NP-MRD: Showing NP-Card for Salprionin (NP0139280)

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Record Information

Version

2.0

Created at

2022-06-29 19:47:18 UTC

Updated at

2022-06-29 19:47:18 UTC

NP-MRD ID

NP0139280

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Salprionin

Description

Salprionin belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position. Salprionin is found in Salvia prionitis. Salprionin is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 47 50  0  0  0  0  0  0  0  0999 V2000
   -2.2991    3.1035    0.2265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9412    2.4737    0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1641    3.2802    0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4410    2.7486    0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6332    1.4102   -0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8955    0.8167   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0782   -0.5531   -0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3819   -1.2352    0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5221   -0.8086   -0.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8381   -0.6487    1.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9236   -1.2795   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0733   -2.6972   -0.3079 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6582   -0.7585   -0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5144    0.5858   -0.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7771    1.1050   -0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9761    0.2863   -0.2678 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7171   -0.0530    0.8284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6779   -0.9064    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5482   -0.1489   -0.7184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5132   -1.6246    1.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8364   -1.8604   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6298   -1.0378   -0.9471 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4685   -1.5994   -0.3257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1933    3.8738    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5842    3.6001   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0266    2.3494    0.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0203    4.3477    0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2757    3.4169    0.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7945    1.4514    0.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3473   -2.2818    0.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6511   -1.6373   -1.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3713    0.1178   -1.3749 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4601   -0.8518   -0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4458   -1.3576    2.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3783    0.3007    1.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9106   -0.3068    1.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2700   -3.2757   -0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6325    0.8492   -0.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5377   -0.6866   -0.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7518    0.8998   -0.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2026   -0.2064   -1.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9302   -2.3036    1.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2710   -2.2047    0.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0569   -0.8807    1.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5790   -2.7101    0.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3920   -2.1926   -1.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5059   -0.9098   -2.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8 10  1  0
  8  7  1  0
  7 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14  5  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  1  0
  2 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
  5  6  2  0
  6  7  1  0
 23 13  1  0
 15 14  1  0
 22 16  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
  8 30  1  0
 10 34  1  0
 10 35  1  0
 10 36  1  0
 12 37  1  0
  4 28  1  0
  3 27  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 16 38  1  6
 19 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  6
  6 29  1  0
M  END


  Mrv1533004231514112D          

 23 26  0  0  0  0            999 V2000
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5564    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1695    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1695   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  4 21  2  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
  6 23  1  0  0  0  0
 11 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0139280

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=C(O)C2=C3C(C=CC(C)=C3C3OC(C)(C)CC3O2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O3/c1-10(2)13-8-12-7-6-11(3)15-16(12)19(17(13)21)22-14-9-20(4,5)23-18(14)15/h6-8,10,14,18,21H,9H2,1-5H3

> <INCHI_KEY>
WIXCPTLCMKUWBG-UHFFFAOYSA-N

> <FORMULA>
C20H24O3

> <MOLECULAR_WEIGHT>
312.409

> <EXACT_MASS>
312.172544633

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
36.31261299287823

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8,12,12-trimethyl-3-(propan-2-yl)-11,15-dioxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadeca-1(16),2,4,6,8-pentaen-2-ol

> <ALOGPS_LOGP>
4.61

> <JCHEM_LOGP>
4.669288946999999

> <ALOGPS_LOGS>
-5.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.217613024382027

> <JCHEM_PKA_STRONGEST_BASIC>
-4.160776755118672

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
91.07619999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.94e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-isopropyl-8,12,12-trimethyl-11,15-dioxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadeca-1(16),2,4,6,8-pentaen-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.467   2.016   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.372   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.516   1.800   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.516  -0.260   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.467  -0.476   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   21                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   23                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18                                                       
CONECT   18   17   12   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20    4   22                                                  
CONECT   22   21                                                            
CONECT   23   20    6   11                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄O₃

Average Mass

312.4090 Da

Monoisotopic Mass

312.17254 Da

IUPAC Name

8,12,12-trimethyl-3-(propan-2-yl)-11,15-dioxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadeca-1(16),2,4,6,8-pentaen-2-ol

Traditional Name

3-isopropyl-8,12,12-trimethyl-11,15-dioxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadeca-1(16),2,4,6,8-pentaen-2-ol

CAS Registry Number

Not Available

SMILES

CC(C)C1=C(O)C2=C3C(C=CC(C)=C3C3OC(C)(C)CC3O2)=C1

InChI Identifier

InChI=1S/C20H24O3/c1-10(2)13-8-12-7-6-11(3)15-16(12)19(17(13)21)22-14-9-20(4,5)23-18(14)15/h6-8,10,14,18,21H,9H2,1-5H3

InChI Key

WIXCPTLCMKUWBG-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

Species Name	Source	Reference
Salvia prionitis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthols and derivatives

Direct Parent

Naphthols and derivatives

Alternative Parents

Substituents

2-naphthol
Benzopyran
2-benzopyran
1-benzopyran
Cumene
Alkyl aryl ether
Phenol
Oxolane
Oxacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	4.61	ALOGPS
logP	4.67	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	10.22	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	91.08 m³·mol⁻¹	ChemAxon
Polarizability	36.31 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

85257574

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Salprionin (NP0139280)

MOL for NP0139280 (Salprionin)

3D MOL for NP0139280 (Salprionin)

3D SDF for NP0139280 (Salprionin)

3D-SDF for NP0139280 (Salprionin)

PDB for NP0139280 (Salprionin)

3D PDB for NP0139280 (Salprionin)

SMILES for NP0139280 (Salprionin)

INCHI for NP0139280 (Salprionin)

Structure for NP0139280 (Salprionin)

3D Structure for NP0139280 (Salprionin)