16-Methylheptadecanoic Acid

HCID 21859CAS 2724-58-5
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(C)CCCCCCCCCCCCCCC(=O)O
InChIKey
XDOFQFKRPWOURC-UHFFFAOYSA-N
Molecular formula
C18H36O2
Average molar mass
284.5 g/mol
Monoisotopic mass
284.27153039

Overview

16-methylheptadecanoic acid is a methyl-branched fatty acid that is heptadecanoic acid (margaric acid) substituted by a methyl group at position 16. It is a long-chain fatty acid, a branched-chain saturated fatty acid and a methyl-branched fatty acid. It is functionally related to a heptadecanoic acid.

Names & identifiers

Preferred name
16-Methylheptadecanoic Acid
IUPAC
16-methylheptadecanoic acid
English name
Isostearic acid
Molecular formula
C18H36O2
Molecular weight
284.48

Names & synonyms

Isooctadecanoic acid16-METHYLHEPTADECANOIC ACID2724-58-530399-84-9Heptadecanoic acid, 16-methyl-LZM5XA0ILLUNII-LZM5XA0ILLEINECS 220-336-316-methylmargaric acidDTXSID1040790CHEBI:84896DTXSID2027963
Show more names
isostearicIsostearinsure16-methyl-heptadecanoicaciISOSTEARIC ACID MIXED ISOMERSHeptadedecanoicacid,16-Methyl
RefChem:79038EMERSOL 873DTXCID507963220-336-3ISOSTEARIC ACID16-methyl-heptadecanoic acid16-methyl margaric acidMFCD00044082

Database identifiers

CAS
2724-58-5、30399-84-9
PubChem CID
21859
DTXSID
DTXSID1040790
ChEMBL
CHEMBL1865303
ChEBI
CHEBI:84896
UNII
LZM5XA0ILL
EC Number
220-336-3、250-178-0
Nikkaji
J249.982G

Properties

Computed structural properties

XLogP
7.2
Topological polar surface area
37.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
15
Heavy atoms
20

Experimental & physicochemical properties

LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Branched fatty acids [FA0102]
Cosmetics · 2 items

Cosmetic ingredients (Isostearic Acid) -> CIR (Cosmetic Ingredient Review)

Emulsifying; Cleansing; Binding; Surfactant

SpringerMaterials PropertiesCrystal structure
Melting Point69.5 °C
Physical Description · 2 items

Liquid; Other Solid; Liquid; CBI

Solid

Collision Cross Section177.5 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID1040790]

Physicochemical properties

Melting point
67.8 · 67.8-68.5 °C
Boiling point
369.53 °C · 369.53°C (estimate)
Density
0.89 g/mL · 0.89 g/mL at 25 °C(lit.)
refractive index
1.444 · 1.4440 (estimate)
storage temp.
2 · 2-8°C
pka
4.78 · 4.78±0.10(Predicted)

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 75% (111 of 148) of all reports.

Warning

H315 (25%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P280, P302+P352, P321, P332+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 148 reports by companies from 4 notifications to the ECHA C&L Inventory.

This chemical does not meet GHS hazard criteria for 100% (11 of 11) of all reports.

Hazard information

Regulatory Information · 6 items

Chemical: Heptadecanoic acid, 16-methyl-

Chemical: Isooctadecanoic acid

Isooctadecanoic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Isooctadecanoic acid are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 09-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13713

Heptadecanoic acid, 16-methyl-: Does not have an individual approval but may be used under an appropriate group standard

Isooctadecanoic acid: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Isooctadecanoic acid: Environment tier I assessment
Hazard Classes and Categories · 2 items

Skin Irrit. 2 (25%)

Not Classified

Toxicology

Toxicity Summary · 2 items

The CIR Expert Panel concluded that the following ingredients are safe in the present practices of use andconcentration described in the safety assessment when formulated to be non-irritating and non-sensitizing, which may be basedon a QRA...Isostearic Acid...

Safe for use in cosmetics, with qualifications

Safety data

wgk
3
rtecs
MI3875000
Signal word
Warning
Symbol(GHS)
GHS07
Storage Class
11 - Combustible Solids
Hazard statements
H302-H315-H319-H335

Chemistry & industry

Pharmacology

Cellular LocationsExtracellular

Uses & manufacturing

UsesCIR ingredient: Isostearic Acid
U.S. Production2023: 10,000,000 - <25,000,000 lb
Consumer UsesSurface modifier
Industry UsesNot Known or Reasonably Ascertainable
Household ProductsInformation on 1 consumer products that contain Isooctadecanoic acid in the following categories is provided:
Use ClassificationCosmetics -> Emulsifying; Cleansing; Binding; Surfactant

Applications

UsesSimilar to stearic or oleic acids.

UsesIsostearic acid (16-Methylheptadecanoic acid) is used in the synthesis of methyl-branched poly(hydroxyalkanoate)s, biosurfactants and silver nanoparticles.

Upstream & downstream products

Suppliers50 total

北京华美互利生物化工010-56205725 · [email protected]
江西益众化工有限公司15307925109 15350027073 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]
广州纳珑化工有限公司13192879270; 13192879270 · [email protected]

Additional notes

DefinitionChEBI: A methyl-branched fatty acid that is heptadecanoic acid (margaric acid) substituted by a methyl group at position 16.

Related reactions

14 records
New reaction record

Linked notes

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