NP-MRD: Showing NP-Card for 6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-1-ol (NP0168113)

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Record Information

Version

2.0

Created at

2022-09-03 03:49:41 UTC

Updated at

2022-09-03 03:49:42 UTC

NP-MRD ID

NP0168113

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-1-ol

Description

14-(7-Hydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-5-ol belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups. 14-(7-Hydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-5-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652310091721432D          

 30 33  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652310091721432D          

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M  END
> <DATABASE_ID>
NP0168113

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CO)C(C)CCC(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C28H48O2/c1-18(20(3)17-29)6-7-19(2)24-10-11-25-23-9-8-21-16-22(30)12-14-27(21,4)26(23)13-15-28(24,25)5/h8,18-20,22-26,29-30H,6-7,9-17H2,1-5H3

> <INCHI_KEY>
DUZMPSZAXXOQBT-UHFFFAOYSA-N

> <FORMULA>
C28H48O2

> <MOLECULAR_WEIGHT>
416.69

> <EXACT_MASS>
416.365430786

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
52.73641663737067

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-(7-hydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

> <ALOGPS_LOGP>
6.09

> <JCHEM_LOGP>
6.041183240333336

> <ALOGPS_LOGS>
-6.41

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.20428950550382

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.698230430179986

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1929367792970385

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
127.01679999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.62e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-(7-hydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-OCT-17         0                                  
HETATM    1  C   UNK     0       8.782  -0.721   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.781  -4.571   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.115  -4.571   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.449  -4.992   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.184  -3.918   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.448  -3.031   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.114  -2.261   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.034  -1.239   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.527  -0.918   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.286  -0.729   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.780  -0.409   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.461  -5.632   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.058  -4.672   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.955  -5.312   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.564  -4.352   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.016  -3.023   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.449  -2.261   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.782  -2.261   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.781  -3.031   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.115  -3.031   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.510  -2.703   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.492  -4.488   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.497  -2.063   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.447  -2.261   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.010  -1.743   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.973  -3.527   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.479  -3.848   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.040  -2.887   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      12.783  -3.031   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -6.998  -4.808   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   27                                                            
CONECT    5   28                                                            
CONECT    6    7   18                                                       
CONECT    7    6   19                                                       
CONECT    8    9   21                                                       
CONECT    9    8   23                                                       
CONECT   10   11   24                                                       
CONECT   11   10   25                                                       
CONECT   12   14   22                                                       
CONECT   13   15   26                                                       
CONECT   14   12   27                                                       
CONECT   15   13   28                                                       
CONECT   16   21   22                                                       
CONECT   17   20   29                                                       
CONECT   18    1    6   20                                                  
CONECT   19    2    7   24                                                  
CONECT   20    3   17   18                                                  
CONECT   21    8   16   27                                                  
CONECT   22   12   16   30                                                  
CONECT   23    9   25   26                                                  
CONECT   24   10   19   28                                                  
CONECT   25   11   23   28                                                  
CONECT   26   13   23   27                                                  
CONECT   27    4   14   21   26                                             
CONECT   28    5   15   24   25                                             
CONECT   29   17                                                            
CONECT   30   22                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₄₈O₂

Average Mass

416.6900 Da

Monoisotopic Mass

416.36543 Da

IUPAC Name

14-(7-hydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

Traditional Name

14-(7-hydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

CAS Registry Number

Not Available

SMILES

CC(CO)C(C)CCC(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C

InChI Identifier

InChI=1S/C28H48O2/c1-18(20(3)17-29)6-7-19(2)24-10-11-25-23-9-8-21-16-22(30)12-14-27(21,4)26(23)13-15-28(24,25)5/h8,18-20,22-26,29-30H,6-7,9-17H2,1-5H3

InChI Key

DUZMPSZAXXOQBT-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 dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid 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

Dihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

26-hydroxysteroid
Dihydroxy bile acid, alcohol, or derivatives
3-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
Delta-5-steroid
Fatty alcohol
Fatty acyl
Cyclic alcohol
Secondary alcohol
Primary alcohol
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
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	6.09	ALOGPS
logP	6.04	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	17.7	ChemAxon
pKa (Strongest Basic)	-1.2	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	6	ChemAxon
Refractivity	127.02 m³·mol⁻¹	ChemAxon
Polarizability	52.74 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0171894

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

73804597

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-1-ol (NP0168113)

MOL for NP0168113 (6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-1-ol)

3D MOL for NP0168113 (6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-1-ol)

3D SDF for NP0168113 (6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-1-ol)

3D-SDF for NP0168113 (6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-1-ol)

PDB for NP0168113 (6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-1-ol)

3D PDB for NP0168113 (6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-1-ol)

SMILES for NP0168113 (6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-1-ol)

INCHI for NP0168113 (6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-1-ol)

Structure for NP0168113 (6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-1-ol)

3D Structure for NP0168113 (6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2,3-dimethylheptan-1-ol)