General Information of DIG (ID: E00PSA)
DIG Name
Glyceryl monooleate
Synonyms    Click to Show/Hide the Synonyms of This DIG
Monoolein; 2,3-Dihydroxypropyl oleate; Glyceryl monooleate; 111-03-5; 1-Monoolein; 1-Oleoyl-rac-glycerol; 1-Oleoylglycerol; Glycerin 1-monooleate; Glyceryl oleate; Glycerol 1-monooleate; 1-Glyceryl oleate; 1-Monooleoylglycerol; GLYCEROL MONOOLEATE; rac-1-Monoolein; Aldo HMO; Aldo MO; Olein, 1-mono-; Danisco MO 90; 1-Monooleoyl-rac-glycerol; Monooleoylglycerol; Oleic monoglyceride; rac-1-Monooleoylglycerol; alpha-Monoolein; Glycerol alpha-monooleate; 1-Oleylglycerol; Glyceryl 1-oleate; Monoolein (VAN); 1-Mono(cis-9-octacenoyl)glycerol; Glycerol oleate; Oleoyl glycerol; 1-(9Z-octadecenoyl)-rac-glycerol; 2,3-dihydroxypropyl (Z)-octadec-9-enoate; Glyceryl Monooleate (VAN); .alpha.-Monoolein; Glyceryl cis-9-octadecenoate; FEMA No. 2526; CHEBI:75342; Glycerol alpha-cis-9-octadecenate; 25496-72-4; 9-Octadecenoic acid (Z)-, monoester with 1,2,3-propanetriol; MFCD00042735; rac-Glycerol 1-monooleate; Glycerol .alpha.-monooleate; Olein, 1-mono- (8CI); oleoyl-glycerol; 9-OCTADECENOIC ACID (Z)-, 2,3-DIHYDROXYPROPYL ESTER; Glycerol .alpha.-cis-9-octadecenate; 1-(cis-9-Octadecenoyl)-rac-glycerol; 9-Octadecenoic acid (9Z)-, 2,3-dihydroxypropyl ester; Olicine; Peceol; Supeol; Sinnoester ogc; 2,3-dihydroxypropyl (9Z)-octadec-9-enoate; Oleic acid monoglyceride; Oleylmonoglyceride; Dimodan LSQK; Emalsy MO; Emalsy OL; Adchem GMO; Edenor GMO; Emcol O; Kessco GMO; Nikkol MGO; 9-Octadecenoic acid, 2,3-dihydroxypropyl ester; MG(18:1(9Z)/0:0/0:0)[rac]; Glycerin monooleate; Mazol GMO; Monoglyceryl oleate; Olein, mono-; 9-Octadecenoicacid(Z)-,2,3-dihydroxypropylester; Glycerine monooleate; Glycolube 100; Harowax L 9; rac 1-Oleoyl Glycerol-d5; Rikemal ol 100; Aldo MO-FG; Arlacel 129; Dimodan GMO 90; Rikemal O 71D; Sunsoft O 30B; Kemester 2000; 9-Octadecenoic acid, monoester with 1,2,3-propanetriol; Emasol MO 50; Loxiol G 10; Alkamuls GMO 45LG; Emerest 2421; Monomuls 90018; AJAX GMO; Excel O 95F; Excel O 95N; Excel O 95R; Aldo 40; 9-Octadecenoic acid (Z)-, 2,3-dihydroxypropyl ester (9CI); Canamex Glicepol 182; Emrite 6009; Emuldan RYLO-MG 90; Atmer 1007; Dur-Em 204; Dur-EM 114; 1-oleoyl glycerol; Glycerol 1-oleate; Oleic acid glycerol monoester; 9-Octadecenoic acid (9Z)-, monoester with 1,2,3-propanetriol; Emery oleic acid ester 2221; HSDB 493; Rylo MG 19; GMO 8903; Oleic acid, monoester with glycerol; EINECS 247-038-6; Glyceryl monooleate [NF]; OL 100; Glycerol, 1-mono (9-octa-decenoate); S 1096R; Ablunol GMO; DL-a-Monoolein; S 1096; S 1097; dl-alpha-Monoolein; Glycerol-1-oleate; C21H40O4; EINECS 203-827-7; Dimodan MO 90; Glycerol Mono Oleate; GMO Glycerinmonooleat; Witconol 2421; NSC 406285; dl-.alpha.-Monoolein; Glycerides, C14-18 and C16-18-unsatd. mono- and di-; SCHEMBL15603; 1-(9Z)-octadecenoylglycerol; Mazol 300 K (Salt/Mix); 1-(9Z-octadecenoyl)-glycerol; CHEMBL428593; GTPL5756; DTXSID3042003; 1-Oleoyl-rac-glycerol, >=99%; 6624AF; BDBM50529937; LMGL01010005; NSC406285; AKOS015966695; DB13171; MCULE-9846233643; NSC-406285; HY-128754; CS-0102558; G0082; 2,3-Dihydroxypropyl (9Z)-9-octadecenoate #; 1-Oleoyl-rac-glycerol, technical, ~40% (TLC); 9-Octadecenoic acid (Z)-,3-dihydroxypropyl ester; cis-9-Octadecenoic acid 2,3-dihydroxypropyl ester; W-109408; W-110892; MG (18:1/0:0/0:0); Q27071132; 9-Octadecenenoic acid (Z)-, 2,3-dihydroxypropyl ester; 9-octadecenoic acid, 2,3-dihydroxypropyl ester, (9Z)-; CFF6FE9F-EF1B-4B03-88B1-5421DCF14582; 9-Octadecenoic acid (9Z)-, 2,3-dihydroxypropyl ester (9CI); 9-Octadecenoic acid (Z)-, monoester with 1,2,3-propanetriol (9CI); 33978-07-3; 925-14-4
DIG Function
Bioadhesive material; Emollient; Emulsifying agent; Emulsion stabilizing agent; Gelling agent; Modified-release agent; Surfactant
PubChem CID
5283468
Formula
C21H40O4
Canonical SMILES
CCCCCCCC/C=C\\CCCCCCCC(=O)OCC(CO)O
InChI
1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9-
InChIKey
RZRNAYUHWVFMIP-KTKRTIGZSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This DIG
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=5283468"></iframe>
3D MOL is not available 2D MOL
Physicochemical Properties Molecular Weight 356.5 Topological Polar Surface Area 66.8
XlogP 6.5 Complexity 315
Heavy Atom Count 25 Rotatable Bond Count 19
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Full List of Active Pharmaceutical Ingredients (APIs) Co-administrated with This DIG
       ICD Disease Classification 02 Benign/in-situ/malignant neoplasm Click to Show/Hide
Alectinib
API Info
Lung cancer [ICD-11: 2C25]
[1]
       ICD Disease Classification 11 Circulatory system disease Click to Show/Hide
Aspirin
API Info
Myocardial infarction [ICD-11: BA41]
[2]
       ICD Disease Classification 12 Respiratory system disease Click to Show/Hide
Sirolimus
API Info
Lymphangioleiomyomatosis [ICD-11: CB07]
[3]
       ICD Disease Classification 13 Digestive system disease Click to Show/Hide
Lansoprazole
API Info
Duodenal ulcer [ICD-11: DA63]
[4]
       ICD Disease Classification 15 Musculoskeletal/connective-tissue disease Click to Show/Hide
Cyclosporin A
API Info
Rheumatoid arthritis [ICD-11: FA20]
[5]
Full List of Biological Targets of DIG (DBTs) Regulated by This DIG
      Transferase (TFase)
            DBT Name: Diacylglycerol kinase alpha (DGKA) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 91000 nM (tested by experiment) [6]
                    Tested Species Homo sapiens (Human)
                    UniProt ID DGKA_HUMAN
      Primary active transporter (PAT)
            DBT Name: Multidrug resistance protein 2 (ABCC2) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Inhibition ratio = 62 % (tested by experiment) [7]
                    Tested Species Homo sapiens (Human)
                    UniProt ID MRP2_HUMAN
            DBT Name: Multidrug resistance protein 1 (ABCB1) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment (1) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Protein expression downregulation = 39.1 % (tested by experiment) [8]
                    Tested Species Homo sapiens (Human)
                    UniProt ID MDR1_HUMAN ; MDR3_HUMAN ; ABCB5_HUMAN
               Experiment (2) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Inhibition ratio = 39 % (tested by experiment) [8]
                    Tested Species Homo sapiens (Human)
                    UniProt ID MDR1_HUMAN ; MDR3_HUMAN ; ABCB5_HUMAN
               Experiment (3) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Inhibition ratio = 63 % (tested by experiment) [8]
                    Tested Species Homo sapiens (Human)
                    UniProt ID MDR1_HUMAN ; MDR3_HUMAN ; ABCB5_HUMAN
References
1 FDA label for approved alectinib from the official website of the U.S. Food and Drug Administration.
2 FDA label for approved aspirin from the official website of the U.S. Food and Drug Administration.
3 FDA label for approved sirolimus from the official website of the U.S. Food and Drug Administration.
4 FDA label for approved lansoprazole from the official website of the U.S. Food and Drug Administration.
5 FDA label for approved cyclosporin A from the official website of the U.S. Food and Drug Administration.
6 Identification of a novel DGKalpha inhibitor for XLP-1 therapy by virtual screening. Eur J Med Chem. 2019; 164:378-390.
7 Effects of monoglycerides on rhodamine 123 accumulation, estradiol 17 beta-D-glucuronide bidirectional transport and MRP2 protein expression within Caco-2 cells. J Pharm Pharm Sci. 2008;11(3):45-62.
8 Effects of monoglycerides on P-glycoprotein: modulation of the activity and expression in Caco-2 cell monolayers. Mol Pharm. Sep-Oct 2008;5(5):863-75.

If you find any error in data or bug in web service, please kindly report it to Dr. Zhang and Dr. Mou.