NP-MRD: Showing NP-Card for Abscisic acid aldehyde (NP0054894)

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Record Information

Version

2.0

Created at

2022-04-28 01:06:00 UTC

Updated at

2022-04-28 01:06:00 UTC

NP-MRD ID

NP0054894

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Abscisic acid aldehyde

Description

Abscisic aldehyde belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, abscisic aldehyde is considered to be an isoprenoid lipid molecule. Abscisic acid aldehyde is found in Arabidopsis thaliana. Abscisic aldehyde is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 38  0  0  0  0  0  0  0  0999 V2000
   -0.1097   -2.0217   -1.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0094   -0.9048   -1.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2426   -0.9242   -1.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2043    0.1562   -1.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3456    0.1716   -2.0941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8075    1.2379   -0.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7795    0.6163    0.3291 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4462   -0.5453    0.9985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4890    1.6608    1.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6035    0.2484   -0.5103 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3261    1.3043   -1.3649 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5835   -0.1683    0.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7998    0.2914    0.0188 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9021   -0.1732    0.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5899   -1.1623    1.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1514    0.1689    0.7317 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6024    1.0930   -0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8769    1.6376   -1.0837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6666   -2.9894   -1.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4318   -1.7459   -2.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6438   -2.2302   -0.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6082   -1.7311   -2.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2379    1.9897   -1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6581    1.6724   -0.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679   -0.6038    2.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5671   -0.4364    1.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2366   -1.5184    0.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6005    1.4213    1.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4642    2.6883    0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3557    1.6435    2.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0894    2.0833   -0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4693   -0.8665    1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8868    1.0063   -0.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4402   -1.3455    2.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8046   -0.6877    2.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1206   -2.0776    1.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8779   -0.2845    1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6558    1.3258   -0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0
 17 18  2  0
 16 14  2  0
 14 15  1  0
 14 13  1  0
 13 12  2  0
 12 10  1  0
 10 11  1  6
 10  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  1
  7  9  1  0
  7 10  1  0
 16 37  1  0
 17 38  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 13 33  1  0
 12 32  1  0
 11 31  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
M  END


  Mrv1652303082006212D          

 21 21  0  0  1  0            999 V2000
   -0.8764    3.1335    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
   -0.8125    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2182    4.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0307    4.1952    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0640    3.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3128    4.9705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2788    2.7880    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3121    4.6840    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4478    2.3998    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  2  0  0  0  0
  8  6  1  0  0  0  0
 11  1  1  0  0  0  0
 11  5  1  0  0  0  0
 11  6  2  0  0  0  0
 12  2  1  0  0  0  0
 12  9  2  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14 10  1  0  0  0  0
 15  7  1  1  0  0  0
 15 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16  8  2  0  0  0  0
 17 13  2  0  0  0  0
 15 18  1  6  0  0  0
 19  5  1  0  0  0  0
 20  6  1  0  0  0  0
 21  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0054894

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(C=O)=C(/C)\C(\[H])=C(/[H])[C@@]1(O)C(C)=CC(=O)CC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O3/c1-11(6-8-16)5-7-15(18)12(2)9-13(17)10-14(15,3)4/h5-9,18H,10H2,1-4H3/b7-5+,11-6-/t15-/m1/s1

> <INCHI_KEY>
RIKWDZWVHUIUAM-KICRZJJPSA-N

> <FORMULA>
C15H20O3

> <MOLECULAR_WEIGHT>
248.322

> <EXACT_MASS>
248.141244504

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
27.206170285456892

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienal

> <ALOGPS_LOGP>
2.51

> <JCHEM_LOGP>
1.9346592410000008

> <ALOGPS_LOGS>
-3.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.31335189982238

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.402624098139974

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4974903646466204

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
74.05099999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.25e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
abscisic aldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAR-20         0                                  
HETATM    1  C   UNK     0      -1.636   5.849   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.517   1.273   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.527   2.987   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.870   4.937   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.407   7.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.924   7.831   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.119   6.117   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   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   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.451   9.278   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.324   3.490   0.000  0.00  0.00           O+0
HETATM   19  H   UNK     0       2.387   5.204   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0      -0.583   8.743   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0      -0.836   4.480   0.000  0.00  0.00           H+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5    7   11   19                                                  
CONECT    6    8   11   20                                                  
CONECT    7    5   15   21                                                  
CONECT    8    6   16                                                       
CONECT    9   12   13                                                       
CONECT   10   13   14                                                       
CONECT   11    1    5    6                                                  
CONECT   12    2    9   15                                                  
CONECT   13    9   10   17                                                  
CONECT   14    3    4   10   15                                             
CONECT   15    7   12   14   18                                             
CONECT   16    8                                                            
CONECT   17   13                                                            
CONECT   18   15                                                            
CONECT   19    5                                                            
CONECT   20    6                                                            
CONECT   21    7                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Value	Source
2-cis-(+)-Abscisic aldehyde	ChEBI
Abscisic aldehyde	ChEBI

Chemical Formula

C₁₅H₂₀O₃

Average Mass

248.3220 Da

Monoisotopic Mass

248.14124 Da

IUPAC Name

(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienal

Traditional Name

abscisic aldehyde

CAS Registry Number

Not Available

SMILES

[H]\C(C=O)=C(/C)\C(\[H])=C(/[H])[C@@]1(O)C(C)=CC(=O)CC1(C)C

InChI Identifier

InChI=1S/C15H20O3/c1-11(6-8-16)5-7-15(18)12(2)9-13(17)10-14(15,3)4/h5-9,18H,10H2,1-4H3/b7-5+,11-6-/t15-/m1/s1

InChI Key

RIKWDZWVHUIUAM-KICRZJJPSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Arabidopsis thaliana	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Cyclofarsesane sesquiterpenoid
Sesquiterpenoid
Cyclohexenone
Alpha,beta-unsaturated aldehyde
Enal
Tertiary alcohol
Ketone
Cyclic ketone
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Aldehyde
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

abscisic aldehyde (CHEBI:31157 )
Cyclofarnesane sesquiterpenoids (C13455 )
Cyclofarnesane sesquiterpenoids (LMPR0103050004 )

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	2.51	ALOGPS
logP	1.93	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	13.4	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.05 m³·mol⁻¹	ChemAxon
Polarizability	27.21 Å³	ChemAxon
Number of Rings	1	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

FDB030071

KNApSAcK ID

C00007236

Chemspider ID

Not Available

KEGG Compound ID

C13455

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Abscisic aldehyde

METLIN ID

Not Available

PubChem Compound

5282224

PDB ID

Not Available

ChEBI ID

31157

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Abscisic acid aldehyde (NP0054894)

MOL for NP0054894 (Abscisic acid aldehyde)

3D MOL for NP0054894 (Abscisic acid aldehyde)

3D SDF for NP0054894 (Abscisic acid aldehyde)

3D-SDF for NP0054894 (Abscisic acid aldehyde)

PDB for NP0054894 (Abscisic acid aldehyde)

3D PDB for NP0054894 (Abscisic acid aldehyde)

SMILES for NP0054894 (Abscisic acid aldehyde)

INCHI for NP0054894 (Abscisic acid aldehyde)

Structure for NP0054894 (Abscisic acid aldehyde)

3D Structure for NP0054894 (Abscisic acid aldehyde)