CAS 112-80-1|CAS 112-79-8|CAS 2027-47-6|OKIC ACID|octadec-9-enoic acid|9 octadecenoic acid|Oleic Acid|elaidic acid|trans-9-Octadecenoic acid|ELAIDIC ACID|trans-Oleic acid|(9E)-octadec-9-enoic acid|E...

General Information

Structure

Molecular Formula

C₁₈H₃₄O₂

Molecular Mass

282.46136

Exact Mass

282.25588033

Charge

0

InChI

InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9+

InChIKey

ZQPPMHVWECSIRJ-MDZDMXLPSA-N

Canonic Smiles

CCCCCCCC/C=C/CCCCCCCC(=O)O

Isomeric Smiles

CCCCCCCC/C=C/CCCCCCCC(=O)O

Calculated Properties

JChem

LogD (pH = 7.4)

4.40

LogD (pH = 5.5)

6.16

Log P

6.78

Rotatable Bonds

15

H Donor

1

H Acceptors

2

Lipinski's Rule of Five

false

Acid pKa

4.99

Polar Surface Area

37.30

Polarizability

37.64

Molar Refractivity

87.40

LOG S

-7.42

Data Source

Academic Data

Data Source

Names and Identifiers

Synonyms

OKIC ACIDOleic Acidtrans-9-Octadecenoic acidtrans-Oleic acidELAIDIC ACIDELAIDIC ACID, REAGENT GRADEElainic acid9-Octadecenoic acidOleic acid油酸十八烯酸顺式-9-十八烯酸Century CD Fatty Acidcis-9-Octadecenoic AcidRed OilOLEIC ACID, VEGETABLE ORIGIN, NF AND EP GRADEEmersol 210PamolynElaidic acid反式油酸反油酸反式-9-十八烯酸Acidum oleicum油酸octadec-9-enoic acid9-trans-Octadecenoic acidtrans-Elaidic acid(9E)-Octadecenoic acidElaidic acidD9-trans-Octadecenoic acid9-Octadecenoic acid, (E)-trans-Delta(9)-octadecenoic acidtrans-Oleic acidElaidinsaeure9-OCTADECENOIC ACIDelaidic acid(E)-Oleic acidAcide elaidiquetrans-9-Octadecenoic acidtrans-D9-Octadecenoic acidElaidinsaureDelta(9)-octadecenoic acidC18:1, n-918:1, n-99-octadecenoic acid

IUPAC name

octadec-9-enoic acid (9E)-octadec-9-enoic acid

IUPAC Traditional name

9 octadecenoic acid elaidic acid (+-)-propylene glycol

Names and Identifiers

Registration numbers

Beilstein Number

172654217265431726541

EC Number

204-007-1204-006-6

MDL Number

MFCD00064242MFCD00063954

CAS Number

112-80-1112-79-82027-47-6

PubChem CID

637517

Council of Europe Number

13

PubChem SID

24901337160967274248567484650683524894568248685532488678624862437814441922396037

Flavis Number

8.013

FEMA ID

2815

Merck Index

143533

ACToR Database

26764-26-12027-47-6112-79-8112-80-1

BRENDA Database

1.7.2.51.14.19.34.2.2.56.2.1.32.7.2.24.2.2.13.1.1.1181.2.5.11.13.11.604.2.2.193.1.1.13.5.1.993.4.21.73.3.2.103.4.21.393.1.1.33.1.1.13

Protein Data Bank

6p2a4jj27e7d6p1z4jiv3lup6p206p224osd1hmr7e7b4ku0

SABIO-RK Database

157632681144381029865801030510317810410294103091034612757135077702

SureChEMBL Database

SCHEMBL6693SCHEMBL1139

Golm Database

6531c2b9-45bd-4fdf-b080-a49d3054d25092b0ffe7-f2b5-428b-9963-06962b4a53941882e812-e7cb-4af0-9594-2ae9406aaedbc53c8cec-b56f-4b1e-a2ab-c106a504ab9a7b1124de-e2dc-405a-8e2a-a0a3f70dde8970c58899-69f5-46b0-bd12-2d347212dbc4ad40af3b-9250-499e-afcd-5bf783dba0dc2251f16c-ac59-47d5-9c68-9cf98ec27ff9

Patent number

US2007197466US2004122094US2007231361US2004131648EP1731602GB2321455WO2007130882EP1676488US2003153544US2001006962US2004063677GB2260319EP1974728US2002045606US2005249784US2007184006EP1905446WO2007109801US2008176956

PubMed Citation Links

236013861034222624800387881948801811220110887229085852357848324478215

LIPID MAPS Instance

LMFA01030073

BKMS React Database

565511219371255872998356743299

CHEMBL

CHEMBL460657

BRENDA Ligand Database

299831255871219373299567456551

Gmelin ID

HMDB Database

BindingDB Database

NMRShiftDB Database

CHEBI ID

CHEBI:42209CHEBI:27997CHEBI:23903CHEBI:10546CHEBI:36021

Wikipedia Title

Elaidic_acid

Reaxys Registry

17265431726541

Reactom Database

R-HSA-379048R-HSA-444191R-HSA-749452R-HSA-749448R-HSA-383313

CompTox Database

DTXSID8058619DTXSID7048118

KEGG ID

C01712

PDBeChem Database

ELA

Registration numbers

Properties

Physical Property

235°C

360 °C (680 °F); oleic acid begins to decompose at 80-100 °C.

288 °C/100 mmHg(lit.)

194-195 °C/1.2 mmHg(lit.)

288°C/100mm

48-49°C

14 °C (57.2 °F)

Pharmacology Properties

human ... SOAT1(6646), SOAT2(8435)

no known allergens

Properties

Related Proteins

Related Proteins

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

DrugBank

DB04224

Drug Groups

experimental

Description

An unsaturated fatty acid that is the most widely distributed and abundant fatty acid in nature. It is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent. (Stedman, 26th ed)

MP Biomedicals

02151781

Purity: 99+%
1 ml = approx. 0.89 g

02101635

Crystalline
Purity: ~98%

02102500

Practical Grade
Minimum 71% oleic acid.
Total unsaturated fatty acids: 90% minimum.

02194717

Cell Culture Reagent
Purity: 99+%
1 ml = approx. 0.89 g

05214688

MP Biomedicals Rare Chemical collection

05217326

MP Biomedicals Rare Chemical collection

Sigma Aldrich

E4637

包装
1, 5, 25 g in poly bottle

268046

Biochem/physiol Actions
Activates protein kinase C in hepatocytes.
Uncouples oxidative phosphorylation. Inhibits 2,4-dinitrophenol-stimulated ATPase. Action reversed by adding serum albumin.

364525

Biochem/physiol Actions
Activates protein kinase C in hepatocytes.
Uncouples oxidative phosphorylation. Inhibits 2,4-dinitrophenol-stimulated ATPase. Action reversed by adding serum albumin.
Packaging
1, 4 L in glass bottle
25 mL in glass bottle

27728

Biochem/physiol Actions
Activates protein kinase C in hepatocytes.
Uncouples oxidative phosphorylation. Inhibits 2,4-dinitrophenol-stimulated ATPase. Action reversed by adding serum albumin.

W281506

Biochem/physiol Actions
Activates protein kinase C in hepatocytes.
Uncouples oxidative phosphorylation. Inhibits 2,4-dinitrophenol-stimulated ATPase. Action reversed by adding serum albumin.
Packaging
1 kg in poly bottle
1 sample in glass bottle
4, 10, 20 kg in poly drum

94386

Biochem/physiol Actions
Activates protein kinase C in hepatocytes.
Uncouples oxidative phosphorylation. Inhibits 2,4-dinitrophenol-stimulated ATPase. Action reversed by adding serum albumin.
General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
Legal Information
TraceCERT is a registered trademark of Sigma-Aldrich Co. LLC

ChEBI

CHEBI:27997

A 9-octadecenoic acid and the trans-isomer of oleic acid.

CHEBI:36021

An octadecenoic acid with a double bond at C-9.

Molecule Details

References

PubChem Literature

No Data Available

Click here to submit data

References

Bioactivity

PubChem BioAssay

Bioactivity

Molecule

ID:3837