NP-MRD: Showing NP-Card for Pelanin (NP0049007)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-17 21:05:39 UTC

Updated at

2022-03-17 21:05:39 UTC

NP-MRD ID

NP0049007

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pelanin

Description

Pelanin, also known as estradiol-17 beta or deladumone, belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group. Thus, pelanin is considered to be a steroid lipid molecule. Pelanin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 08221314162D          

 30 33  0  0  1  0            999 V2000
    3.8779   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3053   -2.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0213   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6364   -3.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4012   -1.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8294   -4.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5942   -1.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0579   -4.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2509   -4.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9803   -2.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1733   -2.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6983   -2.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8913   -3.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9532   -2.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3393   -2.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5323   -2.6857    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2774   -3.4704    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4704   -3.6419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1647   -3.3644    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7357   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9184   -3.0288    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7602   -1.9996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7357   -4.1894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4502   -2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7872   -1.9011    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3062   -4.2949    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6978   -4.4349    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4728   -3.8137    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 15  6  1  0  0  0  0
 15 14  2  0  0  0  0
 16  7  2  0  0  0  0
 16 14  1  0  0  0  0
 17  9  2  0  0  0  0
 17 15  1  0  0  0  0
 18 12  1  0  0  0  0
 18 17  1  0  0  0  0
 19  8  1  0  0  0  0
 19 18  1  0  0  0  0
 20 10  1  0  0  0  0
 20 19  1  0  0  0  0
 21 11  1  0  0  0  0
 22  5  1  0  0  0  0
 23  2  1  6  0  0  0
 23 13  1  0  0  0  0
 23 20  1  0  0  0  0
 23 21  1  0  0  0  0
 24 16  1  0  0  0  0
 25 22  2  0  0  0  0
 21 26  1  6  0  0  0
 26 22  1  0  0  0  0
 18 27  1  1  0  0  0
 19 28  1  6  0  0  0
 20 29  1  1  0  0  0
 21 30  1  1  0  0  0
M  END


  Mrv0541 08221314162D          

 30 33  0  0  1  0            999 V2000
    3.8779   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3053   -2.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0213   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6364   -3.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4012   -1.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8294   -4.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5942   -1.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0579   -4.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2509   -4.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9803   -2.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1733   -2.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6983   -2.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8913   -3.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9532   -2.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3393   -2.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5323   -2.6857    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2774   -3.4704    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4704   -3.6419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1647   -3.3644    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7357   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9184   -3.0288    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7602   -1.9996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7357   -4.1894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4502   -2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7872   -1.9011    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3062   -4.2949    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6978   -4.4349    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4728   -3.8137    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 15  6  1  0  0  0  0
 15 14  2  0  0  0  0
 16  7  2  0  0  0  0
 16 14  1  0  0  0  0
 17  9  2  0  0  0  0
 17 15  1  0  0  0  0
 18 12  1  0  0  0  0
 18 17  1  0  0  0  0
 19  8  1  0  0  0  0
 19 18  1  0  0  0  0
 20 10  1  0  0  0  0
 20 19  1  0  0  0  0
 21 11  1  0  0  0  0
 22  5  1  0  0  0  0
 23  2  1  6  0  0  0
 23 13  1  0  0  0  0
 23 20  1  0  0  0  0
 23 21  1  0  0  0  0
 24 16  1  0  0  0  0
 25 22  2  0  0  0  0
 21 26  1  6  0  0  0
 26 22  1  0  0  0  0
 18 27  1  1  0  0  0
 19 28  1  6  0  0  0
 20 29  1  1  0  0  0
 21 30  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0049007

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(O)=CC=C4[C@@]3([H])CC[C@]12C)OC(=O)CCCC

> <INCHI_IDENTIFIER>
InChI=1S/C23H32O3/c1-3-4-5-22(25)26-21-11-10-20-19-8-6-15-14-16(24)7-9-17(15)18(19)12-13-23(20,21)2/h7,9,14,18-21,24H,3-6,8,10-13H2,1-2H3/t18-,19-,20+,21+,23+/m1/s1

> <INCHI_KEY>
RSEPBGGWRJCQGY-RBRWEJTLSA-N

> <FORMULA>
C23H32O3

> <MOLECULAR_WEIGHT>
356.4984

> <EXACT_MASS>
356.23514489

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
42.77815424038552

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,10R,11S,14S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-14-yl pentanoate

> <ALOGPS_LOGP>
5.28

> <JCHEM_LOGP>
5.776299915666668

> <ALOGPS_LOGS>
-5.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.327060684990943

> <JCHEM_PKA_STRONGEST_BASIC>
-5.448288518230446

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
102.88509999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.17e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
estradiol valerate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-AUG-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-AUG-13         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   27  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2   23                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4   22                                                       
CONECT    6    8   15                                                       
CONECT    7    9   16                                                       
CONECT    8    6   19                                                       
CONECT    9    7   17                                                       
CONECT   10   11   20                                                       
CONECT   11   10   21                                                       
CONECT   12   13   18                                                       
CONECT   13   12   23                                                       
CONECT   14   15   16                                                       
CONECT   15    6   14   17                                                  
CONECT   16    7   14   24                                                  
CONECT   17    9   15   18                                                  
CONECT   18   12   17   19   27                                             
CONECT   19    8   18   20   28                                             
CONECT   20   10   19   23   29                                             
CONECT   21   11   23   26   30                                             
CONECT   22    5   25   26                                                  
CONECT   23    2   13   20   21                                             
CONECT   24   16                                                            
CONECT   25   22                                                            
CONECT   26   21   22                                                       
CONECT   27   18                                                            
CONECT   28   19                                                            
CONECT   29   20                                                            
CONECT   30   21                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Value	Source
Deladumone	Kegg
Estrace	MeSH
Estradiol-17 beta	MeSH
Estradiol, (16 alpha,17 beta)-isomer	MeSH
Estradiol hemihydrate, (17 alpha)-isomer	MeSH
Delestrogen	MeSH
Estradiol 17 beta	MeSH
Progynon depot	MeSH
Estraderm TTS	MeSH
Estradiol, (+-)-isomer	MeSH
Estradiol, monosodium salt	MeSH
Estradiol-17beta	MeSH
Estradiol, (9 beta,17 beta)-isomer	MeSH
Vivelle	MeSH
Estradiol valeriante	MeSH
Estradiol hemihydrate	MeSH
Estradiol monohydrate	MeSH
Estradiol 17beta	MeSH
Estradiol, (8 alpha,17 beta)-isomer	MeSH
Estradiol-17 alpha	MeSH
Estradiol, (-)-isomer	MeSH
17 beta-Oestradiol	MeSH
Estradiol 17 alpha	MeSH
17 beta Oestradiol	MeSH
17 beta-Estradiol	MeSH
Estradiol, sodium salt	MeSH
Ovocyclin	MeSH
Oestradiol	MeSH
Aerodiol	MeSH
Estradiol	MeSH
Estradiol, (17-alpha)-isomer	MeSH
Progynon-depot	MeSH
Estradiol, (9 beta,17 alpha)-isomer	MeSH
Estradiol anhydrous	MeSH
17 beta Estradiol	MeSH
Estradiol, (16 alpha,17 alpha)-isomer	MeSH
Estradiol, (8 alpha,17 beta)-(+-)-isomer	MeSH
Progynova	MeSH
Estradiol valerate	MeSH

Chemical Formula

C₂₃H₃₂O₃

Average Mass

356.4984 Da

Monoisotopic Mass

356.23514 Da

IUPAC Name

(1S,10R,11S,14S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-14-yl pentanoate

Traditional Name

estradiol valerate

CAS Registry Number

51922-18-0

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(O)=CC=C4[C@@]3([H])CC[C@]12C)OC(=O)CCCC

InChI Identifier

InChI=1S/C23H32O3/c1-3-4-5-22(25)26-21-11-10-20-19-8-6-15-14-16(24)7-9-17(15)18(19)12-13-23(20,21)2/h7,9,14,18-21,24H,3-6,8,10-13H2,1-2H3/t18-,19-,20+,21+,23+/m1/s1

InChI Key

RSEPBGGWRJCQGY-RBRWEJTLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Solanum tuberosum	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid esters

Direct Parent

Steroid esters

Alternative Parents

Substituents

Steroid ester
Estrogen-skeleton
3-hydroxysteroid
Estrane-skeleton
Hydroxysteroid
Phenanthrene
Tetralin
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

steroid ester (CHEBI:31561 )
C18 steroids (estrogens) and derivatives (C12859 )
C18 steroids (estrogens) and derivatives (LMST02010039 )

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	5.28	ALOGPS
logP	5.78	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	10.33	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	102.89 m³·mol⁻¹	ChemAxon
Polarizability	42.78 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

DBSALT000068

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB017303

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C12859

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13791

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Pelanin (NP0049007)

MOL for NP0049007 (Pelanin)

3D MOL for NP0049007 (Pelanin)

3D SDF for NP0049007 (Pelanin)

3D-SDF for NP0049007 (Pelanin)

PDB for NP0049007 (Pelanin)

3D PDB for NP0049007 (Pelanin)

SMILES for NP0049007 (Pelanin)

INCHI for NP0049007 (Pelanin)

Structure for NP0049007 (Pelanin)

3D Structure for NP0049007 (Pelanin)