NP-MRD: Showing NP-Card for flavan skeleton (NP0309051)

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Record Information

Version

2.0

Created at

2022-09-11 03:20:34 UTC

Updated at

2022-09-11 03:20:34 UTC

NP-MRD ID

NP0309051

Secondary Accession Numbers

None

Natural Product Identification

Common Name

flavan skeleton

Description

(2S)-flavan belongs to the class of organic compounds known as flavans. Flavans are compounds containing a flavan moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran skeleton. Thus, (2S)-flavan is considered to be a flavonoid. flavan skeleton is found in Morus alba. Based on a literature review very few articles have been published on (2S)-flavan.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.6193    0.0822    0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7203    0.7877    1.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3857    0.8323    1.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8956    0.1838   -0.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4700    0.2739   -0.3786 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0131   -0.7297   -1.3753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4363   -0.4324   -1.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2721   -0.1465   -0.5233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6637   -0.1279   -0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4748    0.1314    0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8686    0.3737    1.6483 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953    0.3552    1.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654    0.0945    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2869    0.0749    0.8005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8010   -0.5231   -0.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1535   -0.5744   -0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6609    0.0596    0.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0911    1.3049    2.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6746    1.3971    1.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2307    1.2860   -0.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1091   -1.7404   -0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5763   -0.7329   -2.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8638   -1.3880   -2.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5224    0.3883   -2.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331   -0.3226   -1.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5724    0.1447    0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4927    0.5815    2.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893    0.5424    2.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4878   -1.0505   -1.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8741   -1.1256   -1.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14  5  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  1 16  1  0
 16 15  2  0
  5  6  1  0
 15  4  1  0
 13  8  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
  5 20  1  6
  3 19  1  0
  2 18  1  0
  1 17  1  0
 16 30  1  0
 15 29  1  0
M  END


  Mrv1652309112205202D          

 16 18  0  0  1  0            999 V2000
   -1.4289   -2.4750    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
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    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  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
    2.8579    0.0000    0.0000 C   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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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  2  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 14  1  0  0  0  0
  4 15  1  0  0  0  0
 15 16  2  0  0  0  0
  1 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0309051

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C1CC2=CC=CC=C2O[C@@H]1C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O/c1-2-6-12(7-3-1)15-11-10-13-8-4-5-9-14(13)16-15/h1-9,15H,10-11H2/t15-/m0/s1

> <INCHI_KEY>
QOLIPNRNLBQTAU-HNNXBMFYSA-N

> <FORMULA>
C15H14O

> <MOLECULAR_WEIGHT>
210.276

> <EXACT_MASS>
210.104465071

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.914629182432705

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-phenyl-3,4-dihydro-2H-1-benzopyran

> <JCHEM_LOGP>
4.084271909

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.8774452328580145

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
64.71460000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
flavan skeleton

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -3.080   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       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   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       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2   16                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   15                                                  
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13    5                                                       
CONECT   15    4   16                                                       
CONECT   16   15    1                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

View in JSmol

Synonyms

Value	Source
(S)-3,4-Dihydro-2-phenyl-2H-1-benzopyran	ChEBI

Chemical Formula

C₁₅H₁₄O

Average Mass

210.2760 Da

Monoisotopic Mass

210.10447 Da

IUPAC Name

(2S)-2-phenyl-3,4-dihydro-2H-1-benzopyran

Traditional Name

flavan skeleton

CAS Registry Number

Not Available

SMILES

C1CC2=CC=CC=C2O[C@@H]1C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H14O/c1-2-6-12(7-3-1)15-11-10-13-8-4-5-9-14(13)16-15/h1-9,15H,10-11H2/t15-/m0/s1

InChI Key

QOLIPNRNLBQTAU-HNNXBMFYSA-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
Morus alba	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavans. Flavans are compounds containing a flavan moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavans

Alternative Parents

Substituents

Flavan
1-benzopyran
Benzopyran
Chromane
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

flavan (CHEBI:36103 )
Flavans, Flavanols and Leucoanthocyanidins (LMPK12020000 )

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	4.08	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	64.71 m³·mol⁻¹	ChemAxon
Polarizability	23.91 Å³	ChemAxon
Number of Rings	3	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

1035948

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1232441

PDB ID

Not Available

ChEBI ID

36103

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for flavan skeleton (NP0309051)

MOL for NP0309051 (flavan skeleton)

3D MOL for NP0309051 (flavan skeleton)

3D SDF for NP0309051 (flavan skeleton)

3D-SDF for NP0309051 (flavan skeleton)

PDB for NP0309051 (flavan skeleton)

3D PDB for NP0309051 (flavan skeleton)

SMILES for NP0309051 (flavan skeleton)

INCHI for NP0309051 (flavan skeleton)

Structure for NP0309051 (flavan skeleton)

3D Structure for NP0309051 (flavan skeleton)