NP-MRD: Showing NP-Card for Anofinic acid (NP0047598)

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Record Information

Version

2.0

Created at

2022-03-17 20:42:48 UTC

Updated at

2022-03-17 20:42:49 UTC

NP-MRD ID

NP0047598

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Anofinic acid

Description

Anofinic acid, also known as anofinate, belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. Anofinic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Anofinic acid has been detected, but not quantified in, mushrooms. Anofinic acid is found in Anodendron affine, Bhesa paniculata, Curvularia fallax, Gentiana algida, Gentiana lutea, Lactarius deliciosus , Piper aduncum and Rhizophora apiculata. This could make anofinic acid a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309272007332D          

 15 16  0  0  0  0            999 V2000
10002.552110000.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.022010001.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1723 9999.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4578 9999.7951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1723 9998.5585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.600910001.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.886410000.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8863 9999.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6008 9999.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.026910001.0358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.312410000.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3124 9999.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0269 9999.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.7414 9999.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.741410000.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8  3  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
  1 15  1  0  0  0  0
 15  2  1  0  0  0  0
 11  6  2  0  0  0  0
  9 12  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0047598

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)OC2=CC=C(C=C2C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H12O3/c1-12(2)6-5-8-7-9(11(13)14)3-4-10(8)15-12/h3-7H,1-2H3,(H,13,14)

> <INCHI_KEY>
AXICIBPYBONRSP-UHFFFAOYSA-N

> <FORMULA>
C12H12O3

> <MOLECULAR_WEIGHT>
204.2219

> <EXACT_MASS>
204.07864425

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
21.452689370428466

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,2-dimethyl-2H-chromene-6-carboxylic acid

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
2.531452126

> <ALOGPS_LOGS>
-2.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.298908531318648

> <JCHEM_PKA_STRONGEST_BASIC>
-4.924753032597022

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
57.707600000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.72e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2-dimethylchromene-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8671.4318667.569   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8670.4418669.283   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8663.2558665.516   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8661.9218666.284   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8663.2558663.976   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8665.9228668.600   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8664.5888667.830   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8664.5888666.290   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8665.9218665.520   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8668.5848668.600   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8667.2508667.830   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8667.2508666.290   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8668.5848665.520   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8669.9178666.290   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8669.9178667.830   0.000  0.00  0.00           C+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3    4    5    8                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    7   11                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9    3                                                  
CONECT    9    8   12                                                       
CONECT   10   11   15                                                       
CONECT   11   12   10    6                                                  
CONECT   12   11   13    9                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10    1    2                                             
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

View in JSmol

Synonyms

Value	Source
Anofinate	Generator
1-Hydroxy-3',3'-dimethylchromene	HMDB
2,2-Dimethyl-6-chromenecarboxylic acid	HMDB
2,2-Dimethyl-2H-chromene-6-carboxylate	Generator
2,2-Dimethyl-2H-1-benzopyran-6-carboxylic acid	PhytoBank
2,2-Dimethyl-(2H)-1-chromene-6-carboxylic acid	PhytoBank
2,2-Dimethylchromene-6-carboxylic acid	PhytoBank
1-Hydroxy-3’,3’-dimethylchromene	PhytoBank

Chemical Formula

C₁₂H₁₂O₃

Average Mass

204.2219 Da

Monoisotopic Mass

204.07864 Da

IUPAC Name

2,2-dimethyl-2H-chromene-6-carboxylic acid

Traditional Name

2,2-dimethylchromene-6-carboxylic acid

CAS Registry Number

34818-56-9

SMILES

CC1(C)OC2=CC=C(C=C2C=C1)C(O)=O

InChI Identifier

InChI=1S/C12H12O3/c1-12(2)6-5-8-7-9(11(13)14)3-4-10(8)15-12/h3-7H,1-2H3,(H,13,14)

InChI Key

AXICIBPYBONRSP-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Agaricus bisporus	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Anodendron affine	Plant	KNApSAcK
Bhesa paniculata	LOTUS Database	35616633
Curvularia fallax	LOTUS Database	35616633
Gentiana algida	Plant	KNApSAcK
Gentiana lutea	LOTUS Database	35616633
Lactarius deliciosus	Fungi	KNApSAcK
Piper aduncum	Plant	KNApSAcK
Pleurotus ostreatus	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Rhizophora apiculata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

2,2-dimethyl-1-benzopyrans

Alternative Parents

Substituents

2,2-dimethyl-1-benzopyran
Alkyl aryl ether
Benzenoid
Oxacycle
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
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
logP	3.05	ALOGPS
logP	2.53	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	4.3	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	57.71 m³·mol⁻¹	ChemAxon
Polarizability	21.45 Å³	ChemAxon
Number of Rings	2	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

HMDB0033303

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB011327

KNApSAcK ID

C00029692

Chemspider ID

4477586

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319235

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Anofinic acid (NP0047598)

MOL for NP0047598 (Anofinic acid)

3D MOL for NP0047598 (Anofinic acid)

3D SDF for NP0047598 (Anofinic acid)

3D-SDF for NP0047598 (Anofinic acid)

PDB for NP0047598 (Anofinic acid)

3D PDB for NP0047598 (Anofinic acid)

SMILES for NP0047598 (Anofinic acid)

INCHI for NP0047598 (Anofinic acid)

Structure for NP0047598 (Anofinic acid)

3D Structure for NP0047598 (Anofinic acid)