NP-MRD: Showing NP-Card for Hardwickiic acid (NP0140893)

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Record Information

Version

2.0

Created at

2022-06-29 21:57:11 UTC

Updated at

2022-06-29 21:57:11 UTC

NP-MRD ID

NP0140893

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hardwickiic acid

Description

Hardwickiic acid, also known as hardwickiate, belongs to the class of organic compounds known as colensane and clerodane diterpenoids. These are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations. Based on a literature review very few articles have been published on Hardwickiic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 51 53  0  0  0  0  0  0  0  0999 V2000
    0.0207   -2.3642   -2.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1736   -0.8757   -2.0827 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9282   -0.0501   -2.6278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4988    0.9994   -1.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7720    0.3789   -0.4022 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8562   -0.6693   -0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    1.2523    0.6583 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    2.5733    0.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3301    3.2290    1.4441 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9148    3.1951   -0.7900 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3224    0.7133    1.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8061   -0.6316    2.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9875   -1.2767    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4987   -0.1772    0.2112 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6255   -0.3921   -0.6910 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3391    0.9379   -1.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6910   -1.3463   -0.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4016   -1.1944    0.9970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1517    0.0711    1.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4885    0.3091    0.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7850    1.6010    1.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7102    2.1055    1.7768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7287    1.2449    1.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8831   -2.9092   -2.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4723   -2.8147   -1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7716   -2.5354   -2.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0639   -0.6875   -2.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6738    0.4879   -3.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7567   -0.7483   -2.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5240    1.2321   -2.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9988    1.9613   -1.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6642   -0.1284   -1.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5672   -1.5561   -1.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3805   -0.9460    0.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7785    3.1031   -1.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7194    1.2947    2.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6116   -1.3044    2.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1258   -0.4876    3.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1590   -1.8462    1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6957   -1.9830    0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1551    0.6151    0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1358    1.2404   -2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4399    0.8210   -1.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9460    1.7501   -0.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3285   -2.4275   -0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5103   -1.3471   -1.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2606   -1.9800    0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8945   -1.5096    1.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1311   -0.4190    0.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7636    2.0653    1.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7492    1.4255    2.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  6
  5 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11  7  2  0
  7  8  1  0
  8 10  1  0
  8  9  2  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 23  2  0
 23 22  1  0
 22 21  1  0
 21 20  2  0
 15  2  1  0
 20 19  1  0
  7  5  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  6
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  6 32  1  0
  6 33  1  0
  6 34  1  0
 14 41  1  1
 13 39  1  0
 13 40  1  0
 12 37  1  0
 12 38  1  0
 11 36  1  0
 10 35  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 23 51  1  0
 21 50  1  0
 20 49  1  0
M  END


  Mrv1652306292223572D          

 23 25  0  0  1  0            999 V2000
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  2  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  1  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3873    0.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3873    0.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0499    1.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3374    2.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1544    2.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2977    3.0838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692    3.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0242    2.8980    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
    1.4289   -1.6500    0.0000 C   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
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    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  0  0  0  0
  4  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  6  0  0  0
  7  9  1  1  0  0  0
  9 10  1  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  1  0  0  0  0
 14 15  2  0  0  0  0
 11 15  1  0  0  0  0
  6 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  5 23  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0140893

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@]2(C)[C@H](CCC=C2C(O)=O)[C@]1(C)CCC1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O3/c1-14-7-10-20(3)16(18(21)22)5-4-6-17(20)19(14,2)11-8-15-9-12-23-13-15/h5,9,12-14,17H,4,6-8,10-11H2,1-3H3,(H,21,22)/t14-,17-,19-,20+/m1/s1

> <INCHI_KEY>
HHWOKJDCJVESIF-JRJVTICQSA-N

> <FORMULA>
C20H28O3

> <MOLECULAR_WEIGHT>
316.441

> <EXACT_MASS>
316.203844762

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.770   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       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.723   1.360   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.723   1.360   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.093   2.666   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.630   4.025   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.155   4.240   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.422   5.756   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.063   6.479   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.045   5.410   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   19   23                                             
CONECT    6    5    7   16                                                  
CONECT    7    6    2    8    9                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   11                                                       
CONECT   16    6   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    5   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    5                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Value	Source
Hardwickiate	Generator
Hardwickic acid	MeSH
Hardwickic acid, (-)-isomer	MeSH

Chemical Formula

C₂₀H₂₈O₃

Average Mass

316.4410 Da

Monoisotopic Mass

316.20384 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@]2(C)[C@H](CCC=C2C(O)=O)[C@]1(C)CCC1=COC=C1

InChI Identifier

InChI=1S/C20H28O3/c1-14-7-10-20(3)16(18(21)22)5-4-6-17(20)19(14,2)11-8-15-9-12-23-13-15/h5,9,12-14,17H,4,6-8,10-11H2,1-3H3,(H,21,22)/t14-,17-,19-,20+/m1/s1

InChI Key

HHWOKJDCJVESIF-JRJVTICQSA-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 colensane and clerodane diterpenoids. These are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Colensane and clerodane diterpenoids

Alternative Parents

Substituents

Clerodane diterpenoid
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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

C00023507

Chemspider ID

4953788

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6451316

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Hardwickiic acid (NP0140893)

MOL for NP0140893 (Hardwickiic acid)

3D MOL for NP0140893 (Hardwickiic acid)

3D SDF for NP0140893 (Hardwickiic acid)

3D-SDF for NP0140893 (Hardwickiic acid)

PDB for NP0140893 (Hardwickiic acid)

3D PDB for NP0140893 (Hardwickiic acid)

SMILES for NP0140893 (Hardwickiic acid)

INCHI for NP0140893 (Hardwickiic acid)

Structure for NP0140893 (Hardwickiic acid)

3D Structure for NP0140893 (Hardwickiic acid)