NP-MRD: Showing NP-Card for Soraphinol A (NP0044192)

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Record Information

Version

1.0

Created at

2021-11-12 23:56:14 UTC

Updated at

2021-11-26 17:46:27 UTC

NP-MRD ID

NP0044192

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Soraphinol A

Description

Soraphinol A belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Soraphinol A is found in Sorangium cellulosum. It was first documented in 2007 (Li, XueMei et al.). Based on a literature review very few articles have been published on Soraphinol A.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
    0.4015    0.1492    0.1854 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5619    0.7753   -0.8329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9166    0.9395   -1.4352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8924    0.2296   -0.5717 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2201   -1.0952   -0.7780 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1287   -1.7109    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7256   -1.0193    1.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6231   -1.6979    1.8790 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3953    0.3006    1.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4743    0.9333    0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5962    1.4054   -1.5207 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1573    2.1106   -2.6670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5088    0.2916   -1.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9496   -0.4715   -0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5128   -1.7249   -0.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1973   -2.0100    0.7114 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0398   -1.0181    1.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9382   -0.8599    2.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7121    0.2764    2.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5751    1.2740    1.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6800    1.1045    0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9018   -0.0320    0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1967    2.0058   -1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9466    0.5667   -2.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7503   -1.6197   -1.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3843   -2.7466   -0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3094   -2.1925    2.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8577    0.8378    2.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2412    1.9805    0.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1610    2.0839   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2516    2.9529   -2.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3534    0.7471   -2.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9508   -0.3992   -2.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7656   -2.2797   -0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0840   -2.8905    1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0228   -1.6518    2.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4100    0.4028    3.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1916    2.1605    1.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5690    1.8916   -0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 10  4  1  0
 22 14  1  0
 22 17  1  0
  3 23  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  1
 12 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
M  END


  Mrv1652311132100562D          

 22 24  0  0  1  0            999 V2000
    4.2080   -1.6471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2080   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7791   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7791   -1.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646   -2.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -1.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6357   -2.0596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9225   -0.4096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9225    0.4154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6370   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3514   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4377    0.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2446    0.5824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6571   -0.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4641   -0.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7190   -1.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1670   -1.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3600   -1.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1051   -0.7451    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 14 22  1  0  0  0  0
 17 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044192

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H](CC1=CNC2=CC=CC=C12)C(=O)CC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO3/c20-14-7-5-12(6-8-14)9-17(21)18(22)10-13-11-19-16-4-2-1-3-15(13)16/h1-8,11,18-20,22H,9-10H2/t18-/m0/s1

> <INCHI_KEY>
IEROEXCOOYBHPG-SFHVURJKSA-N

> <FORMULA>
C18H17NO3

> <MOLECULAR_WEIGHT>
295.338

> <EXACT_MASS>
295.120843411

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
31.486216562992333

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-3-hydroxy-1-(4-hydroxyphenyl)-4-(1H-indol-3-yl)butan-2-one

> <ALOGPS_LOGP>
2.71

> <JCHEM_LOGP>
3.143658863333333

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.260370191996223

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.498364836515735

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5545526015837074

> <JCHEM_POLAR_SURFACE_AREA>
73.32

> <JCHEM_REFRACTIVITY>
84.7992

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-3-hydroxy-1-(4-hydroxyphenyl)-4-(1H-indol-3-yl)butan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-NOV-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-NOV-21         0                                  
HETATM    1  O   UNK     0       7.855  -3.075   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.855  -1.535   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.521  -0.765   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.188  -1.535   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.188  -3.075   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.854  -3.845   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.520  -3.075   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.187  -3.845   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.520  -1.535   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.854  -0.765   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.189  -0.765   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.189   0.775   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.522  -1.535   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.856  -0.765   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.017   0.767   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      13.523   1.087   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      14.293  -0.246   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.800  -0.567   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.276  -2.031   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.245  -3.176   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.739  -2.856   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.263  -1.391   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    4                                                       
CONECT   11    2   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   14   17                                                  
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₇NO₃

Average Mass

295.3380 Da

Monoisotopic Mass

295.12084 Da

IUPAC Name

(3S)-3-hydroxy-1-(4-hydroxyphenyl)-4-(1H-indol-3-yl)butan-2-one

Traditional Name

(3S)-3-hydroxy-1-(4-hydroxyphenyl)-4-(1H-indol-3-yl)butan-2-one

CAS Registry Number

Not Available

SMILES

O[C@@H](CC1=CNC2=CC=CC=C12)C(=O)CC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C18H17NO3/c20-14-7-5-12(6-8-14)9-17(21)18(22)10-13-11-19-16-4-2-1-3-15(13)16/h1-8,11,18-20,22H,9-10H2/t18-/m0/s1

InChI Key

IEROEXCOOYBHPG-SFHVURJKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Sorangium cellulosum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
1-hydroxy-2-unsubstituted benzenoid
Phenol
Acyloin
Monocyclic benzene moiety
Substituted pyrrole
Benzenoid
Alpha-hydroxy ketone
Pyrrole
Heteroaromatic compound
Ketone
Secondary alcohol
Azacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Alcohol
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	2.71	ALOGPS
logP	3.14	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	73.32 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	84.8 m³·mol⁻¹	ChemAxon
Polarizability	31.49 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	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

78442773

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139588415

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li, XueMei et al. (2007). Soraphinol A, a New Indole Alkaloid from Sorangium cellulosum. Bulletin of the Korean Chemical Society, Volume 28 Issue 5, pages.835-836 (2007) DOI: 10.5012/bkcs.2007.28.5.835. Bulletin of the Korean Chemical Society.

Showing NP-Card for Soraphinol A (NP0044192)

MOL for NP0044192 (Soraphinol A)

3D MOL for NP0044192 (Soraphinol A)

3D SDF for NP0044192 (Soraphinol A)

3D-SDF for NP0044192 (Soraphinol A)

PDB for NP0044192 (Soraphinol A)

3D PDB for NP0044192 (Soraphinol A)

SMILES for NP0044192 (Soraphinol A)

INCHI for NP0044192 (Soraphinol A)

Structure for NP0044192 (Soraphinol A)

3D Structure for NP0044192 (Soraphinol A)