NP-MRD: Showing NP-Card for (-)-Altenuene (NP0141119)

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Record Information

Version

1.0

Created at

2022-06-29 22:11:55 UTC

Updated at

2022-06-29 22:11:56 UTC

NP-MRD ID

NP0141119

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Altenuene

Description

Altenuene belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position. It was first documented in 2022 (PMID: 35499006). Based on a literature review a significant number of articles have been published on altenuene (PMID: 35396694) (PMID: 35377643) (PMID: 35305760) (PMID: 35080162).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    3.7578    2.6181    1.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0948    1.3064    0.6969 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1516    0.3611    0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914   -0.8738   -0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6614   -1.8521   -0.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1075   -3.0826   -0.7932 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2944   -1.5491   -0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772   -0.2584   -0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8128    0.6697    0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5572    0.0674   -0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9461    1.3022   -0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3781    1.7538   -0.3273 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5682    2.4596   -1.5083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3384    0.6273   -0.1403 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5622    0.3958    1.2138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7884   -0.5732   -0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5393   -1.0743   -0.1712 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7982   -1.5527    1.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0552   -2.1494   -0.9269 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2828   -2.5143   -0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6312   -3.6835   -1.2381 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9785    3.0655    0.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4205    2.6868    2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6761    3.2504    0.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6246   -1.1728   -0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7728   -3.9275   -1.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5038    1.6595    0.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2068    2.0881   -0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5020    2.4961    0.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7551    2.5574   -2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2944    0.8991   -0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4624    0.7026    1.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4775   -0.2325   -1.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5433   -1.3661   -1.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0693   -2.3820    1.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7967   -1.9751    1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6001   -0.7472    1.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  9  2  0
  9  8  1  0
  8  7  2  0
  7 20  1  0
 20 21  2  0
 20 19  1  0
 19 17  1  0
 17 18  1  1
 17 16  1  0
 16 14  1  0
 14 15  1  0
 14 12  1  0
 12 13  1  0
 12 11  1  0
 11 10  2  0
  7  5  1  0
  5  6  1  0
  5  4  2  0
  4  3  1  0
 10  8  1  0
 10 17  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  9 27  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
 16 33  1  0
 16 34  1  0
 14 31  1  6
 15 32  1  0
 12 29  1  1
 13 30  1  0
 11 28  1  0
  6 26  1  0
  4 25  1  0
M  END


  Mrv1652306302200112D          

 21 23  0  0  1  0            999 V2000
    3.1895   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  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
  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
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 16  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  2 19  1  0  0  0  0
  5 20  1  1  0  0  0
  4 21  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0141119

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C(=O)O[C@]3(C)C[C@@H](O)[C@H](O)C=C23)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O6/c1-15-6-12(18)10(16)5-9(15)8-3-7(20-2)4-11(17)13(8)14(19)21-15/h3-5,10,12,16-18H,6H2,1-2H3/t10-,12-,15-/m1/s1

> <INCHI_KEY>
MMHTXEATDNFMMY-IXPVHAAZSA-N

> <FORMULA>
C15H16O6

> <MOLECULAR_WEIGHT>
292.287

> <EXACT_MASS>
292.094688235

$$$$

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       5.954  -1.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.206   3.437   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.746   3.437   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.206  -1.897   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.104  -3.231   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.414  -1.897   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.494   3.437   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.034   0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7   19                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   21                                                  
CONECT    5    4    6   20                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   17                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12    8                                                       
CONECT   14   12   15                                                       
CONECT   15   14                                                            
CONECT   16   10                                                            
CONECT   17    9   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    2                                                       
CONECT   20    5                                                            
CONECT   21    4                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Value	Source
(2R,3R,4AR)-2,3,4,4a-tetrahydro-2,3,7-trihydroxy-9-methoxy-4a-methyl-6H-dibenzo[b,D]pyran-6-one	ChEBI
(2R,3R,4AR)-2,3,7-trihydroxy-9-methoxy-4a-methyl-2,3,4,4a-tetrahydro-6H-benzo[c]chromen-6-one	ChEBI

Chemical Formula

C₁₅H₁₆O₆

Average Mass

292.2870 Da

Monoisotopic Mass

292.09469 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(=O)O[C@]3(C)C[C@@H](O)[C@H](O)C=C23)C(O)=C1

InChI Identifier

InChI=1S/C15H16O6/c1-15-6-12(18)10(16)5-9(15)8-3-7(20-2)4-11(17)13(8)14(19)21-15/h3-5,10,12,16-18H,6H2,1-2H3/t10-,12-,15-/m1/s1

InChI Key

MMHTXEATDNFMMY-IXPVHAAZSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

2-benzopyrans

Direct Parent

2-benzopyrans

Alternative Parents

Substituents

2-benzopyran
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Vinylogous acid
1,2-diol
Carboxylic acid ester
Secondary alcohol
Lactone
Carboxylic acid derivative
Oxacycle
Ether
Polyol
Monocarboxylic acid or derivatives
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
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

C00023660

Chemspider ID

9819739

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11645000

PDB ID

Not Available

ChEBI ID

144317

Good Scents ID

Not Available

References

General References

Scheibenzuber S, Dick F, Brettrager M, Gastl M, Asam S, Rychlik M: Development of analytical methods to study the effect of malting on levels of free and modified forms of Alternaria mycotoxins in barley. Mycotoxin Res. 2022 May;38(2):137-146. doi: 10.1007/s12550-022-00455-1. Epub 2022 Apr 8. [PubMed:35396694 ]
Zhao X, Liu D, Yang X, Zhang L, Yang M: Detection of seven Alternaria toxins in edible and medicinal herbs using ultra-high performance liquid chromatography-tandem mass spectrometry. Food Chem X. 2021 Dec 11;13:100186. doi: 10.1016/j.fochx.2021.100186. eCollection 2022 Mar 30. [PubMed:35499006 ]
Luo D, Hu L, Gao T, Zhang X, Xiong Y: Synthesis of Altenuene Backbones through Iodine(III)-Participated Umpolung Diesterification and Insights into the General [1,5]-H Shift in para-Dearomatization of Phenols via Quantum Chemical Calculations. J Org Chem. 2022 Apr 15;87(8):5065-5075. doi: 10.1021/acs.joc.1c02915. Epub 2022 Apr 4. [PubMed:35377643 ]
Qiao X, Li G, Zhang J, Du J, Yang Y, Yin J, Li H, Xie J, Jiang Y, Fang X, Dai X, Shao B: Urinary analysis reveals high Alternaria mycotoxins exposure in the general population from Beijing, China. J Environ Sci (China). 2022 Aug;118:122-129. doi: 10.1016/j.jes.2021.08.025. Epub 2022 Jan 11. [PubMed:35305760 ]
Xing J, Zhang Z, Zheng R, Xu X, Mao L, Cheng H, Shen J: [Determination of seven Alternaria toxins in infant milk powder by solid phase extraction coupled with ultra-performance liquid chromatography-tandem mass spectrometry]. Se Pu. 2022 Feb 8;40(2):156-164. doi: 10.3724/SP.J.1123.2021.05023. [PubMed:35080162 ]

Showing NP-Card for (-)-Altenuene (NP0141119)

MOL for NP0141119 ((-)-Altenuene)

3D MOL for NP0141119 ((-)-Altenuene)

3D SDF for NP0141119 ((-)-Altenuene)

3D-SDF for NP0141119 ((-)-Altenuene)

PDB for NP0141119 ((-)-Altenuene)

3D PDB for NP0141119 ((-)-Altenuene)

SMILES for NP0141119 ((-)-Altenuene)

INCHI for NP0141119 ((-)-Altenuene)

Structure for NP0141119 ((-)-Altenuene)

3D Structure for NP0141119 ((-)-Altenuene)