Cannabis Compound Database: Showing Compound Card for Margaric acid (CDB000386)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (57)transporters (2) Show 90 proteins XML

Record Information

Version

1.0

Created at

2020-03-19 00:34:19 UTC

Updated at

2020-12-07 19:07:25 UTC

CannabisDB ID

CDB000386

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Margaric acid

Description

Heptadecanoic acid, also known as margaric acid, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Heptadecanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Heptadecanoic acid is a constituent of Erythrina crista-galli trunkwood and bark. Heptadecanoic acid is a fatty acid of exogenous (primarily ruminant) origin. Many "odd" lengths long chain amino acids are derived from the consumption of dairy fats (milk and meat). Heptadecanoic acid is usually found in trace amounts and constitutes 0.61% of milk fat and 0.83% of ruminant meat fat. The content of heptadecanoic acid in the subcutaneous adipose tissue of humans appears to be a good biological marker of long-term milk fat intake in free-living individuals in populations with high consumption of dairy products (PMID: 9701185 ). It is a common constituent of lipids, such as those present in Physalia physalis (Portuguese-man-of-war). Heptadecanoic acid is a constituent of marijuana smoke ( Ref:DOI ). Heptadecanoic acid has pheromonic and allomonic properties for insects and reptiles. The subcaudal gland secretions of the European badger (Meles meles) and the occipital gland secretions of male bactrian camels (Camelus bactrianus) contain many pheromonic chemicals, including heptadecanoic acid, that aid in finding and selection of mates (PMID: 24414593 ). Heptadecanoic acid is an attractant of the khapra beetle (Trogoderma granarium) and the yellow fever mosquito (Aedes aegypti) but as a repellent of the common house mosquito (Culex pipiens; doi: 10.5962/bhl.title.49749). Heptadecanoic acid is also found in the precloacal gland secretions of many reptiles belonging to the order squamata, including the common leopard gecko (Eublepharis macularius; PMID 24264893 ) and the European viper (Vipera berus), where it is used for the identification of sexual partners (doi:10.1007/bf00579807).

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
17:0	ChEBI
C17:0	ChEBI
CH3-[CH2]15-COOH	ChEBI
Heptadecoic acid	ChEBI
Heptadecylic acid	ChEBI
Margaric acid	ChEBI
Margarinic acid	ChEBI
Margarinsaeure	ChEBI
N-Heptadecanoic acid	ChEBI
N-Heptadecoic acid	ChEBI
N-Heptadecylic acid	ChEBI
Heptadecoate	Generator
Heptadecylate	Generator
Margarate	Generator
Margarinate	Generator
N-Heptadecanoate	Generator
N-Heptadecoate	Generator
N-Heptadecylate	Generator
Heptadecanoate	Generator
Margaroate	HMDB
Margaroic acid	HMDB
Normal-heptadecanoate	HMDB
Normal-heptadecanoic acid	HMDB
Margaric acid, 1-(11)C-labeled	MeSH, HMDB
Margaric acid, nickel (2+) salt	MeSH, HMDB
Omega I-123 heptadecanoic acid	MeSH, HMDB
Margaric acid, potassium salt	MeSH, HMDB
Margaric acid, sodium salt	MeSH, HMDB
FA(17:0)	HMDB
Heptadecanoic acid	MeSH

Chemical Formula

C₁₇H₃₄O₂

Average Molecular Weight

270.45

Monoisotopic Molecular Weight

270.2559

IUPAC Name

heptadecanoic acid

Traditional Name

heptadecanoic acid

CAS Registry Number

506-12-7

SMILES

CCCCCCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C17H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h2-16H2,1H3,(H,18,19)

InChI Key

KEMQGTRYUADPNZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:32365 )
straight-chain saturated fatty acid (CHEBI:32365 )
Straight chain fatty acids (LMFA01010017 )

Ontology

Physiological effect

Health effect:

Health condition:

Schizophrenia

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Plant:

Biological location:

Tissue and substructures:

Organ and components:

Prostate

Biofluid and excreta:

Subcellular:

Cell and elements:

Extracellular

Role

Biological role:

Industrial application:

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	61.3 °C	Not Available
Boiling Point	227 °C at 100 mmHg	Wikipedia
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	7.66	ALOGPS
logP	6.7	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	81.68 m³·mol⁻¹	ChemAxon
Polarizability	36.49 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

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-05fu-9210000000-099bddb00b5e5f57a591	2014-09-20	View Spectrum
GC-MS	Margaric acid, non-derivatized, GC-MS Spectrum	splash10-017i-0900000000-ebd7708ca40db1f69377	Spectrum
GC-MS	Margaric acid, 1 TMS, GC-MS Spectrum	splash10-017i-1900000000-140a09beb5b6859644fd	Spectrum
GC-MS	Margaric acid, non-derivatized, GC-MS Spectrum	splash10-017i-0900000000-ebd7708ca40db1f69377	Spectrum
GC-MS	Margaric acid, non-derivatized, GC-MS Spectrum	splash10-017i-1900000000-140a09beb5b6859644fd	Spectrum
GC-MS	Margaric acid, non-derivatized, GC-MS Spectrum	splash10-016r-0900000000-a9975b7f916df9242d31	Spectrum
Predicted GC-MS	Margaric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9620000000-2e104e4843f27f81734a	Spectrum
Predicted GC-MS	Margaric acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00bi-9350000000-8e55b03dd2c18c1e3ca7	Spectrum
Predicted GC-MS	Margaric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - ESI-TOF 20V, Negative	splash10-0a4i-0019000000-83d961b9674b7b1b2a65	2017-08-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-TOF 30V, Negative	splash10-0a4i-0019000000-83d961b9674b7b1b2a65	2017-08-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-TOF , Negative	splash10-014i-0090000000-1e57778151b8b2a05362	2017-08-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-TOF 10V, Negative	splash10-014i-0090000000-1e57778151b8b2a05362	2017-08-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-TOF 40V, Negative	splash10-014i-0090000000-1e57778151b8b2a05362	2017-08-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-TOF 20V, Negative	splash10-014i-0090000000-233b71c471008bbed61b	2017-09-12	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-TOF 30V, Negative	splash10-014i-0090000000-94bee87e459e47f84a4d	2017-09-12	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-TOF , Negative	splash10-014i-0090000000-1e57778151b8b2a05362	2017-09-12	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-TOF 10V, Negative	splash10-014i-0090000000-433ed2666c0e94078147	2017-09-12	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-TOF 40V, Negative	splash10-014i-0900000000-1e14b3fcd14dfdf48cbd	2017-09-12	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , negative	splash10-0uxr-0090000000-de66caaa914ba0366a3d	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-TOF , negative	splash10-014i-0090000000-233b71c471008bbed61b	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-TOF , negative	splash10-014i-0090000000-94bee87e459e47f84a4d	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-TOF , negative	splash10-014i-0090000000-433ed2666c0e94078147	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-TOF , negative	splash10-014i-0900000000-1e14b3fcd14dfdf48cbd	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 35V, positive	splash10-0006-0190000000-0d9a873b65555a15a62e	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0006-0390000000-c2f846ea7246884b09ed	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-014i-0090000000-7aadc5ba2a6acb7162cf	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-014i-0900000000-1e14b3fcd14dfdf48cbd	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0090000000-3452bef1d9fd1091e354	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fi0-4590000000-727243a3559dd7ed991f	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05mo-9710000000-f50bf2fb7778841f9f16	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0090000000-98c6dcf5eaea4132deb7	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0gdi-1090000000-e7ed55db02f1210fe7e1	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9230000000-24fa7a34c1095502e707	2015-09-15	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Fatty acid synthase	FASN	17q25	P49327	details
Calcium-dependent phospholipase A2	PLA2G5	1p36-p34	P39877	details
Group IIF secretory phospholipase A2	PLA2G2F	1p35	Q9BZM2	details
Cytosolic phospholipase A2	PLA2G4A	1q25	P47712	details
Phospholipase A2	PLA2G1B	12q23-q24.1	P04054	details
Group 10 secretory phospholipase A2	PLA2G10	16p13.1-p12	O15496	details
Galactoside-binding soluble lectin 13	LGALS13	19q13.1	Q9UHV8	details
Group IIE secretory phospholipase A2	PLA2G2E	1p36.13	Q9NZK7	details
Group XIIA secretory phospholipase A2	PLA2G12A	4q25	Q9BZM1	details
85/88 kDa calcium-independent phospholipase A2	PLA2G6	22q13.1	O60733	details
Eosinophil lysophospholipase	CLC	19q13.1	Q05315	details
Phospholipase A2, membrane associated	PLA2G2A	1p35	P14555	details
Group IID secretory phospholipase A2	PLA2G2D	1p36.12	Q9UNK4	details
Pancreatic triacylglycerol lipase	PNLIP	10q26.1	P16233	details
Hepatic triacylglycerol lipase	LIPC	15q21-q23	P11150	details
Inactive pancreatic lipase-related protein 1	PNLIPRP1		P54315	details
Patatin-like phospholipase domain-containing protein 3	PNPLA3	22q13.31	Q9NST1	details
Gastric triacylglycerol lipase	LIPF	10q23.31	P07098	details
Endothelial lipase	LIPG	18q21.1	Q9Y5X9	details
Bile salt-activated lipase	CEL	9q34.3	P19835	details
Pancreatic lipase-related protein 2	PNLIPRP2	10q25.3	P54317	details
Lipoprotein lipase	LPL	8p22	P06858	details
Liver carboxylesterase 1	CES1	16q22.2	P23141	details
Cocaine esterase	CES2	16q22.1	O00748	details
Cholinesterase	BCHE	3q26.1-q26.2	P06276	details
Cytosolic phospholipase A2 gamma	PLA2G4C	19q13.3	Q9UP65	details
Hormone-sensitive lipase	LIPE	19q13.2	Q05469	details
Group 3 secretory phospholipase A2	PLA2G3	22q12.2	Q9NZ20	details
Acylphosphatase-2	ACYP2	2p16.2	P14621	details
Acylphosphatase-1	ACYP1	14q24.3	P07311	details
Aminoacylase-1	ACY1	3p21.1	Q03154	details
Aspartoacylase	ASPA	17p13.3	P45381	details
Aspartoacylase-2	ACY3		Q96HD9	details
Acid ceramidase	ASAH1	8p22	Q13510	details
Homeodomain-interacting protein kinase 1	HIPK1	1p13.2	Q86Z02	details
Peroxisome proliferator-activated receptor gamma	PPARG	3p25	P37231	details
Long-chain fatty acid transport protein 6	SLC27A6	5q23.3	Q9Y2P4	details
Long-chain fatty acid transport protein 3	SLC27A3	1q21.3	Q5K4L6	details
Patatin-like phospholipase domain-containing protein 4	PNPLA4	Xp22.3	P41247	details
Long-chain fatty acid transport protein 4	SLC27A4	9q34.11	Q6P1M0	details
60 kDa lysophospholipase	ASPG	14q32.33	Q86U10	details
Phospholipase B1, membrane-associated	PLB1	2p23.2	Q6P1J6	details
Patatin-like phospholipase domain-containing protein 2	PNPLA2	11p15.5	Q96AD5	details
Cytosolic phospholipase A2 delta	PLA2G4D	15q15.1	Q86XP0	details
Cytosolic phospholipase A2 epsilon	PLA2G4E	15q15.1	Q3MJ16	details
Cytosolic phospholipase A2 zeta	PLA2G4F	15q15.1	Q68DD2	details
Calcium-independent phospholipase A2-gamma	PNPLA8	7q31	Q9NP80	details
Cytosolic phospholipase A2 beta	PLA2G4B	15q11.2-q21.3	P0C869	details
Putative neutral ceramidase C	ASAH2C		P0C7U2	details
Alkaline ceramidase 2	ACER2	9p22.1	Q5QJU3	details
Neutral ceramidase	ASAH2	10q11.23	Q9NR71	details
Carboxylesterase 5A	CES5A	16q12.2	Q6NT32	details
Alkaline ceramidase 1	ACER1	19p13.3	Q8TDN7	details
Neuropathy target esterase	PNPLA6	19p13.2	Q8IY17	details
Pancreatic lipase-related protein 3	PNLIPRP3	10q25.3	Q17RR3	details
Carnitine palmitoyltransferase 1B isoform a variant			Q53FV7	details
Carboxylesterase 3	CES3	16q22.1	Q6UWW8	details

Transporters

Protein Name	Gene Name	Locus	Uniprot ID	Details
Fatty acid synthase	FASN	17q25	P49327	details
Long-chain fatty acid transport protein 1	SLC27A1	19p13.11	Q6PCB7	details

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
Fatty acid synthase	FASN	17q25	P49327	details
Calcium-dependent phospholipase A2	PLA2G5	1p36-p34	P39877	details
Group IIF secretory phospholipase A2	PLA2G2F	1p35	Q9BZM2	details
Phospholipase A2	PLA2G1B	12q23-q24.1	P04054	details
Group 10 secretory phospholipase A2	PLA2G10	16p13.1-p12	O15496	details
Group IIE secretory phospholipase A2	PLA2G2E	1p36.13	Q9NZK7	details
Group XIIA secretory phospholipase A2	PLA2G12A	4q25	Q9BZM1	details
Phospholipase A2, membrane associated	PLA2G2A	1p35	P14555	details
Group IID secretory phospholipase A2	PLA2G2D	1p36.12	Q9UNK4	details
Pancreatic triacylglycerol lipase	PNLIP	10q26.1	P16233	details
Aminoacylase-1	ACY1	3p21.1	Q03154	details
Aspartoacylase	ASPA	17p13.3	P45381	details
Aspartoacylase-2	ACY3		Q96HD9	details
Peroxisome proliferator-activated receptor gamma	PPARG	3p25	P37231	details
Cytosolic phospholipase A2 delta	PLA2G4D	15q15.1	Q86XP0	details
Cytosolic phospholipase A2 epsilon	PLA2G4E	15q15.1	Q3MJ16	details
Cytosolic phospholipase A2 zeta	PLA2G4F	15q15.1	Q68DD2	details
CREB3L2-PPARgamma			Q86WD1	details
Peroxisome proliferative activated receptor gamma isoform 2 variant			Q53EW1	details

Receptors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Phospholipase A2	PLA2G1B	12q23-q24.1	P04054	details
Peroxisome proliferator-activated receptor gamma	PPARG	3p25	P37231	details
CREB3L2-PPARgamma			Q86WD1	details
Peroxisome proliferator activated-receptor gamma	ppar gamma2		Q9UEF6	details
Peroxisome proliferative activated receptor gamma isoform 2 variant			Q53EW1	details
Peroxisome proliferator-activated receptor	PPARG	3p25	Q6L9M1	details

Transcriptional Factors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Phospholipase A2	PLA2G1B	12q23-q24.1	P04054	details
Group 10 secretory phospholipase A2	PLA2G10	16p13.1-p12	O15496	details
Peroxisome proliferator-activated receptor gamma	PPARG	3p25	P37231	details
CREB3L2-PPARgamma			Q86WD1	details
Peroxisome proliferative activated receptor gamma isoform 2 variant			Q53EW1	details
Peroxisome proliferator-activated receptor	PPARG	3p25	Q6L9M1	details

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0002259

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB004676

KNApSAcK ID

C00007426

Chemspider ID

10033

KEGG Compound ID

Not Available

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

32365

References

General References

Wolk A, Vessby B, Ljung H, Barrefors P: Evaluation of a biological marker of dairy fat intake. Am J Clin Nutr. 1998 Aug;68(2):291-5. doi: 10.1093/ajcn/68.2.291. [PubMed:9701185 ]
Ayorinde F, Wheeler JW, Wemmer C, Murtaugh J: Volatile components of the occipital gland secretion of the bactrian camel (Camelus bactrianus). J Chem Ecol. 1982 Jan;8(1):177-83. doi: 10.1007/BF00984014. [PubMed:24414593 ]
Mason RT, Gutzke WH: Sex recognition in the leopard gecko,Eublepharis macularius (Sauria: Gekkonidae) Possible mediation by skin-derived semiochemicals. J Chem Ecol. 1990 Jan;16(1):27-36. doi: 10.1007/BF01021265. [PubMed:24264893 ]

Only showing the first 10 proteins. There are 90 proteins in total.

Show All

Enzymes

Enzyme Details

1. Fatty acid synthase

General function:: Involved in transferase activity
Specific function:: Fatty acid synthetase catalyzes the formation of long-chain fatty acids from acetyl-CoA, malonyl-CoA and NADPH. This multifunctional protein has 7 catalytic activities and an acyl carrier protein.
Gene Name:: FASN
Uniprot ID:: P49327
Molecular weight:: 273424.06

Enzyme Details

2. Calcium-dependent phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. This isozyme hydrolyzes more efficiently L-alpha-1-palmitoyl-2-oleoyl phosphatidylcholine than L-alpha-1-palmitoyl-2-arachidonyl phosphatidylcholine, L-alpha-1-palmitoyl-2-arachidonyl phosphatidylethanolamine, or L-alpha-1-stearoyl-2-arachidonyl phosphatidylinositol. May be involved in the production of lung surfactant, the remodeling or regulation of cardiac muscle.
Gene Name:: PLA2G5
Uniprot ID:: P39877
Molecular weight:: 15674.065

Enzyme Details

3. Group IIF secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Hydrolyzes phosphatidylglycerol versus phosphatidylcholine with a 15-fold preference.
Gene Name:: PLA2G2F
Uniprot ID:: Q9BZM2
Molecular weight:: 23256.29

Enzyme Details

4. Cytosolic phospholipase A2

General function:: Involved in metabolic process
Specific function:: Selectively hydrolyzes arachidonyl phospholipids in the sn-2 position releasing arachidonic acid. Together with its lysophospholipid activity, it is implicated in the initiation of the inflammatory response.
Gene Name:: PLA2G4A
Uniprot ID:: P47712
Molecular weight:: 85210.19

Enzyme Details

5. Phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides.
Gene Name:: PLA2G1B
Uniprot ID:: P04054
Molecular weight:: 16359.535

Enzyme Details

6. Group 10 secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a powerful potency for releasing arachidonic acid from cell membrane phospholipids. Prefers phosphatidylethanolamine and phosphatidylcholine liposomes to those of phosphatidylserine.
Gene Name:: PLA2G10
Uniprot ID:: O15496
Molecular weight:: 18153.04

Enzyme Details

7. Galactoside-binding soluble lectin 13

General function:: Involved in sugar binding
Specific function:: Has lysophospholipase activity.
Gene Name:: LGALS13
Uniprot ID:: Q9UHV8
Molecular weight:: 16118.44

Enzyme Details

8. Group IIE secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a preference for arachidonic-containing phospholipids.
Gene Name:: PLA2G2E
Uniprot ID:: Q9NZK7
Molecular weight:: 15988.525

Enzyme Details

9. Group XIIA secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Does not exhibit detectable activity toward sn-2-arachidonoyl- or linoleoyl-phosphatidylcholine or -phosphatidylethanolamine.
Gene Name:: PLA2G12A
Uniprot ID:: Q9BZM1
Molecular weight:: 21066.99

Enzyme Details

10. 85/88 kDa calcium-independent phospholipase A2

General function:: Involved in metabolic process
Specific function:: Catalyzes the release of fatty acids from phospholipids. It has been implicated in normal phospholipid remodeling, nitric oxide-induced or vasopressin-induced arachidonic acid release and in leukotriene and prostaglandin production. May participate in fas mediated apoptosis and in regulating transmembrane ion flux in glucose-stimulated B-cells. Has a role in cardiolipin (CL) deacylation. Required for both speed and directionality of monocyte MCP1/CCL2-induced chemotaxis through regulation of F-actin polymerization at the pseudopods. Isoform ankyrin-iPLA2-1 and isoform ankyrin-iPLA2-2, which lack the catalytic domain, are probably involved in the negative regulation of iPLA2 activity.
Gene Name:: PLA2G6
Uniprot ID:: O60733
Molecular weight:: 84092.635

Transporters

Enzyme Details

1. Fatty acid synthase

General function:: Involved in transferase activity
Specific function:: Fatty acid synthetase catalyzes the formation of long-chain fatty acids from acetyl-CoA, malonyl-CoA and NADPH. This multifunctional protein has 7 catalytic activities and an acyl carrier protein.
Gene Name:: FASN
Uniprot ID:: P49327
Molecular weight:: 273424.06

Enzyme Details

2. Long-chain fatty acid transport protein 1

General function:: Lipid transport and metabolism
Specific function:: Involved in translocation of long-chain fatty acids (LFCA) across the plasma membrane. The LFCA import appears to be hormone-regulated in a tissue-specific manner. In adipocytes, but not myocytes, insulin induces a rapid translocation of FATP1 from intracellular compartments to the plasma membrane, paralleled by increased LFCA uptake. May act directly as a bona fide transporter, or alternatively, in a cytoplasmic or membrane- associated multimeric protein complex to trap and draw fatty acids towards accumulation. Plays a pivotal role in regulating available LFCA substrates from exogenous sources in tissues undergoing high levels of beta-oxidation or triglyceride synthesis. May be involved in regulation of cholesterol metabolism. Has acyl-CoA ligase activity for long-chain and very-long-chain fatty acids
Gene Name:: SLC27A1
Uniprot ID:: Q6PCB7
Molecular weight:: 71107.5

Only showing the first 10 proteins. There are 90 proteins in total.

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Showing Compound Card for Margaric acid (CDB000386)

Structure for CDB000386 (Margaric acid)

Enzymes

Transporters