NP-MRD: Showing NP-Card for (+)-Isoalternatine A (NP0333125)

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Record Information

Version

1.0

Created at

2024-05-11 05:31:24 UTC

Updated at

2024-05-13 01:12:05 UTC

NP-MRD ID

NP0333125

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Isoalternatine A

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01232308072D          

 18 19  0  0  0  0            999 V2000
    7.7104   -0.0261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7104   -0.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9960   -1.2636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2815   -0.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2815   -0.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5670   -1.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8525   -0.8511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5670   -2.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4249   -1.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1394   -0.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2256   -0.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0326    0.1409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4451   -0.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2521   -0.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5070   -1.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9550   -2.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1480   -1.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8930   -1.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 10 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333125

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)C(C)OC(=O)CC1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1/C14H17NO3/c1-9(16)10(2)18-14(17)7-11-8-15-13-6-4-3-5-12(11)13/h3-6,8-10,15-16H,7H2,1-2H3

> <INCHI_KEY>
IVHABFVJYFXSOR-UHFFFAOYNA-N

> <FORMULA>
C14H17NO3

> <MOLECULAR_WEIGHT>
247.294

> <EXACT_MASS>
247.120843411

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
26.609113041221093

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxybutan-2-yl 2-(1H-indol-3-yl)acetate

> <JCHEM_LOGP>
1.9986981916666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.151447731122264

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.384501912548515

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0210713706363608

> <JCHEM_POLAR_SURFACE_AREA>
62.32

> <JCHEM_REFRACTIVITY>
68.3511

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxybutan-2-yl 2-(1H-indol-3-yl)acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JAN-23         0                                  
HETATM    1  O   UNK     0      14.393  -0.049   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      14.393  -1.589   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      13.059  -2.359   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      11.725  -1.589   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.725  -0.049   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.392  -2.359   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.058  -1.589   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      10.392  -3.899   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.726  -2.359   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.060  -1.589   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.221  -0.057   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      18.727   0.263   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      19.497  -1.071   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.004  -1.391   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.480  -2.856   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.449  -4.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.943  -3.680   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.467  -2.215   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    2   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   10                                                  
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₇NO₃

Average Mass

247.2940 Da

Monoisotopic Mass

247.12084 Da

IUPAC Name

3-hydroxybutan-2-yl 2-(1H-indol-3-yl)acetate

Traditional Name

3-hydroxybutan-2-yl 2-(1H-indol-3-yl)acetate

CAS Registry Number

Not Available

SMILES

CC(O)C(C)OC(=O)CC1=CNC2=CC=CC=C12

InChI Identifier

InChI=1/C14H17NO3/c1-9(16)10(2)18-14(17)7-11-8-15-13-6-4-3-5-12(11)13/h3-6,8-10,15-16H,7H2,1-2H3

InChI Key

IVHABFVJYFXSOR-UHFFFAOYNA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C3D6O, experimental)	huangqy_123@126.com	Not Available	Not Available	2024-05-11	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)	huangqy_123@126.com	Not Available	Not Available	2024-05-11	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C3D6O, experimental)	huangqy_123@126.com	Not Available	Not Available	2024-05-11	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C3D6O, experimental)	huangqy_123@126.com	Not Available	Not Available	2024-05-11	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 126 MHz, C3D6O, experimental)	huangqy_123@126.com	Not Available	Not Available	2024-05-11	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, C3D6O, experimental)	huangqy_123@126.com	Not Available	Not Available	2024-05-11	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)	huangqy_123@126.com	Not Available	Not Available	2024-05-11	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400.13, C3D6O, simulated)	Not Available	Not Available	Not Available	2024-05-11	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
gloeosporioides BB4		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	2	ChemAxon
pKa (Strongest Acidic)	14.38	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.32 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	68.35 m³·mol⁻¹	ChemAxon
Polarizability	26.61 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Huang Q, Hao MJ, Wang LY, Wu F, Li HJ, Yuan J, Xu J, Mahmud T, Lan WJ: Isolation and stereospecific synthesis of indole alkaloids with lipid-lowering effects from the marine-derived fungus Colletotrichum gloeosporioides BB4. Phytochemistry. 2023 May;209:113612. doi: 10.1016/j.phytochem.2023.113612. Epub 2023 Feb 21. [PubMed:36813220 ]

Showing NP-Card for (+)-Isoalternatine A (NP0333125)

MOL for NP0333125 ((+)-Isoalternatine A)

3D MOL for NP0333125 ((+)-Isoalternatine A)

3D SDF for NP0333125 ((+)-Isoalternatine A)

3D-SDF for NP0333125 ((+)-Isoalternatine A)

PDB for NP0333125 ((+)-Isoalternatine A)

3D PDB for NP0333125 ((+)-Isoalternatine A)

SMILES for NP0333125 ((+)-Isoalternatine A)

INCHI for NP0333125 ((+)-Isoalternatine A)

Structure for NP0333125 ((+)-Isoalternatine A)

3D Structure for NP0333125 ((+)-Isoalternatine A)