N-Oleoylsarcosine

Details

• Internal ID: 2b7bc49b-fc72-48a7-a9cd-87244990fa5e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids
• IUPAC Name: 2-[methyl-[(E)-octadec-9-enoyl]amino]acetic acid
• SMILES (Canonical): CCCCCCCCC=CCCCCCCCC(=O)N(C)CC(=O)O
• SMILES (Isomeric): CCCCCCCC/C=C/CCCCCCCC(=O)N(C)CC(=O)O
• InChI: InChI=1S/C21H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20(23)22(2)19-21(24)25/h10-11H,3-9,12-19H2,1-2H3,(H,24,25)/b11-10+
• InChI Key: DIOYAVUHUXAUPX-ZHACJKMWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₉NO₃
• Molecular Weight: 353.50 g/mol
• Exact Mass: 353.29299411 g/mol
• Topological Polar Surface Area (TPSA): 57.60 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 5.57
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 17

Synonyms

• Sarkosyl O
• Oleic sarcosine
• Hamposyl O
• Maprosyl O
• 2-[methyl-[(E)-octadec-9-enoyl]amino]acetic acid
• Oleyl N-methylglycine
• Oleyl methylaminoethanoic acid
• SARCOSINE, N-OLEYL-
• Medialanic acid
• NSC-96995
• N-Methyl-N-(1-oxo-9-octadecenyl)glycine
• Glycine, (Z)-
• N-METHYL-N-(1-OXO-9-OCTADECENYL)-GLYCINE
• Glycine, (Z)-N-Methyl-N-(1-oxo-9-octadecenyl)-
• Glycine, N-methyl-N-[(9Z)-1-oxo-9-octadecenyl]-
• Glicina, n-metil-n-[(9z)-1-oxo-9-octadecen-1-il]-
• (Z)- N- methyl- N- (1- oxo- 9- octadecenyl)glycine
• SCHEMBL220435
• SCHEMBL2557574
• DTXSID60859192
• NSC96995
• MFCD00049381
• N-Methyl-N-[(9E)-octadec-9-enoyl]glycine
• (E)-2-(N-methyloctadec-9-enamido)acetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8864	88.64%
Caco-2	+	0.6247	62.47%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5477	54.77%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.7756	77.56%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.5881	58.81%
P-glycoprotein inhibitior	-	0.6919	69.19%
P-glycoprotein substrate	-	0.8962	89.62%
CYP3A4 substrate	-	0.5338	53.38%
CYP2C9 substrate	+	0.5875	58.75%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.9028	90.28%
CYP2C9 inhibition	-	0.9186	91.86%
CYP2C19 inhibition	-	0.8745	87.45%
CYP2D6 inhibition	-	0.9203	92.03%
CYP1A2 inhibition	-	0.8066	80.66%
CYP2C8 inhibition	-	0.9522	95.22%
CYP inhibitory promiscuity	-	0.9812	98.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.6393	63.93%
Eye corrosion	-	0.9163	91.63%
Eye irritation	-	0.5227	52.27%
Skin irritation	-	0.6462	64.62%
Skin corrosion	-	0.9018	90.18%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4774	47.74%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9084	90.84%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.9556	95.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6147	61.47%
Acute Oral Toxicity (c)	III	0.4668	46.68%
Estrogen receptor binding	+	0.5702	57.02%
Androgen receptor binding	-	0.6964	69.64%
Thyroid receptor binding	-	0.5381	53.81%
Glucocorticoid receptor binding	-	0.6366	63.66%
Aromatase binding	-	0.7342	73.42%
PPAR gamma	+	0.8708	87.08%
Honey bee toxicity	-	0.9779	97.79%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	+	0.8500	85.00%
Fish aquatic toxicity	+	0.6580	65.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	98.05%	99.17%
CHEMBL2581	P07339	Cathepsin D	96.74%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.82%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.62%	92.08%
CHEMBL1781	P11387	DNA topoisomerase I	89.07%	97.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.42%	96.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.60%	97.29%
CHEMBL230	P35354	Cyclooxygenase-2	84.17%	89.63%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.06%	94.33%
CHEMBL2664	P23526	Adenosylhomocysteinase	83.17%	86.67%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.87%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.28%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	81.52%	92.50%
CHEMBL221	P23219	Cyclooxygenase-1	81.17%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	80.12%	91.19%

Plants that contains it

• Acorus calamus var. angustatus
• Acorus gramineus
• Allium sativum
• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Brassica juncea
• Bupleurum chinense
• Bupleurum falcatum
• Bupleurum scorzonerifolium
• Pogostemon cablin
• Sinapis alba

Cross-Links

• PubChem: 5879967
• NPASS: NPC251860