(2R,5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-2-methylicosa-5,8,11,14-tetraenamide

C24H41NO2 — CID 10407148

IUPAC(2R,5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-2-methylicosa-5,8,11,14-tetraenamide
SMILESCCCCC/C=C\C/C=C\C/C=C\C/C=C\CC[C@@H](C)C(=O)N[C@H](C)CO
InChIInChI=1S/C24H41NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22(2)24(27)25-23(3)21-26/h8-9,11-12,14-15,17-18,22-23,26H,4-7,10,13,16,19-21H2,1-3H3,(H,25,27)/b9-8-,12-11-,15-14-,18-17-/t22-,23-/m1/s1
InChIKeyVFDSCNHSAXUNJQ-FAAOLHSLSA-N
MW375.60 g/mol
LogP5.88
Rot. Bonds16

About (2R,5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-2-methylicosa-5,8,11,14-tetraenamide

(2R,5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-2-methylicosa-5,8,11,14-tetraenamide (PubChem CID 10407148) has the molecular formula C24H41NO2 and a molecular weight of 375.60 g/mol. Its IUPAC name is (2R,5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-2-methylicosa-5,8,11,14-tetraenamide.

Molecular Properties

Compound Name(2R,5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-2-methylicosa-5,8,11,14-tetraenamide
PubChem CID10407148
Molecular FormulaC24H41NO2
Molecular Weight375.60 g/mol
Exact Mass375.31
IUPAC Name(2R,5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-2-methylicosa-5,8,11,14-tetraenamide
SMILESCCCCC/C=C\C/C=C\C/C=C\C/C=C\CC[C@@H](C)C(=O)N[C@H](C)CO
InChIInChI=1S/C24H41NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22(2)24(27)25-23(3)21-26/h8-9,11-12,14-15,17-18,22-23,26H,4-7,10,13,16,19-21H2,1-3H3,(H,25,27)/b9-8-,12-11-,15-14-,18-17-/t22-,23-/m1/s1
InChIKeyVFDSCNHSAXUNJQ-FAAOLHSLSA-N
XLogP5.88
TPSA49.33 Ų
H-Bond Donors2
H-Bond Acceptors2
Rotatable Bonds16
Heavy Atoms27
Complexity—

Lipinski Rule of Five

1 violation

RuleValue
MW ≤ 500375.60
LogP ≤ 55.88
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 102

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'Aliphatic_long_chain', 'substructure': 'N/A'}, {'alert_name': 'isolated_alkene', 'substructure': 'N/A'}

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Related Compounds

Oleoylethanolamide
CID 5283454
N-Linoleoylethanolamine
CID 5283446
Anandamide
CID 5281969
(8Z,11Z,14Z)-N-(2-Hydroxyethyl)-8,11,14-eicosatrienamide
CID 5282272
N-(2-Hydroxyethyl)-7Z,10Z,13Z,16Z-docosatetraenamide
CID 5282273
(R)-Methanandamide
CID 6321351
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoylethanolamine
CID 5283450
Palmitoleoyl Ethanolamide
CID 9835868
alpha-Linolenoyl Ethanolamide
CID 5283449
N-arachidonoyl dihydroxypropylamine
CID 10595770
(5Z,8Z,11Z,13S,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-13-methylicosa-5,8,11,14-tetraenamide
CID 145964903
(5E,8E,11E,14E)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide
CID 5353408

Frequently Asked Questions

What is the IUPAC name of (2R,5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-2-methylicosa-5,8,11,14-tetraenamide?
The IUPAC name of (2R,5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-2-methylicosa-5,8,11,14-tetraenamide (CID 10407148) is (2R,5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-2-methylicosa-5,8,11,14-tetraenamide.
What is the SMILES notation for (2R,5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-2-methylicosa-5,8,11,14-tetraenamide?
The canonical SMILES for (2R,5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-2-methylicosa-5,8,11,14-tetraenamide is CCCCC/C=C\C/C=C\C/C=C\C/C=C\CC[C@@H](C)C(=O)N[C@H](C)CO.
What is the InChIKey of (2R,5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-2-methylicosa-5,8,11,14-tetraenamide?
The InChIKey is VFDSCNHSAXUNJQ-FAAOLHSLSA-N. The full InChI is InChI=1S/C24H41NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22(2)24(27)25-23(3)21-26/h8-9,11-12,14-15,17-18,22-23,26H,4-7,10,13,16,19-21H2,1-3H3,(H,25,27)/b9-8-,12-11-,15-14-,18-17-/t22-,23-/m1/s1.
What are the key properties of (2R,5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-2-methylicosa-5,8,11,14-tetraenamide?
(2R,5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-2-methylicosa-5,8,11,14-tetraenamide has a molecular weight of 375.60 g/mol, XLogP of 5.88, 16 rotatable bonds, 2 hydrogen bond donors, and 2 hydrogen bond acceptors.
Where does this data come from?
All data for (2R,5Z,8Z,11Z,14Z)-N-[(2R)-1-hydroxypropan-2-yl]-2-methylicosa-5,8,11,14-tetraenamide is sourced from PubChem (CID 10407148), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).