NP-MRD: Showing NP-Card for Dihydroambrettolide (NP0084613)

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Record Information

Version

2.0

Created at

2022-04-29 05:18:13 UTC

Updated at

2022-04-29 05:18:13 UTC

NP-MRD ID

NP0084613

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dihydroambrettolide

Description

16-Hexadecanolide belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. Thus, 16-hexadecanolide is considered to be a fatty ester lipid molecule. Dihydroambrettolide is found in Abelmoschus moschatus and Angelica archangelica . 16-Hexadecanolide is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 48 48  0  0  0  0  0  0  0  0999 V2000
   -0.6243    5.2474   -0.9615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6005    4.0643   -0.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9331    3.4112   -0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0822    2.3540    0.5277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8719    1.1586    0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9920   -0.0849   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6189   -1.2915    0.5168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5168   -2.5401   -0.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2053   -2.8887   -0.8343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0218   -2.3057   -0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2247   -3.1924   -0.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4688   -2.4658    0.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2515   -0.9741    0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4318   -0.2464    0.7411 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2695    1.2083    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9609    1.7983    0.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    2.2785   -0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5745    3.5245   -0.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7712    4.1308   -0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0483    2.8927   -1.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7073    2.8092    1.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1326    2.0725    1.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3420    1.4373   -0.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6890    0.8742    0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0808    0.1521    0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7634   -0.1777   -1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2590   -1.5024    1.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7199   -1.0681    0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2739   -2.4844   -1.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8805   -3.3804    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1848   -2.6370   -1.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0763   -4.0089   -0.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2569   -1.3964   -0.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2034   -2.0465    0.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0428   -4.0368    0.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2798   -3.6026   -1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7808   -2.7652    1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2876   -2.7604   -0.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1021   -0.5304   -0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4080   -0.7983    0.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4859   -0.3788    1.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3363   -0.6221    0.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3029    1.2170   -0.7809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1504    1.7929    0.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3644    1.1513    1.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2107    2.7053    1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8820    2.3521   -1.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918    1.5532   -0.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18  2  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
M  END


  Mrv1533004161519412D          

 18 18  0  0  0  0            999 V2000
    2.3541    2.4774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6371    1.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2708    2.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690    1.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7669    0.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1531    0.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7137   -0.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0987   -1.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6592   -1.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8348   -1.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3954   -2.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5710   -2.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1860   -1.8564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6255   -1.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2405   -0.4285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6799    0.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7343    1.6977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  2 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084613

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1CCCCCCCCCCCCCCCO1

> <INCHI_IDENTIFIER>
InChI=1S/C16H30O2/c17-16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-18-16/h1-15H2

> <INCHI_KEY>
LOKPJYNMYCVCRM-UHFFFAOYSA-N

> <FORMULA>
C16H30O2

> <MOLECULAR_WEIGHT>
254.414

> <EXACT_MASS>
254.224580206

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
31.517624952671785

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-oxacycloheptadecan-2-one

> <ALOGPS_LOGP>
6.35

> <JCHEM_LOGP>
5.484375285666667

> <ALOGPS_LOGS>
-6.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0327278744240385

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
75.52009999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.54e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oxacycloheptadecan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  O   UNK     0       4.394   4.625   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.923   3.178   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.105   4.164   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.409   3.344   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.031   1.851   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.752   0.328   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.932  -0.976   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.651  -2.338   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.831  -3.641   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.292  -3.583   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.471  -4.886   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.933  -4.827   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.214  -3.465   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.034  -2.162   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.316  -0.800   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.136   0.504   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.417   1.866   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.237   3.169   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    2                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

View in JSmol

Synonyms

Value	Source
Hexadecanolide	MeSH

Chemical Formula

C₁₆H₃₀O₂

Average Mass

254.4140 Da

Monoisotopic Mass

254.22458 Da

IUPAC Name

1-oxacycloheptadecan-2-one

Traditional Name

oxacycloheptadecan-2-one

CAS Registry Number

Not Available

SMILES

O=C1CCCCCCCCCCCCCCCO1

InChI Identifier

InChI=1S/C16H30O2/c17-16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-18-16/h1-15H2

InChI Key

LOKPJYNMYCVCRM-UHFFFAOYSA-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
Abelmoschus moschatus	LOTUS Database	35616633
Angelica archangelica	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Lactones (LMFA07040054 )

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	6.35	ALOGPS
logP	5.48	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	75.52 m³·mol⁻¹	ChemAxon
Polarizability	31.52 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7984

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Dihydroambrettolide (NP0084613)

MOL for NP0084613 (Dihydroambrettolide)

3D MOL for NP0084613 (Dihydroambrettolide)

3D SDF for NP0084613 (Dihydroambrettolide)

3D-SDF for NP0084613 (Dihydroambrettolide)

PDB for NP0084613 (Dihydroambrettolide)

3D PDB for NP0084613 (Dihydroambrettolide)

SMILES for NP0084613 (Dihydroambrettolide)

INCHI for NP0084613 (Dihydroambrettolide)

Structure for NP0084613 (Dihydroambrettolide)

3D Structure for NP0084613 (Dihydroambrettolide)