Octadecanoic acid

  • GreenMolBD CID : 165
  • Molecular Formula : C18H36O2
  • Molecular Weight : 284.484
  • Exact Molecular Mass : 284.272
  • IUPAC Name : octadecanoic acid
  • InChI : InChI=1S/C18H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H,19,20)
  • InChI Key : QIQXTHQIDYTFRH-UHFFFAOYSA-N
  • Canonical SMILES : CCCCCCCCCCCCCCCCCC(=O)O
  • Isomeric SMILES : CCCCCCCCCCCCCCCCCC(=O)O
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound 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.

1.2. Taxonomy Tree

1.3. Alternative Parent

Straight chain fatty acids; Monocarboxylic acids and derivatives; Carboxylic acids; Organic oxides; Hydrocarbon derivatives; Carbonyl compounds;

1.4. Molecular Framework

Aliphatic acyclic compounds

1.5. 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

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
6.3325 37.3 1 2 20 16 0 0 8.71818 463.322 353.624 0.614009

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-241.222975 1.76 -5.165 -11.34017 1.00926 6.175

4. Compound Reactivity

DLP nRFG nLMR
4 0 1

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Non-Carcinogen Non-Mutagen Non-Toxic 9.54886 10649.6 0.923152 Moderate None None Degradable 1.02E-5 0.859061

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes Yes No Yes Yes Yes

7. Synonyms

Name
stearic acid
Octadecanoic acid
57-11-4
Stearophanic acid
n-Octadecanoic acid
Cetylacetic acid
Pearl stearic
Stearex Beads
Octadecansaeure
Stearinsaeure
Vanicol
1-Heptadecanecarboxylic acid
Century 1240
Industrene R
Glycon DP
Glycon TP
Humko Industrene R
Formula 300
Hydrofol 1895
Hystrene 9718
Hydrofol Acid 150
Glycon S-80
Glycon S-90
Hydrofol acid 1655
Hydrofol acid 1855
Tegostearic 254
Tegostearic 255
Tegostearic 272
Hystrene 80
octadecoic acid
Stearate
Industrene 5016
Hystrene S-97
Hystrene T-70
Dar-chem 14
Emersol 120
Emersol 132
Hystrene 4516
Hystrene 5016
Hystrene 7018
Groco 54
Groco 55
Groco 55L
Groco 58
Groco 59
Glycon S-70
Industrene 8718
Industrene 9018
Kam 1000
Emersol 150
Steric acid
Neo-Fat 18-53
Neo-Fat 18-54
Neo-Fat 18-59
Neo-Fat 18
Acidum stearinicul
Caswell No. 801D
HY-Phi 1199
HY-Phi 1205
HY-Phi 1303
HY-Phi 1401
Neo-Fat 18-S
Kam 2000
Kam 3000
Oktadekansaeure
Neo-Fat 18-55
Neo-Fat 18-61
acide stearique
C18:0
FEMA No. 3035
PD 185
acide octadecanoique
Stearic acid, pure
NAA 173
Hydrofol Acid 150 (VAN)
CCRIS 2305
Prifac 2918
Lunac
HSDB 2000
Vis-Plus
Barolub FTA
UNII-4ELV7Z65AP
NSC 25956
Haimaric MKH(R)
Isostearic acid EX
Prodhygine
EPA Pesticide Chemical Code 079082
Stearic Acid Cherry
Edenor C18
Emersol 153NF
Emersol 871
Emersol 875
Prisorine 3501
Prisorine 3502
Prisorine 3508
Stearic acid (TN)
CH3-[CH2]16-COOH
Flexichem B
Loxiol G 20
Century 1210
Century 1220
Century 1230
Emersol 6349
AI3-00909
Emery 875D
Lunac S 20
Lunac S 40
WO 2 (fatty acid)
Emery 871
Hydrofol Acid 1895
Unimac 5680
C-Lube 10
Bonderlube 235
EINECS 200-313-4
BRN 0608585
Adeka Fatty Acid SA 910
CHEMBL46403
CHEBI:28842
QIQXTHQIDYTFRH-UHFFFAOYSA-N
NSC25956
Dermarone
EINECS 250-178-0
n-Octadecanoate
MFCD00002752
NCGC00091596-02
875D
DSSTox_CID_1642
DSSTox_RID_76256
DSSTox_GSID_21642
Stearic Acid (Powder/Beads/Flakes)
(1-14c)octadecanoic acid
CAS-57-11-4
STE
NSC 261168
Stearic acid [JAN:NF]
Fatty acids, C16-20
Stearic acid [USAN:JAN]
Industrene
Stearicacid
Stearophanate
Hystrene
Promulsin
Stearex
Tsubaki
octadecanoicacid
Bassinic acid
Lactaric acid
Proviscol wax
Talgic acid
1hmr
1hmt
4fnn
Kiri stearic acid
Edenor FHTI
Lunac YA
n-Octadecylic acid
Stearic acid, CP
EINECS 273-087-8
F 3 (lubricant)
Industrene 4518
Nonsoul SK 1
Pristerene 4900
Pristerene 4904
Pristerene 4963
Pristerene 9429
Pristerene 9559
Hystrene S 97
Hystrene T 70
N-octadecanoic acidd
Edenor ST 1
Sunfat 18S
Emersol 153
Selosol 920
Industrene 5016K
Stearic Acid 110
Stearic Acid 120
Stearic Acid 420
Hystrene 9718NF
Kortacid 1895
Radiacid 0427
Edenor ST 20
Lunac 30
Serfax MT 90
Stearic acid_ravikumar
Unister NAA 180
Century 1224
Edenor HT-JG 60
Lunac S 90KC
Stearic acid (8CI)
Stearic acid, puriss.
Hystrene 7018 FG
Hystrene 9718NFFG
Lunac S 30
Lunac S 50
Lunac S 90
Lunac S 98
3v2p
1-Heptadecanecarboxylate
Industrene 7018 FG
Stearic Acid NF Powder
AFCO-Chem B 65
Stearic Acid - 65%
Stearic Acid - 70%
Stearic Acid 153 NF
Heptadecanecarboxylic acid
Stearic Acid & Glycerin
Edenor C 18/98
S 300 (fatty acid)
Octadecanoic acid (9CI)
Stearic acid, >=98%
ACMC-1AR8K
SCHEMBL659
Hystrene 9718 NF FG
SA 400 (fatty acid)
bmse000485
D02WFA
Stearic Acid, High Purity
C18:0 (Lipid numbers)
Emery 400 (Salt/Mix)
AC1Q2W3T
Stearic acid (JP15/NF)
Stearic acid (JP17/NF)
Stearic Acid Triple-Pressed
Triple Pressed Stearic Acid
4ELV7Z65AP
Emersol 110 (Salt/Mix)
Stearic Acid - High Purity
4-02-00-01206 (Beilstein Handbook Reference)
KSC269I2T
WLN: QV17
Agar Agar Type K-100 NF
Stearic Acid - Triple Pressed
STEARIC ACID, U.S.P.
17FA
AC1L1K05
AC1Q2W39
GTPL3377
WO 2
Stearic Acid (Fragrance Grade)
Stearic Acid High Purity 90%
DTXSID8021642
CTK1G9429
KS-00000YHA
Nonsoul SN 1 (*Sodium salt*)
Octadecanoic acid (Stearic acid)
S 30C S 30C (fatty acid)
SNA-2000 (*Sodium salt*)
Stearic acid, analytical standard
VLZ 200
MolPort-002-317-291
BB_NC-2187
Stearic Acid High Purity 90% V
Stearic Acid Flake 132 NF Flake
Stearic acid, reagent grade, 95%
Stearic Acid 400 (Rubber Grade)
ZINC4978673
Tox21_111154
Tox21_201887
Tox21_300562
ANW-13575
BBL012224
BDBM50240485
LMFA01010018
NSC-25956
SA 200
SBB060276
Stearic acid, >=95%, FCC, FG
STL163565
Stearic acid, technical, 90% 1kg
AKOS005716958
Tox21_111154_1
DB03193
FA 1655
LS-1388
MCULE-5127577640
NE10227
RL04156
RTR-021907
T16-55F
NCGC00091596-01
NCGC00091596-03
NCGC00091596-04
NCGC00091596-05
NCGC00254456-01
NCGC00259436-01
126539-56-8
68937-76-8
AK109520
AN-23575
BC207369
E570
I727
LP093764
LS-85169
SC-81164
ST023799
AB1002380
ST2419874
Stearic acid, puriss., >=98.5% (GC)
Stearic acid, SAJ first grade, >=90.0%
TR-021907
FT-0689088
G 270
S 300
S0163
Stearic acid, SAJ special grade, >=95.0%
Stearic acid, Vetec(TM) reagent grade, 94%
400JB9103-88
A 1760
C01530
D00119
Stearic acid 50, tested according to Ph.Eur.
Vegetable Stearic Acid 7036 FG, Kosher, NF
SR-01000944717
Melting Point Standard 69-71C, analytical standard
SR-01000944717-1
Stearic acid, Grade I, >=98.5% (capillary GC)
Stearic acid, SAJ first grade, >=90.0%, powder
I04-10522
F0001-1489
Stearic acid, certified reference material, TraceCERT(R)
Z955123678
UNII-X33R8U0062 component QIQXTHQIDYTFRH-UHFFFAOYSA-N
CD7993EA-AD14-452A-A907-33376CC98790
Stearic acid, European Pharmacopoeia (EP) Reference Standard
Stearic acid, United States Pharmacopeia (USP) Reference Standard
Stearic Acid, pharmaceutical secondary standard
traceable to USP and PhEur
1245726-94-6
134503-33-6
135152-99-7
197923-10-7
294203-07-9
294203-15-9
39390-61-9
57485-56-0
58392-66-8
609343-71-7
8013-28-3
8023-06-1
8037-40-9
8037-83-0
8039-51-8
8039-52-9
8039-53-0
8039-54-1
82497-27-6
InChI=1/C18H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H,19,20
Stearic acid (Octadecanoic acid)
EC 200-313-4
BG00623082
EC 250-178-0
Certified Reference Material
Octadecanoic acid

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Octadecanoic acid
Abelmoschus moschatus (L.) Medic. Seed 1
Abutilon indicum (L.) Sw. Aerial 8 , 9
Acacia catechu Willd. Leaf 5
Acacia nilotica (L.) Wild. Seed 11
Ageratum conyzoides L 22
Ammannia baccifera L. Aerial 1
Andrographis paniculata Aerial 20
Aquilaria malaccensis Wood 12 , 8
Arachis hypogea L. Seed 3 , 2
Areca catechu L. Nut 10 , 2 , 5 , 7 , 6 , 18
Argemone maxicana L. Seed 4
Artocarpus heterophyllus Lamk. Fruit 1
Azadirachta indica A. juss. Seed 54
Boerhavia diffusa L. 2
Borassus flabellifer L. Root 5
Cocculus hirsutus L. Leaf 4
Colocasia esculenta Linn. 1
Commelina benghalensis L Leaf 1
Coriandrum sativum Linn. Seed 1 , 25
Cucurbita maxima Duchesne Seed 3
Cyperus rotundus L 2 , 3
Echinochloa cruss-galli Root 4
Helianthus annuus Flower 38
Hygrophila auriculata Seed 1 , 2
Imperata cylindrica (L.)  Rhizome 8
Ipomoea batatas (L.) Lam. Root 4
Ixora coccinea L.  Root 4 , 5 , 8
Jatropha gossypifolia Seed 2 , 3
Juglans regia Fruit 1 , 4 , 17
Lagenaria siceraria (Molina) Standl.  Fruit; Seed 5 , 17 , 18
Lepidium sativum Seed 2 , 3
Leucas aspera Seed 21 , 18
Mangifera indica Fruit 7
Marsilea quadrifolia Stem 1
Melastoma malabathricum Aerial 4
Oryza sativa L. Seed 2
Ricinus communis Seed 13 , 14 , 4
Sesamum indicum L. Seed 1 , 2 , 10
Tamarindus indica Seed; Kernel; Fruit 4 , 5 , 3 , 9

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID
93 arachidonate 15-lipoxygenase ALOX15 Homo sapiens 39.8107 887
112 Cyclooxygenase Bos taurus >500000 11421736
57 estrogen receptor 1 ESR1 Homo sapiens 0.6113 743079
57 estrogen receptor 1 ESR1 Homo sapiens 8.7076 743075
57 estrogen receptor 1 ESR1 Homo sapiens 15.3553 1259383
57 estrogen receptor 1 ESR1 Homo sapiens 18.058 743077
49 estrogen receptor 2 ESR2 Homo sapiens 48.5577 1259377
49 estrogen receptor 2 ESR2 Homo sapiens 48.5577 1259394
142 Fatty acid binding protein adipocyte Homo sapiens 80000 12036355
26 GLI family zinc finger 3 GLI3 Homo sapiens 0.6206 1259369
26 GLI family zinc finger 3 GLI3 Homo sapiens 15.5898 1259392
29 nuclear factor kappa B subunit 1 NFKB1 Homo sapiens 0.0141 651749
55 nuclear receptor subfamily 3 group C member 1 NR3C1 Homo sapiens 0.3548 588532
149 peroxisome proliferator activated receptor alpha PPARA Homo sapiens 1.1 1114584
53 peroxisome proliferator activated receptor delta PPARD Homo sapiens 0.0422 743215
53 peroxisome proliferator activated receptor delta PPARD Homo sapiens 6 1114582
72 peroxisome proliferator activated receptor gamma PPARG Homo sapiens 30 1114583
150 Prostaglandin G/H synthase (cyclooxygenase) Ovis aries >500000 11421736
151 prostaglandin-endoperoxide synthase 1 PTGS1 Bos taurus 500 360928
152 prostaglandin-endoperoxide synthase 2 PTGS2 Ovis aries 500 360927
51 retinoic acid receptor alpha RARA Homo sapiens 31.1058 1159552
47 thyroid hormone receptor beta THRB Homo sapiens 22.3872 588547
32 thyroid stimulating hormone receptor TSHR Homo sapiens 10 926
32 thyroid stimulating hormone receptor TSHR Homo sapiens 10 938
64 vitamin D receptor VDR Homo sapiens 0.0035 588543

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
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316397489abcr GmbHSource URLSource DetailAB118856Source Record URL
316397490abcr GmbHSource URLSource DetailAB118857Source Record URL
316603101abcr GmbHSource URLSource DetailAB425836Source Record URL
87575754TCI (Tokyo Chemical Industry)Source URLSource DetailS0163Source Record URL
329751146Sigma-AldrichSource URLSource Detail1621008_USPSource Record URL
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329829556Sigma-AldrichSource URLSource DetailV900120_VETECSource Record URL
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310280283Glentham Life Sciences Ltd.Source URLSource DetailGK7312Source Record URL
204359766TractusSource URLSource DetailRTR-021907Source Record URL
204938798TractusSource URLSource DetailTR-021907Source Record URL
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347757440Alfa ChemistrySource URLSource Detail57-11-4Source Record URL
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