Diglycerol

Details

• Internal ID: a7ada410-a661-4d95-8141-2b457c323312
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Monoradylglycerols > Monoalkylglycerols
• IUPAC Name: 3-(2,3-dihydroxypropoxy)propane-1,2-diol
• SMILES (Canonical): C(C(COCC(CO)O)O)O
• SMILES (Isomeric): C(C(COCC(CO)O)O)O
• InChI: InChI=1S/C6H14O5/c7-1-5(9)3-11-4-6(10)2-8/h5-10H,1-4H2
• InChI Key: GPLRAVKSCUXZTP-UHFFFAOYSA-N
• Popularity: 751 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₄O₅
• Molecular Weight: 166.17 g/mol
• Exact Mass: 166.08412354 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -2.29
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• 627-82-7
• Diglycerine
• alpha,alpha'-Diglycerol
• Diglycerin
• Propanediol, oxybis-
• 3-(2,3-dihydroxypropoxy)propane-1,2-diol
• 1,2-Propanediol, 3,3'-oxybis-
• 59113-36-9
• 3,3'-Oxybis(propane-1,2-diol)
• .alpha.,.alpha.'-Diglycerol
• UNII-UC0A740LR3
• UC0A740LR3
• 3,3'-Oxydi(propylene glycol)
• 3,3'-oxydipropane-1,2-diol
• 4-Oxaheptane-1,2,6,7-tetrol
• 1,2-Propanediol, 3,3'-oxydi-
• NSC-8689
• EINECS 211-013-8
• glyceryl ether
• diglyceryl ether
• 3,2-propanediol
• NSC8689
• Oxydi(propanediol)
• alphaalpha'-Diglycerol
• OXYBISPROPANEDIOL
• Tetrahydroxydipropyl Ether
• 1, 3,3'-oxybis-
• 1, 3,3'-oxydi-
• SCHEMBL30754
• 4-Oxaheptane-1,6,7-tetrol
• 3-glyceryloxypropane-1,2-diol
• 3,3'-Oxydi-1,2-propanediol
• UNII-3YC120743U
• GPLRAVKSCUXZTP-UHFFFAOYSA-
• DTXSID90872273
• CHEBI:140430
• DIGLYCERIN, ALPHA,ALPHA'-
• 3,3'-Oxydi(propane-1,2-diol)
• bis-(2,3-dihydroxy-propyl)-ether
• NSC 8689
• EINECS 261-605-5
• .ALPHA.,.ALPHA.'-DIGLYCERIN
• MFCD00049316
• AKOS015915864
• 3YC120743U
• DIGLYCERIN, .ALPHA.,.ALPHA.'-
• CS-0197339
• FT-0640581
• FT-0725841
• T0119
• EC 261-605-5
• F71162
• .ALPHA.,.ALPHA.'-DIGLYCEROL, (+/-)-
• EN300-7701666
• Q27291013
• InChI=1/C6H14O5/c7-1-5(9)3-11-4-6(10)2-8/h5-10H,1-4H2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6370	63.70%
Caco-2	-	0.8249	82.49%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6916	69.16%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.9692	96.92%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9436	94.36%
P-glycoprotein inhibitior	-	0.9724	97.24%
P-glycoprotein substrate	-	0.9847	98.47%
CYP3A4 substrate	-	0.7474	74.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7594	75.94%
CYP3A4 inhibition	-	0.9433	94.33%
CYP2C9 inhibition	-	0.9326	93.26%
CYP2C19 inhibition	-	0.8706	87.06%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.8306	83.06%
CYP2C8 inhibition	-	0.9937	99.37%
CYP inhibitory promiscuity	-	0.9731	97.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.7247	72.47%
Eye corrosion	-	0.9397	93.97%
Eye irritation	+	0.9712	97.12%
Skin irritation	-	0.8645	86.45%
Skin corrosion	-	0.9707	97.07%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6822	68.22%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.8481	84.81%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.9111	91.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6123	61.23%
Acute Oral Toxicity (c)	IV	0.5984	59.84%
Estrogen receptor binding	-	0.8328	83.28%
Androgen receptor binding	-	0.9064	90.64%
Thyroid receptor binding	-	0.7572	75.72%
Glucocorticoid receptor binding	-	0.5333	53.33%
Aromatase binding	-	0.7739	77.39%
PPAR gamma	-	0.8878	88.78%
Honey bee toxicity	-	0.7859	78.59%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.9500	95.00%
Fish aquatic toxicity	-	0.9519	95.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.67%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.23%	86.92%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.74%	97.29%

Plants that contains it

• Paris polyphylla

Cross-Links

• PubChem: 42953
• NPASS: NPC133233
• LOTUS: LTS0023298
• wikiData: Q27291013