NP-MRD: Showing NP-Card for Dihydromicromelin B (NP0141227)

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Record Information

Version

1.0

Created at

2022-06-29 22:18:41 UTC

Updated at

2022-06-29 22:18:41 UTC

NP-MRD ID

NP0141227

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dihydromicromelin B

Description

Dihydromicromelin B belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Dihydromicromelin B is found in Micromelum minutum. It was first documented in 2022 (PMID: 35868824). Based on a literature review a significant number of articles have been published on Dihydromicromelin B (PMID: 35868823) (PMID: 35868819) (PMID: 35868782) (PMID: 35868776).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 35 38  0  0  0  0  0  0  0  0999 V2000
    1.0863   -3.5914    0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -2.4945    0.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112   -1.2639   -0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2575   -1.0955    0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8707    0.1308   -0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1524    0.2589    0.1717 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8134    1.3725    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0571    1.4104    0.2672 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1239    2.4905   -0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7525    2.4043   -0.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275    1.1941   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7624    1.0527   -0.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1697   -0.1572   -0.5310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2550   -0.3800   -0.7665 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8781   -0.8731    0.4004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2058   -0.9194   -0.0431 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0821   -1.0519    1.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4587    0.4311   -0.6501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1416    1.4973    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1676    0.6455   -1.9728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0586    0.8122   -1.1470 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0036   -3.7157   -0.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5048   -4.5388    0.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -3.4298    1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8541   -1.9477    0.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441    3.4216   -0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1842    3.2693   -0.9886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2569    1.9313   -1.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3893   -1.1913   -1.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3378   -1.7443   -0.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762   -1.0374    1.9086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8164    2.1300   -0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3679    2.1140    0.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7377    1.0218    0.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7451    1.8434   -0.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 13  2  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  2  0
  9  7  1  0
  7  8  2  0
  7  6  1  0
  6  5  1  0
  5  4  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
  4  3  1  0
 21 14  1  0
  5 11  1  0
 21 18  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 12 28  1  0
 10 27  1  0
  9 26  1  0
  4 25  1  0
 14 29  1  6
 16 30  1  6
 17 31  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
 21 35  1  1
M  END


  Mrv1652306302200182D          

 21 24  0  0  1  0            999 V2000
   -2.9896    1.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221    0.9920    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5152    0.8205    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7701    1.6051    0.0000 O   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
   -2.1826   -0.3356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7346    0.2775    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5551    0.1913    0.0000 O   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  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  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
    0.0000   -0.0000    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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   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
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    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  0  0  0  0
  3  4  1  6  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  1  0  0  0
  5  9  1  1  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 13 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
 17 19  1  0  0  0  0
 12 19  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0141227

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C=C2C=CC(=O)OC2=C1)[C@H]1O[C@@H](O)[C@]2(C)O[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O6/c1-15-13(21-15)12(20-14(15)17)8-5-7-3-4-11(16)19-9(7)6-10(8)18-2/h3-6,12-14,17H,1-2H3/t12-,13-,14-,15-/m1/s1

> <INCHI_KEY>
MBQNFMDTXFFAJQ-KBUPBQIOSA-N

> <FORMULA>
C15H14O6

> <MOLECULAR_WEIGHT>
290.271

> <EXACT_MASS>
290.079038171

$$$$

HEADER    PROTEIN                                 30-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-22         0                                  
HETATM    1  C   UNK     0      -5.581   2.757   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.335   1.852   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.828   1.532   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.304   2.996   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -4.074  -0.626   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -5.105   0.518   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -6.636   0.357   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.334  -0.770   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  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    7                                             
CONECT    3    2    4    5                                                  
CONECT    4    3    2                                                       
CONECT    5    3    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7                                                            
CONECT    9    5   10   14                                                  
CONECT   10    9   11   20                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    9                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   12                                                       
CONECT   20   10   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₄O₆

Average Mass

290.2710 Da

Monoisotopic Mass

290.07904 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=C(C=C2C=CC(=O)OC2=C1)[C@H]1O[C@@H](O)[C@]2(C)O[C@H]12

InChI Identifier

InChI=1S/C15H14O6/c1-15-13(21-15)12(20-14(15)17)8-5-7-3-4-11(16)19-9(7)6-10(8)18-2/h3-6,12-14,17H,1-2H3/t12-,13-,14-,15-/m1/s1

InChI Key

MBQNFMDTXFFAJQ-KBUPBQIOSA-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
Micromelum minutum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Anisole
Phenol ether
Alkyl aryl ether
Pyranone
Para-dioxane
Benzenoid
Pyran
Monosaccharide
Heteroaromatic compound
Oxolane
Hemiacetal
Lactone
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Oxirane
Ether
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
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

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

33823596

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91884873

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tian C, Mahara G, Zhang H, Tan X: Association of immunoglobulin G N-glycosylation with carotid atherosclerotic plaque phenotypes and actual clinical cardiovascular events: a study protocol for a longitudinal prospective cohort study. BMJ Open. 2022 Jul 22;12(7):e058922. doi: 10.1136/bmjopen-2021-058922. [PubMed:35868824 ]
Maita H, Kobayashi T, Akimoto T, Matsuoka F, Funakoshi S, Osawa H, Kato H: Clinical diagnosis of seasonal influenza by physicians: a retrospective observational study. BMJ Open. 2022 Jul 22;12(7):e055910. doi: 10.1136/bmjopen-2021-055910. [PubMed:35868823 ]
Zamzmi G, Rajaraman S, Hsu LY, Sachdev V, Antani S: Real-time echocardiography image analysis and quantification of cardiac indices. Med Image Anal. 2022 Aug;80:102438. doi: 10.1016/j.media.2022.102438. Epub 2022 Jun 9. [PubMed:35868819 ]
Dong X, Wang H, Zhang H, Li M, Huang Z, Wang Q, Li X: Copper-thiosemicarbazone complexes conjugated-cellulose fibers: Biodegradable materials with antibacterial capacity. Carbohydr Polym. 2022 Oct 15;294:119839. doi: 10.1016/j.carbpol.2022.119839. Epub 2022 Jul 8. [PubMed:35868782 ]
Reichembach LH, de Oliveira Petkowicz CL: New findings on acid-extractable pectins from soy hull. Carbohydr Polym. 2022 Oct 15;294:119831. doi: 10.1016/j.carbpol.2022.119831. Epub 2022 Jul 7. [PubMed:35868776 ]

Showing NP-Card for Dihydromicromelin B (NP0141227)

MOL for NP0141227 (Dihydromicromelin B)

3D MOL for NP0141227 (Dihydromicromelin B)

3D SDF for NP0141227 (Dihydromicromelin B)

3D-SDF for NP0141227 (Dihydromicromelin B)

PDB for NP0141227 (Dihydromicromelin B)

3D PDB for NP0141227 (Dihydromicromelin B)

SMILES for NP0141227 (Dihydromicromelin B)

INCHI for NP0141227 (Dihydromicromelin B)

Structure for NP0141227 (Dihydromicromelin B)

3D Structure for NP0141227 (Dihydromicromelin B)