NP-MRD: Showing NP-Card for 1-Heptacosanol (NP0046437)

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Record Information

Version

2.0

Created at

2022-03-17 20:01:02 UTC

Updated at

2022-03-17 20:01:02 UTC

NP-MRD ID

NP0046437

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-Heptacosanol

Description

1-Heptacosanol belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Thus, 1-heptacosanol is considered to be a fatty alcohol lipid molecule. 1-Heptacosanol is found in Berberis aquifolium, Buddleja crispa, Crataegus monogyna, Prosopis glandulosa, Prunus laurocerasus, Sigesbeckia glabrescens, Solanum tuberosum , Taxus baccata and Triticum aestivum . 1-Heptacosanol was first documented in 2002 (PMID: 12135162). 1-Heptacosanol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 20461624) (PMID: 22417487) (PMID: 24770477) (PMID: 25050371) (PMID: 25593390) (PMID: 25891114).

Structure

MOL SDF PDB SMILES InChI

  Mrv1652309272007332D          

 28 27  0  0  0  0            999 V2000
 9992.1356 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.8496 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.5651 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2806 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9941 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7095 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4230 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1384 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8540 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5695 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2850 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0005 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7140 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4294 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1429 9992.7285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.4208 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7060 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.9913 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.2766 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.5620 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.8473 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.1324 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.4157 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.7010 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.9864 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.2714 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9983.5567 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.8421 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 16  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
  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
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

  Mrv1652309272007332D          

 28 27  0  0  0  0            999 V2000
 9992.1356 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.8496 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.5651 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2806 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9941 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7095 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4230 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1384 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8540 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5695 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2850 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0005 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7140 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4294 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1429 9992.7285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.4208 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7060 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.9913 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.2766 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.5620 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.8473 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.1324 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.4157 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.7010 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.9864 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.2714 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9983.5567 9992.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.8421 9992.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 16  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
  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
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046437

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCCCCCCCCCCCO

> <INCHI_IDENTIFIER>
InChI=1S/C27H56O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28/h28H,2-27H2,1H3

> <INCHI_KEY>
ULCZGKYHRYJXAU-UHFFFAOYSA-N

> <FORMULA>
C27H56O

> <MOLECULAR_WEIGHT>
396.7329

> <EXACT_MASS>
396.433116414

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
57.9458707570477

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
heptacosan-1-ol

> <ALOGPS_LOGP>
10.13

> <JCHEM_LOGP>
11.030401240999998

> <ALOGPS_LOGS>
-7.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.84394282199214

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9922594096606376

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
127.95789999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.28e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
heptacosanol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8651.9868653.093   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8653.3198652.324   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8654.6558653.093   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8655.9908652.324   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8657.3228653.093   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8658.6588652.324   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8659.9908653.093   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8661.3258652.324   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.6618653.093   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8663.9968652.324   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8665.3328653.093   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8666.6688652.324   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8667.9998653.093   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8669.3358652.324   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0    8670.6678653.093   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0    8650.6528652.324   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8649.3188653.093   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8647.9848652.324   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8646.6508653.093   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8645.3168652.324   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8643.9828653.093   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8642.6478652.324   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8641.3098653.093   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8639.9758652.324   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8638.6418653.093   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8637.3078652.324   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8635.9738653.093   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8634.6398652.324   0.000  0.00  0.00           C+0
CONECT    1    2   16                                                       
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                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    1   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   54    0
END

View in JSmol

Synonyms

Value	Source
Heptacosanol	ChEBI

Chemical Formula

C₂₇H₅₆O

Average Mass

396.7329 Da

Monoisotopic Mass

396.43312 Da

IUPAC Name

heptacosan-1-ol

Traditional Name

heptacosanol

CAS Registry Number

2004-39-9

SMILES

CCCCCCCCCCCCCCCCCCCCCCCCCCCO

InChI Identifier

InChI=1S/C27H56O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28/h28H,2-27H2,1H3

InChI Key

ULCZGKYHRYJXAU-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Berberis aquifolium	LOTUS Database	35616633
Brassica oleracea var. gemmifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Buddleja crispa	LOTUS Database	35616633
Crataegus monogyna	LOTUS Database	35616633
Prosopis glandulosa	LOTUS Database	35616633
Prunus laurocerasus	LOTUS Database	35616633
Sambucus nigra	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sigesbeckia glabrescens	LOTUS Database	35616633
Solanum tuberosum	Plant	KNApSAcK
Taxus baccata	LOTUS Database	35616633
Triticum aestivum	Plant	KNApSAcK
Vitis vinifera L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Fatty alcohols (LMFA05000456 )

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	10.13	ALOGPS
logP	11.03	ChemAxon
logS	-7.5	ALOGPS
pKa (Strongest Acidic)	16.84	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	127.96 m³·mol⁻¹	ChemAxon
Polarizability	57.95 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

FDB004328

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

1-Heptacosanol

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

133981

Good Scents ID

Not Available

References

General References

Cabrera L, Uribarri E, Laguna A, Sierra R, Mederos D, Gonzalez M, Gonzalez V: Study of the interaction between policosanol and excipients. Boll Chim Farm. 2002 Mar-Apr;141(2):138-42. [PubMed:12135162 ]
Sultana N, Akhter M, Khan RA, Afza N, Tareen RB, Malik A: Nematicidal natural products from the aerial parts of Buddleja crispa. Nat Prod Res. 2010 May;24(9):783-8. doi: 10.1080/14786410802496846. [PubMed:20461624 ]
Jung DM, Lee MJ, Yoon SH, Jung MY: A gas chromatography-tandem quadrupole mass spectrometric analysis of policosanols in commercial vegetable oils. J Food Sci. 2011 Aug;76(6):C891-9. doi: 10.1111/j.1750-3841.2011.02232.x. Epub 2011 Jun 21. [PubMed:22417487 ]
Giuffre AM: Evolution of fatty alcohols in olive oils produced in Calabria (Southern Italy) during fruit ripening. J Oleo Sci. 2014;63(5):485-96. doi: 10.5650/jos.ess13212. [PubMed:24770477 ]
Unnikrishnan PS, Suthindhiran K, Jayasri MA: Inhibitory potential of Turbinaria ornata against key metabolic enzymes linked to diabetes. Biomed Res Int. 2014;2014:783895. doi: 10.1155/2014/783895. Epub 2014 Jun 24. [PubMed:25050371 ]
Murugan K, Iyer VV: Antioxidant Activity and Gas Chromatographic-Mass Spectrometric Analysis of Extracts of the Marine Algae, Caulerpa peltata and Padina Gymnospora. Indian J Pharm Sci. 2014 Nov-Dec;76(6):548-52. [PubMed:25593390 ]
Giuffre AM, Capocasale M: Policosanol in Tomato (Solanum lycopersicum L.) Seed Oil: the Effect of Cultivar. J Oleo Sci. 2015;64(6):625-31. doi: 10.5650/jos.ess15002. Epub 2015 Apr 20. [PubMed:25891114 ]
Gao L, Tian H, Lv PJ, Wang JP, Wang YF: [Chemical constituents of Sapium sebiferum leaves]. Zhongguo Zhong Yao Za Zhi. 2015 Apr;40(8):1518-22. [PubMed:26281591 ]

Showing NP-Card for 1-Heptacosanol (NP0046437)

MOL for NP0046437 (1-Heptacosanol)

3D MOL for NP0046437 (1-Heptacosanol)

3D SDF for NP0046437 (1-Heptacosanol)

3D-SDF for NP0046437 (1-Heptacosanol)

PDB for NP0046437 (1-Heptacosanol)

3D PDB for NP0046437 (1-Heptacosanol)

SMILES for NP0046437 (1-Heptacosanol)

INCHI for NP0046437 (1-Heptacosanol)

Structure for NP0046437 (1-Heptacosanol)

3D Structure for NP0046437 (1-Heptacosanol)