NP-MRD: Showing NP-Card for peltogynan-4-α-ol (NP0165463)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 00:36:58 UTC

Updated at

2022-09-03 00:36:58 UTC

NP-MRD ID

NP0165463

Secondary Accession Numbers

None

Natural Product Identification

Common Name

peltogynan-4-α-ol

Description

Peltogynan-4-alpha-ol belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton. Thus, peltogynan-4-alpha-ol is considered to be a flavonoid. peltogynan-4-α-ol is found in Acacia carneorum and Peltogyne catingae. Based on a literature review very few articles have been published on Peltogynan-4-alpha-ol.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 39  0  0  0  0  0  0  0  0999 V2000
    4.6524    0.8881   -3.3162 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9291    0.4604   -2.2084 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5886    0.1896   -1.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9085   -0.2405    0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5413   -0.4071    0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8543   -0.1413   -1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5613    0.2878   -2.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4658   -0.3043   -1.1560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2589   -0.7845   -0.0365 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6607   -0.3625   -0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -0.6534   -1.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7776   -0.2919   -1.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5616   -0.5938   -2.3160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2990    0.3853   -0.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6430    0.7482   -0.1994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5119    0.6765    0.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1830    0.3146    1.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3594    0.6455    2.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3274   -0.3178    2.3323 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4204   -0.2082    1.1951 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7760   -0.8716    1.2847 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4429   -0.6095    2.4531 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7667    1.9022   -3.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6549    0.3216   -1.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4118   -0.4534    1.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0444    0.5013   -3.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926   -1.8939    0.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466   -1.1905   -1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5292   -0.2990   -2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0607    1.2450    0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9437    1.2142    1.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8851    1.6597    2.1438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9612    0.6685    3.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6073    0.8775    0.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6457   -1.9666    1.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3785   -1.3963    3.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  2  0
 16 14  1  0
 14 15  1  0
 14 12  2  0
 12 13  1  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6  7  2  0
  7  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5 21  1  0
  9 20  1  0
  5  6  1  0
 10 17  1  0
 22 36  1  0
 21 35  1  6
 20 34  1  6
 18 32  1  0
 18 33  1  0
 16 31  1  0
 15 30  1  0
 13 29  1  0
 11 28  1  0
  9 27  1  1
  7 26  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
M  END


  Mrv1652309032202362D          

 22 25  0  0  1  0            999 V2000
   -1.0802   -2.0527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5401   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8101   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2700   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -2.9882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1604   -3.6118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9705   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2405   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0507   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207   -1.7409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5908   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4009   -2.9882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5106   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2405   -4.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4304   -5.0150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8903   -4.3914    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0802   -4.5473    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8101   -5.3268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  9  8  1  6  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
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 19  1  1  0  0  0
  9 20  1  0  0  0  0
 20 21  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0165463

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H]1[C@@H]2OCC3=CC(O)=C(O)C=C3[C@H]2OC2=CC(O)=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O6/c17-8-1-2-9-13(4-8)22-15-10-5-12(19)11(18)3-7(10)6-21-16(15)14(9)20/h1-5,14-20H,6H2/t14-,15-,16+/m1/s1

> <INCHI_KEY>
OPWUVOPHCMWWGJ-OAGGEKHMSA-N

> <FORMULA>
C16H14O6

> <MOLECULAR_WEIGHT>
302.282

> <EXACT_MASS>
302.079038171

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.429450172542644

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5aR,11aS,12R)-5a,10,11a,12-tetrahydro-5,11-dioxatetraphene-3,7,8,12-tetrol

> <ALOGPS_LOGP>
0.94

> <JCHEM_LOGP>
1.5740299949999996

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.577002877414074

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.921262776895182

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6039476969637683

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
76.5321

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
peltogynan-4-α-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  O   UNK     0      -2.016  -3.832   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.008  -4.996   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.512  -6.451   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.504  -7.615   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.008  -7.324   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.512  -5.869   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.504  -4.705   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.024  -5.578   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.033  -6.742   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.545  -6.451   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.049  -4.996   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.561  -4.705   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.065  -3.250   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.569  -5.869   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.082  -5.578   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.065  -7.324   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.553  -7.615   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.049  -9.070   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.537  -9.361   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.529  -8.197   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.016  -8.488   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.512  -9.943   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10   20                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   10   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    9   21                                                  
CONECT   21   20    5   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

View in JSmol

Synonyms

Value	Source
Peltogynan-4-a-ol	Generator
Peltogynan-4-α-ol	Generator

Chemical Formula

C₁₆H₁₄O₆

Average Mass

302.2820 Da

Monoisotopic Mass

302.07904 Da

IUPAC Name

(5aR,11aS,12R)-5a,10,11a,12-tetrahydro-5,11-dioxatetraphene-3,7,8,12-tetrol

Traditional Name

peltogynan-4-α-ol

CAS Registry Number

Not Available

SMILES

O[C@H]1[C@@H]2OCC3=CC(O)=C(O)C=C3[C@H]2OC2=CC(O)=CC=C12

InChI Identifier

InChI=1S/C16H14O6/c17-8-1-2-9-13(4-8)22-15-10-5-12(19)11(18)3-7(10)6-21-16(15)14(9)20/h1-5,14-20H,6H2/t14-,15-,16+/m1/s1

InChI Key

OPWUVOPHCMWWGJ-OAGGEKHMSA-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
Acacia carneorum	LOTUS Database	35616633
Peltogyne catingae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Pyranoflavonoids

Direct Parent

Pyranoflavonoids

Alternative Parents

Substituents

Pyranoflavonoid
Leucoanthocyanidin-skeleton
Chromane
Benzopyran
Isochromane
2-benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Secondary alcohol
Polyol
Ether
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavans, Flavanols and Leucoanthocyanidins (LMPK12020221 )

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	0.94	ALOGPS
logP	1.57	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	8.92	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	76.53 m³·mol⁻¹	ChemAxon
Polarizability	30.43 Å³	ChemAxon
Number of Rings	4	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

C00009039

Chemspider ID

24842632

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12314038

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for peltogynan-4-α-ol (NP0165463)

MOL for NP0165463 (peltogynan-4-α-ol)

3D MOL for NP0165463 (peltogynan-4-α-ol)

3D SDF for NP0165463 (peltogynan-4-α-ol)

3D-SDF for NP0165463 (peltogynan-4-α-ol)

PDB for NP0165463 (peltogynan-4-α-ol)

3D PDB for NP0165463 (peltogynan-4-α-ol)

SMILES for NP0165463 (peltogynan-4-α-ol)

INCHI for NP0165463 (peltogynan-4-α-ol)

Structure for NP0165463 (peltogynan-4-α-ol)

3D Structure for NP0165463 (peltogynan-4-α-ol)