NP-MRD: Showing NP-Card for Tinotufolin G (NP0332443)

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Record Information

Version

1.0

Created at

2024-01-29 04:00:27 UTC

Updated at

2024-04-19 10:07:55 UTC

NP-MRD ID

NP0332443

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tinotufolin G

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01292404002D          

 30 32  0  0  1  0            999 V2000
    0.5303   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5303   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2481   -3.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784   -3.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -4.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2785   -4.9269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9105   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6014   -3.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    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  2  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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
    1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9592    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771    1.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074    2.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717    0.4887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986    0.6320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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   -1.2375    0.0000 O   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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  3  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  1  0  0  0  0
  8  9  2  0  0  0  0
  5  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  1  0  0  0
 12 17  1  6  0  0  0
 12 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 18 23  1  6  0  0  0
 18 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 10 30  1  0  0  0  0
M  END


  Mrv2104 01292404002D          

 30 32  0  0  1  0            999 V2000
    0.5303   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5303   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2481   -3.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784   -3.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -4.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2785   -4.9269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9105   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6014   -3.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    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  2  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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
    1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9592    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771    1.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074    2.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717    0.4887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986    0.6320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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   -1.2375    0.0000 O   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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  3  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  1  0  0  0  0
  8  9  2  0  0  0  0
  5  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  1  0  0  0
 12 17  1  6  0  0  0
 12 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 18 23  1  6  0  0  0
 18 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 10 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332443

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@H](OC(C)=O)[C@](O)(C(=O)OC)[C@]1(C)CC[C@H](C)[C@@]2(C)CCC1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H34O6/c1-15-8-12-22(4)18(21(15,3)11-9-17-10-13-28-14-17)6-7-19(29-16(2)24)23(22,26)20(25)27-5/h10,13-15,18-19,26H,6-9,11-12H2,1-5H3/t15-,18-,19-,21+,22+,23-/m0/s1

> <INCHI_KEY>
SNQVNESPFCHGCL-YKLZSQIRSA-N

> <FORMULA>
C23H34O6

> <MOLECULAR_WEIGHT>
406.519

> <EXACT_MASS>
406.235538815

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
44.5792482260244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1S,2S,4aS,5R,6S,8aR)-2-(acetyloxy)-5-[2-(furan-3-yl)ethyl]-1-hydroxy-5,6,8a-trimethyl-decahydronaphthalene-1-carboxylate

> <JCHEM_LOGP>
3.9916161153333327

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.149188689029124

> <JCHEM_PKA_STRONGEST_BASIC>
-2.78411315959634

> <JCHEM_POLAR_SURFACE_AREA>
85.97

> <JCHEM_REFRACTIVITY>
106.88279999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,2S,4aS,5R,6S,8aR)-2-(acetyloxy)-5-[2-(furan-3-yl)ethyl]-1-hydroxy-5,6,8a-trimethyl-hexahydro-2H-naphthalene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JAN-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JAN-24         0                                  
HETATM    1  C   UNK     0       0.990  -4.260   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.990  -4.260   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.463  -5.707   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.453  -6.887   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.081  -8.381   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.387  -9.197   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.566  -8.207   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.989  -6.779   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0       1.334  -3.850   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0       1.334  -0.770   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      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.657   1.180   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.131   2.627   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.120   3.807   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.174   0.912   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.677   1.180   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10   15                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    5                                                       
CONECT   10    2   11   12   30                                             
CONECT   11   10                                                            
CONECT   12   10   13   17   18                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    2   16                                                  
CONECT   16   15                                                            
CONECT   17   12                                                            
CONECT   18   12   19   23   24                                             
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19                                                            
CONECT   23   18                                                            
CONECT   24   18   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   24   30                                                       
CONECT   30   29   10                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₄O₆

Average Mass

406.5190 Da

Monoisotopic Mass

406.23554 Da

IUPAC Name

methyl (1S,2S,4aS,5R,6S,8aR)-2-(acetyloxy)-5-[2-(furan-3-yl)ethyl]-1-hydroxy-5,6,8a-trimethyl-decahydronaphthalene-1-carboxylate

Traditional Name

methyl (1S,2S,4aS,5R,6S,8aR)-2-(acetyloxy)-5-[2-(furan-3-yl)ethyl]-1-hydroxy-5,6,8a-trimethyl-hexahydro-2H-naphthalene-1-carboxylate

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@H](OC(C)=O)[C@](O)(C(=O)OC)[C@]1(C)CC[C@H](C)[C@@]2(C)CCC1=COC=C1

InChI Identifier

InChI=1S/C23H34O6/c1-15-8-12-22(4)18(21(15,3)11-9-17-10-13-28-14-17)6-7-19(29-16(2)24)23(22,26)20(25)27-5/h10,13-15,18-19,26H,6-9,11-12H2,1-5H3/t15-,18-,19-,21+,22+,23-/m0/s1

InChI Key

SNQVNESPFCHGCL-YKLZSQIRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[Proton, Carbon¹³] NMR Spectrum (2D, 500 MHz, CDCL3, experimental)	nisidono@fc.ritsumei.ac.jp	Not Available	Not Available	2024-01-29	View Spectrum
1D NMR	[Carbon¹³, ] NMR Spectrum (2D, 126 MHz, CDCL3, experimental)	nisidono@fc.ritsumei.ac.jp	Not Available	Not Available	2024-01-29	View Spectrum
COSY NMR	[Proton, Proton] NMR Spectrum (2D, 500 MHz, CDCL3, experimental)	nisidono@fc.ritsumei.ac.jp	Not Available	Not Available	2024-01-29	View Spectrum
1D NMR	[Carbon¹³, ] NMR Spectrum (2D, 126 MHz, CDCL3, experimental)	nisidono@fc.ritsumei.ac.jp	Not Available	Not Available	2024-01-29	View Spectrum
HMQC NMR	[Proton, Carbon¹³] NMR Spectrum (2D, 500 MHz, CDCL3, experimental)	nisidono@fc.ritsumei.ac.jp	Not Available	Not Available	2024-01-29	View Spectrum
NOESY NMR	[Proton, Proton] NMR Spectrum (2D, 500 MHz, CDCL3, experimental)	nisidono@fc.ritsumei.ac.jp	Not Available	Not Available	2024-01-29	View Spectrum
1D NMR	[Proton, ] NMR Spectrum (2D, 500 MHz, CDCL3, experimental)	nisidono@fc.ritsumei.ac.jp	Not Available	Not Available	2024-01-29	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	3.99	ChemAxon
pKa (Strongest Acidic)	11.15	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	85.97 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	106.88 m³·mol⁻¹	ChemAxon
Polarizability	44.58 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for Tinotufolin G (NP0332443)

MOL for NP0332443 (Tinotufolin G)

3D MOL for NP0332443 (Tinotufolin G)

3D SDF for NP0332443 (Tinotufolin G)

3D-SDF for NP0332443 (Tinotufolin G)

PDB for NP0332443 (Tinotufolin G)

3D PDB for NP0332443 (Tinotufolin G)

SMILES for NP0332443 (Tinotufolin G)

INCHI for NP0332443 (Tinotufolin G)

Structure for NP0332443 (Tinotufolin G)

3D Structure for NP0332443 (Tinotufolin G)