Cannabis Compound Database: Showing Compound Card for Sativic acid (CDB000103)

Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (1)transporters (1) Show 3 proteins XML

Record Information

Version

1.0

Created at

2020-03-18 23:24:53 UTC

Updated at

2020-11-18 16:34:46 UTC

CannabisDB ID

CDB000103

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Sativic acid

Description

Sativic acid, also known as sativate, 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. Fatty acid biosynthesis occurs through the acetate pathway and the process is catalyzed by the Fatty Acid Synthase (FAS; PMID: 12689621 ). Structurally, two types of FAS exist, with Type 1, a multifunctional large polypeptide found in animals and fungi and with Type 2, consisting of monofunctional enzymes found in archae and bacteria (PMID: 25360565 ). Sativic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Sativic acid is one of the fatty acids that are known to occur in Cannabis sativa (PMID: 6991645 ). Sativic acid can also be found in rice, which makes sativic acid a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(9S,10S,12R,13R)-9,10,12,13-Tetrahydroxyoctadecanoate	Generator

Chemical Formula

C₁₈H₃₆O₆

Average Molecular Weight

348.48

Monoisotopic Molecular Weight

348.2512

IUPAC Name

(9S,10S,12R,13R)-9,10,12,13-tetrahydroxyoctadecanoic acid

Traditional Name

(9S,10S,12R,13R)-9,10,12,13-tetrahydroxyoctadecanoic acid

CAS Registry Number

541-82-2

SMILES

CCCCC[C@@H](O)[C@H](O)C[C@H](O)[C@@H](O)CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H36O6/c1-2-3-7-10-14(19)16(21)13-17(22)15(20)11-8-5-4-6-9-12-18(23)24/h14-17,19-22H,2-13H2,1H3,(H,23,24)/t14-,15+,16-,17+/m1/s1

InChI Key

VJOGZGLNDROOFS-TWMKSMIVSA-N

Chemical Taxonomy

Classification

Not classified

Ontology

Not Available

Physical Properties

State

Solid

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	2.45	ALOGPS
logP	2.15	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	4.62	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	118.22 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	92.3 m³·mol⁻¹	ChemAxon
Polarizability	41.29 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

Spectra

EI-MS/GC-MS

Not Available

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2020-06-30	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2020-06-30	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2020-06-30	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2020-06-30	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2020-06-30	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2020-06-30	View Spectrum

NMR

Not Available

Pathways

Not Available

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Fatty acid synthase	FASN	17q25	P49327	details

Transporters

Protein Name	Gene Name	Locus	Uniprot ID	Details
Fatty acid synthase	FASN	17q25	P49327	details

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
Fatty acid synthase	FASN	17q25	P49327	details

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

References

General References

Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]
Smith S, Witkowski A, Joshi AK: Structural and functional organization of the animal fatty acid synthase. Prog Lipid Res. 2003 Jul;42(4):289-317. doi: 10.1016/s0163-7827(02)00067-x. [PubMed:12689621 ]
Beld J, Lee DJ, Burkart MD: Fatty acid biosynthesis revisited: structure elucidation and metabolic engineering. Mol Biosyst. 2015 Jan;11(1):38-59. doi: 10.1039/c4mb00443d. Epub 2014 Oct 31. [PubMed:25360565 ]

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

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

Showing Compound Card for Sativic acid (CDB000103)

Structure for CDB000103 (Sativic acid)

Enzymes

Transporters