NP-MRD: Showing NP-Card for Ecdysone (NP0047075)

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Record Information

Version

2.0

Created at

2022-03-17 20:34:11 UTC

Updated at

2022-03-17 20:34:12 UTC

NP-MRD ID

NP0047075

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ecdysone

Description

Ecdysone, also known as molting hormone, belongs to the class of organic compounds known as pentahydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or derivatives bearing five hydroxyl groups. Thus, ecdysone is considered to be a sterol lipid molecule. Ecdysone is found in Ajuga reptans, Athyrium yokoscense, Blandfordia punicea, Blechnum minus, Charybdis japonica, Chascolytrum lamarckianum, Chironomus tentans, Gagea serotina, Gomphrena affinis, Limonium peregrinum, Lychnis fulgens, Manduca sexta, Podisus maculiventris, Polypodium virginianum, Polypodium vulgare , Pteridium aquilinum , Rhaponticum carthamoides , Schistocerca gregaria, Serratula coronata, Sida szechuensis, Silene brahuica, Silene chalcedonica, Silene italica, Silene italica ssp.nemaralis, Silene linicola, Silene otites, Taxus cuspidata and Zoanthus sp.. Ecdysone was first documented in 2009 (PMID: 19342482). Ecdysone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 22310011) (PMID: 22828514) (PMID: 23017214) (PMID: 23072462).

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1652301251919022D          

 35 38  0  0  1  0            999 V2000
   22.1576  -17.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8772  -17.1372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.4379  -17.1865    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.1432  -18.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8807  -16.3445    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.2846  -17.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8736  -18.0109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7253  -17.6022    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.4310  -16.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4449  -18.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6038  -15.9255    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.1542  -15.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8736  -15.5097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3234  -16.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7253  -18.4266    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.0127  -17.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7179  -16.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4307  -19.6003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6074  -15.1149    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.0127  -18.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3106  -17.6022    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.3128  -14.7098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.8807  -14.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3106  -18.4266    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.5875  -17.1830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0186  -15.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3059  -13.8714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5840  -18.8389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7172  -14.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4228  -15.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1284  -14.7168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4193  -16.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1180  -15.5308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4307  -17.9794    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.7179  -19.2579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2  7  1  6  0  0  0
  3  8  1  0  0  0  0
  3  9  1  0  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  5 13  1  1  0  0  0
  6 14  1  0  0  0  0
  8 15  1  0  0  0  0
  8 16  1  0  0  0  0
  8 17  1  1  0  0  0
 10 18  2  0  0  0  0
 11 19  1  1  0  0  0
 15 20  1  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  1  6  0  0  0
 20 24  1  0  0  0  0
 21 25  1  1  0  0  0
 22 26  1  0  0  0  0
 22 27  1  6  0  0  0
 24 28  1  1  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
  9 12  1  0  0  0  0
 10 15  1  0  0  0  0
 11 14  1  0  0  0  0
 21 24  1  0  0  0  0
  3 34  1  6  0  0  0
 15 35  1  1  0  0  0
M  END

 
  Mrv1652301251919022D          

 35 38  0  0  1  0            999 V2000
   22.1576  -17.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8772  -17.1372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.4379  -17.1865    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.1432  -18.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8807  -16.3445    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.2846  -17.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8736  -18.0109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7253  -17.6022    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.4310  -16.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4449  -18.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6038  -15.9255    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.1542  -15.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8736  -15.5097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3234  -16.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7253  -18.4266    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.0127  -17.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7179  -16.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4307  -19.6003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6074  -15.1149    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.0127  -18.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3106  -17.6022    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.3128  -14.7098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.8807  -14.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3106  -18.4266    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.5875  -17.1830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0186  -15.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3059  -13.8714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5840  -18.8389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7172  -14.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4228  -15.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1284  -14.7168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4193  -16.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1180  -15.5308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4307  -17.9794    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.7179  -19.2579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2  7  1  6  0  0  0
  3  8  1  0  0  0  0
  3  9  1  0  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  5 13  1  1  0  0  0
  6 14  1  0  0  0  0
  8 15  1  0  0  0  0
  8 16  1  0  0  0  0
  8 17  1  1  0  0  0
 10 18  2  0  0  0  0
 11 19  1  1  0  0  0
 15 20  1  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  1  6  0  0  0
 20 24  1  0  0  0  0
 21 25  1  1  0  0  0
 22 26  1  0  0  0  0
 22 27  1  6  0  0  0
 24 28  1  1  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
  9 12  1  0  0  0  0
 10 15  1  0  0  0  0
 11 14  1  0  0  0  0
 21 24  1  0  0  0  0
  3 34  1  6  0  0  0
 15 35  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0047075

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC[C@]3(C)[C@H](CC[C@@]3(O)C1=CC(=O)[C@]1([H])C[C@@H](O)[C@@H](O)C[C@]21C)[C@H](C)[C@H](O)CCC(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O6/c1-15(20(28)8-9-24(2,3)32)16-7-11-27(33)18-12-21(29)19-13-22(30)23(31)14-25(19,4)17(18)6-10-26(16,27)5/h12,15-17,19-20,22-23,28,30-33H,6-11,13-14H2,1-5H3/t15-,16+,17-,19-,20+,22+,23-,25+,26+,27+/m0/s1

> <INCHI_KEY>
UPEZCKBFRMILAV-JMZLNJERSA-N

> <FORMULA>
C27H44O6

> <MOLECULAR_WEIGHT>
464.6347

> <EXACT_MASS>
464.31378914

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
52.93272570598419

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,4S,5R,7R,11S,14R,15R)-14-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-4,5,11-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one

> <ALOGPS_LOGP>
1.96

> <JCHEM_LOGP>
1.6912082396666657

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.065168812254658

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.507042078447135

> <JCHEM_PKA_STRONGEST_BASIC>
-2.627362688414686

> <JCHEM_POLAR_SURFACE_AREA>
118.22000000000001

> <JCHEM_REFRACTIVITY>
127.42469999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,4S,5R,7R,11S,14R,15R)-14-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-4,5,11-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-JAN-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-JAN-19         0                                  
HETATM    1  C   UNK     0      41.361 -32.844   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      42.704 -31.989   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      40.017 -32.082   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      41.334 -34.626   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      42.711 -30.510   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      45.331 -32.036   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      42.697 -33.620   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      38.687 -32.857   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      40.005 -30.523   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      40.031 -35.159   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      44.060 -29.728   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      41.354 -29.740   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      42.697 -28.951   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      45.404 -30.523   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      38.687 -34.396   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      37.357 -32.101   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      38.673 -31.299   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      40.004 -36.587   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      44.067 -28.214   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      37.357 -35.166   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      36.046 -32.857   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      45.384 -27.458   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      42.711 -27.125   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      36.046 -34.396   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      34.697 -32.075   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      46.701 -28.228   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      45.371 -25.893   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      34.690 -35.166   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      48.005 -27.465   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      49.323 -28.234   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      50.640 -27.471   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      49.316 -30.140   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      50.620 -28.991   0.000  0.00  0.00           O+0
HETATM   34  H   UNK     0      40.004 -33.562   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      38.673 -35.948   0.000  0.00  0.00           H+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6    7                                             
CONECT    3    1    8    9   34                                             
CONECT    4    1   10                                                       
CONECT    5    2   11   12   13                                             
CONECT    6    2   14                                                       
CONECT    7    2                                                            
CONECT    8    3   15   16   17                                             
CONECT    9    3   12                                                       
CONECT   10    4   18   15                                                  
CONECT   11    5   19   14                                                  
CONECT   12    5    9                                                       
CONECT   13    5                                                            
CONECT   14    6   11                                                       
CONECT   15    8   20   10   35                                             
CONECT   16    8   21                                                       
CONECT   17    8                                                            
CONECT   18   10                                                            
CONECT   19   11   22   23                                                  
CONECT   20   15   24                                                       
CONECT   21   16   25   24                                                  
CONECT   22   19   26   27                                                  
CONECT   23   19                                                            
CONECT   24   20   28   21                                                  
CONECT   25   21                                                            
CONECT   26   22   29                                                       
CONECT   27   22                                                            
CONECT   28   24                                                            
CONECT   29   26   30                                                       
CONECT   30   29   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30                                                            
CONECT   34    3                                                            
CONECT   35   15                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Value	Source
(22R)-2beta,3beta,14,22,25-Pentahydroxy-5beta-cholest-7-en-6-one	ChEBI
(22R)-2beta,3beta,14alpha,22,25-Pentahydroxy-5beta-cholest-7-en-6-one	ChEBI
(22R)-2b,3b,14,22,25-Pentahydroxy-5b-cholest-7-en-6-one	Generator
(22R)-2Β,3β,14,22,25-pentahydroxy-5β-cholest-7-en-6-one	Generator
(22R)-2b,3b,14a,22,25-Pentahydroxy-5b-cholest-7-en-6-one	Generator
(22R)-2Β,3β,14α,22,25-pentahydroxy-5β-cholest-7-en-6-one	Generator
Molting hormone	MeSH

Chemical Formula

C₂₇H₄₄O₆

Average Mass

464.6347 Da

Monoisotopic Mass

464.31379 Da

IUPAC Name

(1R,2R,4S,5R,7R,11S,14R,15R)-14-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-4,5,11-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one

Traditional Name

(1R,2R,4S,5R,7R,11S,14R,15R)-14-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-4,5,11-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one

CAS Registry Number

3604-87-3

SMILES

[H][C@]12CC[C@]3(C)[C@H](CC[C@@]3(O)C1=CC(=O)[C@]1([H])C[C@@H](O)[C@@H](O)C[C@]21C)[C@H](C)[C@H](O)CCC(C)(C)O

InChI Identifier

InChI=1S/C27H44O6/c1-15(20(28)8-9-24(2,3)32)16-7-11-27(33)18-12-21(29)19-13-22(30)23(31)14-25(19,4)17(18)6-10-26(16,27)5/h12,15-17,19-20,22-23,28,30-33H,6-11,13-14H2,1-5H3/t15-,16+,17-,19-,20+,22+,23-,25+,26+,27+/m0/s1

InChI Key

UPEZCKBFRMILAV-JMZLNJERSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ajuga reptans	LOTUS Database	35616633
Athyrium yokoscense	LOTUS Database	35616633
Blandfordia punicea	LOTUS Database	35616633
Blechnum minus	Plant	KNApSAcK
Charybdis japonica	LOTUS Database	35616633
Chascolytrum lamarckianum	LOTUS Database	35616633
Chironomus tentans	LOTUS Database	35616633
Gagea serotina	LOTUS Database	35616633
Gomphrena affinis	LOTUS Database	35616633
Limonium peregrinum	LOTUS Database	35616633
Lychnis fulgens	Plant	KNApSAcK
Manduca sexta	LOTUS Database	35616633
Podisus maculiventris	LOTUS Database	35616633
Polypodium virginianum	Plant	KNApSAcK
Polypodium vulgare	Plant	KNApSAcK
Pteridium aquilinum	Plant	KNApSAcK
Rhaponticum carthamoides	Plant	KNApSAcK
Schistocerca gregaria	LOTUS Database	35616633
Serratula coronata	LOTUS Database	35616633
Sida szechuensis	LOTUS Database	35616633
Silene brahuica	LOTUS Database	35616633
Silene chalcedonica	LOTUS Database	35616633
Silene italica	LOTUS Database	35616633
Silene italica ssp.nemaralis	Plant	KNApSAcK
Silene linicola	LOTUS Database	35616633
Silene otites	LOTUS Database	35616633
Spinacia oleracea	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Taxus cuspidata	LOTUS Database	35616633
Zoanthus sp.	Animalia	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentahydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or derivatives bearing five hydroxyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Pentahydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Pentahydroxy bile acid, alcohol, or derivatives
Cholesterol-skeleton
Cholesterol
Cholestane-skeleton
25-hydroxysteroid
Ecdysteroid
22-hydroxysteroid
14-hydroxysteroid
6-oxosteroid
3-beta-hydroxysteroid
Hydroxysteroid
Oxosteroid
2-hydroxysteroid
3-hydroxysteroid
3-hydroxy-delta-7-steroid
Delta-7-steroid
Cyclohexenone
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Ketone
Polyol
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3beta-sterol (CHEBI:16688 )
6-oxo steroid (CHEBI:16688 )
22-hydroxy steroid (CHEBI:16688 )
25-hydroxy steroid (CHEBI:16688 )
2beta-hydroxy steroid (CHEBI:16688 )
14alpha-hydroxy steroid (CHEBI:16688 )
ecdysteroid (CHEBI:16688 )
cholestane (C00477 )
Cholestane and derivatives (C00477 )
Steroid hormones (C00477 )
Cholesterol and derivatives (LMST01010210 )

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	1.96	ALOGPS
logP	1.69	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	13.51	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	118.22 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	127.42 m³·mol⁻¹	ChemAxon
Polarizability	52.93 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

FDB007162

KNApSAcK ID

C00003651

Chemspider ID

Not Available

KEGG Compound ID

C00477

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ecdysone

METLIN ID

Not Available

PubChem Compound

19212

PDB ID

Not Available

ChEBI ID

16688

Good Scents ID

Not Available

References

General References

Ishimoto H, Sakai T, Kitamoto T: Ecdysone signaling regulates the formation of long-term courtship memory in adult Drosophila melanogaster. Proc Natl Acad Sci U S A. 2009 Apr 14;106(15):6381-6. doi: 10.1073/pnas.0810213106. Epub 2009 Apr 2. [PubMed:19342482 ]
Schwedes CC, Carney GE: Ecdysone signaling in adult Drosophila melanogaster. J Insect Physiol. 2012 Mar;58(3):293-302. doi: 10.1016/j.jinsphys.2012.01.013. Epub 2012 Jan 28. [PubMed:22310011 ]
Yu J, Wu FY, Zou FM, Jia JQ, Wang SP, Zhang GZ, Guo XJ, Gui ZZ: Identification of ecdysone response elements (EcREs) in the Bombyx mori cathepsin D promoter. Biochem Biophys Res Commun. 2012 Aug 17;425(1):113-8. doi: 10.1016/j.bbrc.2012.07.068. Epub 2012 Jul 22. [PubMed:22828514 ]
Liu C, Enright T, Tzertzinis G, Unnasch TR: Identification of genes containing ecdysone response elements in the genome of Brugia malayi. Mol Biochem Parasitol. 2012 Nov;186(1):38-43. doi: 10.1016/j.molbiopara.2012.09.005. Epub 2012 Sep 24. [PubMed:23017214 ]
Yamanaka N, Rewitz KF, O'Connor MB: Ecdysone control of developmental transitions: lessons from Drosophila research. Annu Rev Entomol. 2013;58:497-516. doi: 10.1146/annurev-ento-120811-153608. Epub 2012 Oct 15. [PubMed:23072462 ]

Showing NP-Card for Ecdysone (NP0047075)

MOL for NP0047075 (Ecdysone)

3D MOL for NP0047075 (Ecdysone)

3D SDF for NP0047075 (Ecdysone)

3D-SDF for NP0047075 (Ecdysone)

PDB for NP0047075 (Ecdysone)

3D PDB for NP0047075 (Ecdysone)

SMILES for NP0047075 (Ecdysone)

INCHI for NP0047075 (Ecdysone)

Structure for NP0047075 (Ecdysone)

3D Structure for NP0047075 (Ecdysone)