NP-MRD: Showing NP-Card for Dihydroisoobtusilactone (NP0080573)

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Record Information

Version

2.0

Created at

2022-04-29 01:34:32 UTC

Updated at

2022-04-29 01:34:32 UTC

NP-MRD ID

NP0080573

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dihydroisoobtusilactone

Description

Isolicomolide D belongs to the class of organic compounds known as oxolanes. These are organic compounds containing an oxolane (tetrahydrofuran) ring, which is a saturated aliphatic five-member ring containing one oxygen and five carbon atoms. Dihydroisoobtusilactone is found in Alseodaphne andersonii and Litsea acutivena. Based on a literature review very few articles have been published on Isolicomolide D.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 48 48  0  0  0  0  0  0  0  0999 V2000
   -6.4997   -0.8187    2.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7820   -1.0364    1.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0707   -1.8667    0.1331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2901   -1.5076   -0.9727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2776   -2.0326   -2.1188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4595   -0.3751   -0.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8248    0.4992   -1.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0095    1.6099   -0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970    1.4139   -1.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1280    0.0814   -0.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2694   -0.2599   -1.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2858    0.7521   -0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6334    0.3049   -1.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7397    1.2456   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8770    1.3818    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1810    0.0648    1.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4766   -0.5303    0.8211 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7325   -1.8305    1.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4688   -0.4004    0.9178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4564   -1.2829    1.3279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1600   -0.1422    3.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4472   -1.3152    2.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9007    0.4046   -2.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4092    2.5479   -1.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0555    1.7535    0.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9998    2.2616   -0.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876    1.4061   -2.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2308    0.0678    0.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8315   -0.6838   -1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2944   -0.3965   -2.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5301   -1.2348   -0.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0853    1.7652   -1.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491    0.7901    0.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6118    0.2349   -2.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8989   -0.7076   -0.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6894    0.9078   -1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5166    2.2548   -1.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9569    1.7892    1.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7503    2.0400    0.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3453   -0.6374    1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3237    0.2833    2.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4469   -0.7392   -0.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2857    0.1716    1.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7800   -2.4017    1.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4441   -2.4701    0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2088   -1.7094    2.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3465    0.5710    1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7800   -2.2239    1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6 19  1  0
 19 20  1  0
 19  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 17 42  1  0
 17 43  1  0
 16 40  1  0
 16 41  1  0
 15 38  1  0
 15 39  1  0
 14 36  1  0
 14 37  1  0
 13 34  1  0
 13 35  1  0
 12 32  1  0
 12 33  1  0
 11 30  1  0
 11 31  1  0
 10 28  1  0
 10 29  1  0
  9 26  1  0
  9 27  1  0
  8 24  1  0
  8 25  1  0
  7 23  1  0
 19 47  1  1
 20 48  1  0
  1 21  1  0
  1 22  1  0
M  END


  Mrv1652304292203342D          

 20 20  0  0  1  0            999 V2000
   -3.4783   -0.5573    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3921   -1.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6776   -1.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9631   -1.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2486   -1.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5342   -1.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1803   -1.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8948   -1.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6092   -1.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237   -1.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0382   -1.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7527   -1.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4671   -1.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1816   -1.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1457   -1.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3173   -2.5204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6978   -1.1003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2853   -0.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6208    0.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8652   -0.0053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
  1 18  1  0  0  0  0
 18 19  2  0  0  0  0
  1 20  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0080573

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCC\C=C1/[C@H](O)C(=C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H28O3/c1-3-4-5-6-7-8-9-10-11-12-13-15-16(18)14(2)20-17(15)19/h13,16,18H,2-12H2,1H3/b15-13+/t16-/m1/s1

> <INCHI_KEY>
UKJDNFABPBWUHC-QJPKHSJYSA-N

> <FORMULA>
C17H28O3

> <MOLECULAR_WEIGHT>
280.408

> <EXACT_MASS>
280.203844762

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
34.78946160596909

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E,4S)-3-dodecylidene-4-hydroxy-5-methylideneoxolan-2-one

> <ALOGPS_LOGP>
5.60

> <JCHEM_LOGP>
4.967723608

> <ALOGPS_LOGS>
-5.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.968293103937235

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.379884274877147

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6642440151797535

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
82.33969999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.47e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E,4S)-3-dodecylidene-4-hydroxy-5-methylideneoxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      -6.493  -1.040   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.332  -2.572   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.998  -3.342   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.664  -2.572   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.331  -3.342   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.997  -2.572   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.337  -3.342   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.670  -2.572   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.004  -3.342   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.338  -2.572   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.671  -3.342   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.005  -2.572   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.339  -3.342   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.672  -2.572   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.739  -3.198   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -8.059  -4.705   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -8.769  -2.054   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -7.999  -0.720   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.626   0.687   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.348  -0.010   0.000  0.00  0.00           O+0
CONECT    1    2   18   20                                                  
CONECT    2    1    3   15                                                  
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                                                            
CONECT   15    2   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17    1   19                                                  
CONECT   19   18                                                            
CONECT   20    1                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₈O₃

Average Mass

280.4080 Da

Monoisotopic Mass

280.20384 Da

IUPAC Name

(3E,4S)-3-dodecylidene-4-hydroxy-5-methylideneoxolan-2-one

Traditional Name

(3E,4S)-3-dodecylidene-4-hydroxy-5-methylideneoxolan-2-one

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCC\C=C1/[C@H](O)C(=C)OC1=O

InChI Identifier

InChI=1S/C17H28O3/c1-3-4-5-6-7-8-9-10-11-12-13-15-16(18)14(2)20-17(15)19/h13,16,18H,2-12H2,1H3/b15-13+/t16-/m1/s1

InChI Key

UKJDNFABPBWUHC-QJPKHSJYSA-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
Alseodaphnopsis andersonii	Plant	KNApSAcK
Litsea acutivena	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxolanes. These are organic compounds containing an oxolane (tetrahydrofuran) ring, which is a saturated aliphatic five-member ring containing one oxygen and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxolanes

Sub Class

Not Available

Direct Parent

Oxolanes

Alternative Parents

Substituents

Enol ester
Oxolane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Lactone
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organic oxide
Organooxygen compound
Organic oxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	5.6	ALOGPS
logP	4.97	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	11.38	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	82.34 m³·mol⁻¹	ChemAxon
Polarizability	34.79 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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9273089

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11097947

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Dihydroisoobtusilactone (NP0080573)

MOL for NP0080573 (Dihydroisoobtusilactone)

3D MOL for NP0080573 (Dihydroisoobtusilactone)

3D SDF for NP0080573 (Dihydroisoobtusilactone)

3D-SDF for NP0080573 (Dihydroisoobtusilactone)

PDB for NP0080573 (Dihydroisoobtusilactone)

3D PDB for NP0080573 (Dihydroisoobtusilactone)

SMILES for NP0080573 (Dihydroisoobtusilactone)

INCHI for NP0080573 (Dihydroisoobtusilactone)

Structure for NP0080573 (Dihydroisoobtusilactone)

3D Structure for NP0080573 (Dihydroisoobtusilactone)