NP-MRD: Showing NP-Card for 5a,5b,8,8,11a,13b-hexamethyl-3-(oxiran-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-13a-ol (NP0236070)

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Record Information

Version

2.0

Created at

2022-09-06 18:52:41 UTC

Updated at

2022-09-06 18:52:41 UTC

NP-MRD ID

NP0236070

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5a,5b,8,8,11a,13b-hexamethyl-3-(oxiran-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-13a-ol

Description

1,2,9,14,18,18-Hexamethyl-6-(oxiran-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosan-10-ol belongs to the class of organic compounds known as steroids and steroid derivatives. Steroids and steroid derivatives are compounds based on the cyclopenta[a]phenanthrene carbon skeleton, partially or completely hydrogenated; there are usually methyl groups at C-10 and C-13, and often an alkyl group at C-17. By extension, one or more bond scissions, ring expansions and/or ring contractions of the skeleton may have occurred. 1,2,9,14,18,18-Hexamethyl-6-(oxiran-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]Henicosan-10-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004181501562D          

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M  END

     RDKit          3D

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M  END


  Mrv1533004181501562D          

 31 36  0  0  0  0            999 V2000
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 19 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
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 12 30  1  0  0  0  0
 17 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0236070

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12CCC(C3CO3)C1CCC1(C)C3(C)CCC4C(C)(C)CCCC4(C)C3CCC21O

> <INCHI_IDENTIFIER>
InChI=1S/C29H48O2/c1-24(2)12-7-13-25(3)22(24)10-15-27(5)23(25)11-17-29(30)26(4)14-8-19(21-18-31-21)20(26)9-16-28(27,29)6/h19-23,30H,7-18H2,1-6H3

> <INCHI_KEY>
FXADPHPUTINKDJ-UHFFFAOYSA-N

> <FORMULA>
C29H48O2

> <MOLECULAR_WEIGHT>
428.701

> <EXACT_MASS>
428.365430786

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
52.77902654036683

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,2,9,14,18,18-hexamethyl-6-(oxiran-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-10-ol

> <ALOGPS_LOGP>
5.82

> <JCHEM_LOGP>
6.464167036333334

> <ALOGPS_LOGS>
-7.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
0.7500887145855556

> <JCHEM_POLAR_SURFACE_AREA>
32.76

> <JCHEM_REFRACTIVITY>
126.14389999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.44e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,2,9,14,18,18-hexamethyl-6-(oxiran-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-10-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0      10.133   2.664   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.694   2.115   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.403   3.628   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.484   0.793   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.734  -0.552   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.194  -0.575   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.404   0.747   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.655  -0.599   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.154   2.092   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.364   3.414   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.824   3.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.074   2.045   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.284   3.367   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.864   0.723   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.115  -0.622   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.575  -0.645   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.785   0.676   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.035  -0.669   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.245   0.653   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.429  -0.876   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.768  -0.507   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.184   0.098   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.047   1.632   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.207   2.645   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.718   2.942   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.705   4.102   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.545   1.975   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.204   3.320   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.744   3.343   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.534   2.022   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.350   3.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    9                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   14                                             
CONECT    8    7                                                            
CONECT    9    7    2   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   30                                             
CONECT   13   12                                                            
CONECT   14   12    7   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   30                                             
CONECT   18   17                                                            
CONECT   19   17   20   21   27                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24   26                                                       
CONECT   26   25   24                                                       
CONECT   27   23   19   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   12   17   31                                             
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₈O₂

Average Mass

428.7010 Da

Monoisotopic Mass

428.36543 Da

IUPAC Name

1,2,9,14,18,18-hexamethyl-6-(oxiran-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-10-ol

Traditional Name

1,2,9,14,18,18-hexamethyl-6-(oxiran-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-10-ol

CAS Registry Number

Not Available

SMILES

CC12CCC(C3CO3)C1CCC1(C)C3(C)CCC4C(C)(C)CCCC4(C)C3CCC21O

InChI Identifier

InChI=1S/C29H48O2/c1-24(2)12-7-13-25(3)22(24)10-15-27(5)23(25)11-17-29(30)26(4)14-8-19(21-18-31-21)20(26)9-16-28(27,29)6/h19-23,30H,7-18H2,1-6H3

InChI Key

FXADPHPUTINKDJ-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroids and steroid derivatives. Steroids and steroid derivatives are compounds based on the cyclopenta[a]phenanthrene carbon skeleton, partially or completely hydrogenated; there are usually methyl groups at C-10 and C-13, and often an alkyl group at C-17. By extension, one or more bond scissions, ring expansions and/or ring contractions of the skeleton may have occurred.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Not Available

Direct Parent

Steroids and steroid derivatives

Alternative Parents

Substituents

Steroid
Tertiary alcohol
Cyclic alcohol
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	5.82	ALOGPS
logP	6.46	ChemAxon
logS	-7.5	ALOGPS
pKa (Strongest Basic)	0.75	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	126.14 m³·mol⁻¹	ChemAxon
Polarizability	52.78 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20111947

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5a,5b,8,8,11a,13b-hexamethyl-3-(oxiran-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-13a-ol (NP0236070)

MOL for NP0236070 (5a,5b,8,8,11a,13b-hexamethyl-3-(oxiran-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-13a-ol)

3D MOL for NP0236070 (5a,5b,8,8,11a,13b-hexamethyl-3-(oxiran-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-13a-ol)

3D SDF for NP0236070 (5a,5b,8,8,11a,13b-hexamethyl-3-(oxiran-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-13a-ol)

3D-SDF for NP0236070 (5a,5b,8,8,11a,13b-hexamethyl-3-(oxiran-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-13a-ol)

PDB for NP0236070 (5a,5b,8,8,11a,13b-hexamethyl-3-(oxiran-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-13a-ol)

3D PDB for NP0236070 (5a,5b,8,8,11a,13b-hexamethyl-3-(oxiran-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-13a-ol)

SMILES for NP0236070 (5a,5b,8,8,11a,13b-hexamethyl-3-(oxiran-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-13a-ol)

INCHI for NP0236070 (5a,5b,8,8,11a,13b-hexamethyl-3-(oxiran-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-13a-ol)

Structure for NP0236070 (5a,5b,8,8,11a,13b-hexamethyl-3-(oxiran-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-13a-ol)

3D Structure for NP0236070 (5a,5b,8,8,11a,13b-hexamethyl-3-(oxiran-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-13a-ol)