0  0
 16 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 19 26  1  1  0  0  0
 13 27  1  6  0  0  0
  5 28  1  6  0  0  0
  2 29  1  6  0  0  0
M  END

     RDKit          3D

 75 78  0  0  0  0  0  0  0  0999 V2000
    7.2551    0.3127   -0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2037    0.5281    0.3617 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7147    1.6451    1.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9556    1.0251   -0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8147    1.2899    0.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3978    0.0631    1.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9480   -1.0440    0.5370 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6090   -2.2039    1.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8716   -0.7584   -0.4565 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.5812    0.8309   -0.2977 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7279    1.6411    0.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1317    1.6921   -1.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3866    1.1440   -2.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4231    0.7582   -0.9922 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1203    1.8623   -0.5160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8386   -0.0836    0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4235   -0.4182   -0.2599 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7728   -1.4029    0.6653 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6427   -2.4074    1.0783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5758   -1.9670   -0.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6102    1.2678   -1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1282   -0.2447   -0.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8191   -0.2640   -1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0832   -0.4274    0.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7424    2.5603    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0495    1.7585    2.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7375    1.3892    1.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6537    0.3731   -1.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2164    2.0071   -0.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1847    2.0882    1.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0218    1.7649    0.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7461    0.3026    2.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3534   -0.2931    1.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8287   -1.3819   -0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0176   -2.9941    1.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1634   -1.8745    2.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5864   -2.6873    1.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2903   -0.0365   -1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2677   -2.8772   -0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8029   -1.8882   -2.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2275   -2.8747   -2.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0611   -2.9949   -0.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2069   -0.4982   -2.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5087    2.4047   -0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9896    1.5722   -1.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2088    1.6692    0.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9681    1.6369   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0117   -1.8510    1.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0544   -0.4496    1.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4856   -0.1876    2.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8234    1.0446    1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6922    2.2135    0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355    2.3951    0.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3104    2.7364   -1.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3616    1.7131   -2.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0076   -2.4979   -0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
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  9 10  1  0
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 16 17  1  0
 17 18  1  1
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 19 20  1  1
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 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 17  9  1  0
 26 19  1  0
 17 12  1  0
 29 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  1
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  3 35  1  0
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  6 42  1  0
  7 43  1  6
  8 44  1  0
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  8 46  1  0
  9 47  1  6
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 26 71  1  6
 27 72  1  1
 28 73  1  0
 29 74  1  0
 29 75  1  0
M  END


  Mrv1652304282221262D          

 29 32  0  0  1  0            999 V2000
   -3.8560    1.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4080    1.8769    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1531    2.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9871    2.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7322    3.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2842    3.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0912    3.6176    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6432    4.2307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9252    3.3476    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3732    2.7345    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.4351    1.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3805    3.0701    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2943    3.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5127    4.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950    2.6576    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8094    3.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239    2.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2384    3.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9529    2.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6673    3.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9529    1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2399    2.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2421    1.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2150    1.7053    0.0000 O   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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
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  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  1  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
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 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  6  0  0  0
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 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 19 26  1  1  0  0  0
 13 27  1  6  0  0  0
  5 28  1  6  0  0  0
  2 29  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0074283

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C[C@@H]1[C@@H](O)C3

> <INCHI_IDENTIFIER>
InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-16-25(29)24-15-19(28)11-13-27(24,5)23(20)12-14-26(21,22)4/h17-19,21-22,24-25,28-29H,6-16H2,1-5H3/t18-,19+,21-,22+,24-,25+,26-,27-/m1/s1

> <INCHI_KEY>
MPCLLXXLNXORCU-YCNUQCQXSA-N

> <FORMULA>
C27H46O2

> <MOLECULAR_WEIGHT>
402.663

> <EXACT_MASS>
402.349780721

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
51.71431504822992

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5S,7S,8S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-ene-5,8-diol

> <ALOGPS_LOGP>
5.69

> <JCHEM_LOGP>
5.760466409000001

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.398287459956563

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.702807643511896

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6914773041848523

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
121.94239999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.32e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5S,7S,8S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-ene-5,8-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -7.198   2.359   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.228   3.503   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.752   4.968   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.246   5.288   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.216   4.144   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.692   2.679   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.709   4.464   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.233   5.929   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.264   7.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.770   6.753   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.801   7.897   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.727   6.249   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.697   5.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.172   3.640   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.679   3.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.710   5.731   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.549   7.262   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.957   7.583   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.044   4.961   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.378   5.731   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.711   4.961   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.045   5.731   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.379   4.961   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.712   5.731   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.379   3.421   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.044   3.421   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.448   4.074   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.185   2.999   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -9.735   3.183   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   29                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   28                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   15                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    8   13   18                                                  
CONECT   13   12   14   16   27                                             
CONECT   14   13   15                                                       
CONECT   15   14    7                                                       
CONECT   16   13   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   12                                                       
CONECT   19   16   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   19                                                            
CONECT   27   13                                                            
CONECT   28    5                                                            
CONECT   29    2                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₄₆O₂

Average Mass

402.6630 Da

Monoisotopic Mass

402.34978 Da

IUPAC Name

(2S,5S,7S,8S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-ene-5,8-diol

Traditional Name

(2S,5S,7S,8S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-ene-5,8-diol

CAS Registry Number

Not Available

SMILES

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C[C@@H]1[C@@H](O)C3

InChI Identifier

InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-16-25(29)24-15-19(28)11-13-27(24,5)23(20)12-14-26(21,22)4/h17-19,21-22,24-25,28-29H,6-16H2,1-5H3/t18-,19+,21-,22+,24-,25+,26-,27-/m1/s1

InChI Key

MPCLLXXLNXORCU-YCNUQCQXSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Myrtillocactus geometrizans	Plant	KNApSAcK
Peniocereus fosterianus	Plant	KNApSAcK
Peniocereus viperinus	LOTUS Database	35616633
Stenocereus thurberi	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol-skeleton
3-beta-hydroxysteroid
Hydroxysteroid
6-hydroxysteroid
3-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
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	5.69	ALOGPS
logP	5.76	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	14.7	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	121.94 m³·mol⁻¹	ChemAxon
Polarizability	51.71 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00035362

Chemspider ID

10280093

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12314055

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Munoz-Gomez RJ, Rivero-Cruz I, Ovalle-Magallanes B, Linares E, Bye R, Tovar AR, Noriega LG, Tovar-Palacio C, Mata R: Antidiabetic Sterols from Peniocereus greggii Roots. ACS Omega. 2022 Apr 8;7(15):13144-13154. doi: 10.1021/acsomega.2c00595. eCollection 2022 Apr 19. [PubMed:35474764 ]
Lopez-Palacios C, Pena-Valdivia CB: Screening of secondary metabolites in cladodes to further decode the domestication process in the genus Opuntia (Cactaceae). Planta. 2020 Mar 6;251(4):74. doi: 10.1007/s00425-020-03371-9. [PubMed:32144512 ]
Couder-Garcia BDC, Jacobo-Herrera NJ, Zentella-Dehesa A, Rocha-Zavaleta L, Tavarez-Santamaria Z, Martinez-Vazquez M: The Phytosterol Peniocerol Inhibits Cell Proliferation and Tumor Growth in a Colon Cancer Xenograft Model. Front Oncol. 2019 Dec 3;9:1341. doi: 10.3389/fonc.2019.01341. eCollection 2019. [PubMed:31850224 ]
Bolanos-Carrillo MA, Ventura-Gallegos JL, Saldivar-Jimenez AD, Zentella-Dehesa A, Martinez-Vazquez M: Effect of Sterols Isolated from Myrtillocactus geometrizans on Growth Inhibition of Colon and Breast Cancer Cells. Evid Based Complement Alternat Med. 2015;2015:589350. doi: 10.1155/2015/589350. Epub 2015 May 31. [PubMed:26113867 ]

Showing NP-Card for Peniocerol (NP0074283)

MOL for NP0074283 (Peniocerol)

3D MOL for NP0074283 (Peniocerol)

3D SDF for NP0074283 (Peniocerol)

3D-SDF for NP0074283 (Peniocerol)

PDB for NP0074283 (Peniocerol)

3D PDB for NP0074283 (Peniocerol)

SMILES for NP0074283 (Peniocerol)

INCHI for NP0074283 (Peniocerol)

Structure for NP0074283 (Peniocerol)

3D Structure for NP0074283 (Peniocerol)