NP-MRD: Showing NP-Card for heptadeca-1,9-dien-4,6-diyne-3,8-diol (NP0306872)

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Record Information

Version

2.0

Created at

2022-09-10 23:37:28 UTC

Updated at

2022-09-10 23:37:29 UTC

NP-MRD ID

NP0306872

Secondary Accession Numbers

None

Natural Product Identification

Common Name

heptadeca-1,9-dien-4,6-diyne-3,8-diol

Description

Falcarindiol belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. heptadeca-1,9-dien-4,6-diyne-3,8-diol is found in Aegopodium podagraria, Angelica dahurica, Angelica japonica, Angelica keiskei, Angelica pubescens, Angelica sinensis, Anthriscus sylvestris, Chaerophyllum hirsutum, Cicuta virosa, Daucus carota, Glehnia littoralis, Schefflera taiwaniana, Levisticum officinale, Neopanax arboreus, Niphogeton ternata, Hansenia forbesii, Oenanthe crocata, Oenanthe fistulosa, Oenanthe javanica, Oplopanax horridus, Peucedanum oreoselinum and Peucedanum praeruptorum. Falcarindiol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 42  0  0  0  0  0  0  0  0999 V2000
    8.4847    2.2886    0.9553 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6472    1.6387    0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6846    0.1744    0.0093 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1712   -0.4769    1.1284 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3376   -0.3782   -0.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2315   -0.8102   -0.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9226   -1.2959   -0.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8050   -1.6898   -0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4262   -2.1495   -1.2511 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2922   -3.5137   -1.0031 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5308   -1.3939   -0.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7240   -1.1504   -0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6525   -0.3901    0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1694    0.8465   -0.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1047    1.5880    0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3025    0.8044    0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1189    0.4033   -0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3226   -0.3873    0.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1818    0.4238    1.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2261    1.7372    1.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4489    3.3593    1.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8844    2.1856   -0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3764   -0.0525   -0.8298 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9855   -1.0127    0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2603   -1.9382   -2.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8672   -4.0021   -1.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8554   -0.9994    0.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0729   -1.5243   -1.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5326   -1.0502    0.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1878   -0.1583    1.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6863    0.5831   -1.4432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3734    1.5617   -0.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4977    1.9156    1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4792    2.4709   -0.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9346    1.4872    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9701   -0.0825    1.4364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4052    1.3275   -0.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5469   -0.2475   -1.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9153   -0.6553   -0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9577   -1.2772    0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0313    0.1036    2.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0091    1.5141    0.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2615    0.2226    0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  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  2  0
 11  9  1  0
  9 10  1  0
  9  8  1  0
  8  7  3  0
  7  6  1  0
  6  5  3  0
  5  3  1  0
  3  4  1  0
  3  2  1  0
  2  1  2  3
 19 41  1  0
 19 42  1  0
 19 43  1  0
 18 39  1  0
 18 40  1  0
 17 37  1  0
 17 38  1  0
 16 35  1  0
 16 36  1  0
 15 33  1  0
 15 34  1  0
 14 31  1  0
 14 32  1  0
 13 29  1  0
 13 30  1  0
 12 28  1  0
 11 27  1  0
  9 25  1  6
 10 26  1  0
  3 23  1  6
  4 24  1  0
  2 22  1  0
  1 20  1  0
  1 21  1  0
M  END


  Mrv1533004171507082D          

 19 18  0  0  0  0            999 V2000
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    6.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    7.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  3  0  0  0  0
 13 14  1  0  0  0  0
 14 15  3  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0306872

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC=CC(O)C#CC#CC(O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C17H24O2/c1-3-5-6-7-8-9-10-14-17(19)15-12-11-13-16(18)4-2/h4,10,14,16-19H,2-3,5-9H2,1H3

> <INCHI_KEY>
QWCNQXNAFCBLLV-UHFFFAOYSA-N

> <FORMULA>
C17H24O2

> <MOLECULAR_WEIGHT>
260.377

> <EXACT_MASS>
260.177630013

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
32.627638979134794

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
heptadeca-1,9-dien-4,6-diyne-3,8-diol

> <ALOGPS_LOGP>
4.40

> <JCHEM_LOGP>
4.375089679999999

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.766783866459669

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.025443773649997

> <JCHEM_PKA_STRONGEST_BASIC>
-3.453248595345812

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
82.62570000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
heptadeca-1,9-dien-4,6-diyne-3,8-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       1.953   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.622   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.956   3.437   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      15.289   2.667   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      13.956   4.977   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.956   6.517   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.956   8.057   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.956   9.597   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.956  11.137   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.622  11.907   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      15.289  11.907   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.289  13.447   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
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   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

View in JSmol

Synonyms

Value	Source
Falcalindiol	MeSH
Heptadeca-1,9-diene-4,6-diyne-3,8-diol	MeSH
Falcarindiol	MeSH

Chemical Formula

C₁₇H₂₄O₂

Average Mass

260.3770 Da

Monoisotopic Mass

260.17763 Da

IUPAC Name

heptadeca-1,9-dien-4,6-diyne-3,8-diol

Traditional Name

heptadeca-1,9-dien-4,6-diyne-3,8-diol

CAS Registry Number

Not Available

SMILES

CCCCCCCC=CC(O)C#CC#CC(O)C=C

InChI Identifier

InChI=1S/C17H24O2/c1-3-5-6-7-8-9-10-14-17(19)15-12-11-13-16(18)4-2/h4,10,14,16-19H,2-3,5-9H2,1H3

InChI Key

QWCNQXNAFCBLLV-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, 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

Species Name	Source	Reference
Aegopodium podagraria	LOTUS Database	35616633
Angelica dahurica	LOTUS Database	35616633
Angelica japonica	LOTUS Database	35616633
Angelica keiskei	LOTUS Database	35616633
Angelica pubescens	LOTUS Database	35616633
Angelica sinensis	LOTUS Database	35616633
Anthriscus sylvestris	LOTUS Database	35616633
Chaerophyllum hirsutum	LOTUS Database	35616633
Cicuta virosa	LOTUS Database	35616633
Daucus carota	LOTUS Database	35616633
Glehnia littoralis	LOTUS Database	35616633
Heptapleurum taiwanianum	LOTUS Database	35616633
Levisticum officinale	LOTUS Database	35616633
Neopanax arboreus	LOTUS Database	35616633
Niphogeton ternata	LOTUS Database	35616633
Notopterygium franchetii	LOTUS Database	35616633
Oenanthe crocata	LOTUS Database	35616633
Oenanthe fistulosa	LOTUS Database	35616633
Oenanthe javanica	LOTUS Database	35616633
Oplopanax horridus	LOTUS Database	35616633
Peucedanum oreoselinum	LOTUS Database	35616633
Peucedanum praeruptorum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Long-chain fatty alcohols

Alternative Parents

Substituents

Long chain fatty alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	4.4	ALOGPS
logP	4.38	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	13.03	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	82.63 m³·mol⁻¹	ChemAxon
Polarizability	32.63 Å³	ChemAxon
Number of Rings	0	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Falcarindiol

METLIN ID

Not Available

PubChem Compound

3321

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for heptadeca-1,9-dien-4,6-diyne-3,8-diol (NP0306872)

MOL for NP0306872 (heptadeca-1,9-dien-4,6-diyne-3,8-diol)

3D MOL for NP0306872 (heptadeca-1,9-dien-4,6-diyne-3,8-diol)

3D SDF for NP0306872 (heptadeca-1,9-dien-4,6-diyne-3,8-diol)

3D-SDF for NP0306872 (heptadeca-1,9-dien-4,6-diyne-3,8-diol)

PDB for NP0306872 (heptadeca-1,9-dien-4,6-diyne-3,8-diol)

3D PDB for NP0306872 (heptadeca-1,9-dien-4,6-diyne-3,8-diol)

SMILES for NP0306872 (heptadeca-1,9-dien-4,6-diyne-3,8-diol)

INCHI for NP0306872 (heptadeca-1,9-dien-4,6-diyne-3,8-diol)

Structure for NP0306872 (heptadeca-1,9-dien-4,6-diyne-3,8-diol)

3D Structure for NP0306872 (heptadeca-1,9-dien-4,6-diyne-3,8-diol)