MiMeDB: Showing metabocard for 4-Pregnen-20,21-diol-3-one (MMDBc0057121)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-10-17 17:54:45 UTC

Update Date

2022-10-17 17:54:45 UTC

Metabolite ID

MMDBc0057121

Metabolite Identification

Common Name

4-Pregnen-20,21-diol-3-one

Description

4-pregnen-20,21-diol-3-one belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. Based on a literature review very few articles have been published on 4-pregnen-20,21-diol-3-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652310172219542D          

 28 31  0  0  1  0            999 V2000
    1.8399   -2.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596   -2.8327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0914   -3.4634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035   -3.3182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1838   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520   -1.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399   -2.8825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232   -4.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111   -4.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990   -4.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4672   -3.7538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3574   -3.7270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5867   -2.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962   -2.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475   -2.9779    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0450   -3.2072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1676   -3.5715    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637   -4.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6810   -4.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873   -4.9168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528   -5.1425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073   -4.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2793   -3.6086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0278   -2.2020    0.0000 H   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  1  0  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  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
  4 10  1  0  0  0  0
  8 11  2  0  0  0  0
  4 12  1  1  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  6  0  0  0
 16 21  1  6  0  0  0
 16 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 15 26  1  1  0  0  0
  3 27  1  6  0  0  0
  2 28  1  1  0  0  0
M  END


  Mrv1652310172219542D          

 28 31  0  0  1  0            999 V2000
    1.8399   -2.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596   -2.8327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0914   -3.4634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035   -3.3182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1838   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520   -1.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399   -2.8825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232   -4.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111   -4.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990   -4.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4672   -3.7538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3574   -3.7270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5867   -2.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962   -2.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475   -2.9779    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0450   -3.2072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1676   -3.5715    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637   -4.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6810   -4.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873   -4.9168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528   -5.1425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073   -4.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2793   -3.6086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0278   -2.2020    0.0000 H   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  1  0  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  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
  4 10  1  0  0  0  0
  8 11  2  0  0  0  0
  4 12  1  1  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  6  0  0  0
 16 21  1  6  0  0  0
 16 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 15 26  1  1  0  0  0
  3 27  1  6  0  0  0
  2 28  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0057121

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)C(O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h11,15-19,22,24H,3-10,12H2,1-2H3/t15-,16-,17-,18+,19?,20-,21-/m0/s1

> <INCHI_KEY>
ZCFUAGVJMSGCHS-FYGMKCHKSA-N

> <FORMULA>
C21H32O3

> <MOLECULAR_WEIGHT>
332.484

> <EXACT_MASS>
332.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
39.21267040687444

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10S,11S,14S,15S)-14-(1,2-dihydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

> <ALOGPS_LOGP>
2.64

> <JCHEM_LOGP>
2.8941936323333337

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.69544056071162

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.046634468553798

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9400184045434097

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
95.27709999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.67e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,10S,11S,14S,15S)-14-(1,2-dihydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-OCT-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-OCT-22         0                                  
HETATM    1  C   UNK     0       3.434  -3.839   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.911  -5.288   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.904  -6.465   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.420  -6.194   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.943  -4.746   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.950  -3.568   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.459  -4.474   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.452  -5.652   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.929  -7.100   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.413  -7.371   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.968  -5.381   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.897  -7.642   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.381  -7.913   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.865  -8.184   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.872  -7.007   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.667  -6.957   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.095  -5.478   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.179  -4.614   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.395  -5.559   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0      -0.084  -5.987   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0      -2.180  -6.667   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0      -1.612  -8.173   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.138  -7.962   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.083  -9.178   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.032  -9.599   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.200  -8.393   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0       2.388  -6.736   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.919  -4.110   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3   19   28                                             
CONECT    3    2    4   13   27                                             
CONECT    4    3    5   10   12                                             
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8                                                            
CONECT   12    4                                                            
CONECT   13    3   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   19   26                                             
CONECT   16   15   17   21   22                                             
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    2   15   20                                             
CONECT   20   19                                                            
CONECT   21   16                                                            
CONECT   22   16   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22                                                            
CONECT   26   15                                                            
CONECT   27    3                                                            
CONECT   28    2                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

Synonyms

Not Available

Molecular Formula

C₂₁H₃₂O₃

Average Mass

332.484

Monoisotopic Mass

332.23514489

IUPAC Name

(1S,2R,10S,11S,14S,15S)-14-(1,2-dihydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

Traditional Name

(1S,2R,10S,11S,14S,15S)-14-(1,2-dihydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)C(O)CO

InChI Identifier

InChI=1S/C21H32O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h11,15-19,22,24H,3-10,12H2,1-2H3/t15-,16-,17-,18+,19?,20-,21-/m0/s1

InChI Key

ZCFUAGVJMSGCHS-FYGMKCHKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

21-hydroxysteroids

Alternative Parents

Substituents

Progestogin-skeleton
21-hydroxysteroid
Pregnane-skeleton
3-oxo-delta-4-steroid
3-oxosteroid
Oxosteroid
Delta-4-steroid
Cyclohexenone
1,2-diol
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Organooxygen compound
Primary alcohol
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.047 g/L	ALOGPS
logP	2.64	ALOGPS
logP	2.89	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	14.05	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	95.28 m³·mol⁻¹	ChemAxon
Polarizability	39.21 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10160284

KEGG Compound ID

Not Available

BioCyc ID

CPD-16843

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11987811

PDB ID

Not Available

ChEBI ID

87841

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 4-Pregnen-20,21-diol-3-one (MMDBc0057121)

MOL for #<Metabolite:0x0000556b6ad9d890>

3D MOL for #<Metabolite:0x0000556b6ad9d890>

3D SDF for #<Metabolite:0x0000556b6ad9d890>

3D-SDF for #<Metabolite:0x0000556b6ad9d890>

PDB for #<Metabolite:0x0000556b6ad9d890>

3D PDB for #<Metabolite:0x0000556b6ad9d890>

SMILES for #<Metabolite:0x0000556b6ad9d890>

INCHI for #<Metabolite:0x0000556b6ad9d890>

Structure for #<Metabolite:0x0000556b6ad9d890>

3D Structure for #<Metabolite:0x0000556b6ad9d890>