Monomethyl phosphate

Details

• Internal ID: d0f54423-959c-425b-b36b-1023628d6ecf
• Taxonomy: Organic acids and derivatives > Organic phosphoric acids and derivatives > Phosphate esters > Alkyl phosphates > Monoalkyl phosphates
• IUPAC Name: methyl dihydrogen phosphate
• InChI: InChI=1S/CH5O4P/c1-5-6(2,3)4/h1H3,(H2,2,3,4)
• InChI Key: CAAULPUQFIIOTL-UHFFFAOYSA-N
• Popularity: 411 references in papers

Physical and Chemical Properties

• Molecular Formula: CH₅O₄P
• Molecular Weight: 112.02 g/mol
• Exact Mass: 111.99254563 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -0.27
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• Methylphosphate
• O-Methyl phosphate
• Monomethyl phosphate
• 812-00-0
• Monomethyl dihydrogen phosphate
• Dihydrogen methyl phosphate
• Phosphoric acid, monomethyl ester
• Monomethylphosphate
• Phosphoric acid monomethyl ester
• methanolphosphate
• Methyl phosphate, (MeO)(HO)2PO
• CHEBI:340824
• NSC-41908
• 12789-45-6
• EINECS 212-379-1
• NSC 41908
• BRN 1701224
• Monomethylphophate
• methanol-phosphate
• Epitope ID:150903
• SCHEMBL19942
• 4-01-00-01258 (Beilstein Handbook Reference)
• 7C7GH393JL
• CHEMBL344340
• DTXSID2025684
• CAAULPUQFIIOTL-UHFFFAOYSA-N
• NSC41908
• Methyl phosphate ((MeO)(HO)2PO)
• MFCD00015936
• Methyl phosphate ((CH3O)(HO)2PO)
• FT-0695119
• B1B92FE0-7CC2-45F3-94D3-DA8B65F81BEB
• Q23993898

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6891	68.91%
Caco-2	-	0.5939	59.39%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8069	80.69%
OATP2B1 inhibitior	-	0.8671	86.71%
OATP1B1 inhibitior	+	0.9720	97.20%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9397	93.97%
P-glycoprotein inhibitior	-	0.9847	98.47%
P-glycoprotein substrate	-	0.9950	99.50%
CYP3A4 substrate	-	0.7077	70.77%
CYP2C9 substrate	-	0.8121	81.21%
CYP2D6 substrate	-	0.8012	80.12%
CYP3A4 inhibition	-	0.9658	96.58%
CYP2C9 inhibition	-	0.8936	89.36%
CYP2C19 inhibition	-	0.8750	87.50%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.9237	92.37%
CYP2C8 inhibition	-	0.9959	99.59%
CYP inhibitory promiscuity	-	0.9699	96.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5100	51.00%
Carcinogenicity (trinary)	Non-required	0.5725	57.25%
Eye corrosion	+	0.8430	84.30%
Eye irritation	+	0.6605	66.05%
Skin irritation	+	0.7047	70.47%
Skin corrosion	+	0.9671	96.71%
Ames mutagenesis	-	0.9700	97.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7801	78.01%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	-	0.8253	82.53%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.8475	84.75%
Acute Oral Toxicity (c)	III	0.8033	80.33%
Estrogen receptor binding	-	0.9355	93.55%
Androgen receptor binding	-	0.9402	94.02%
Thyroid receptor binding	-	0.8345	83.45%
Glucocorticoid receptor binding	-	0.9196	91.96%
Aromatase binding	-	0.9276	92.76%
PPAR gamma	-	0.8463	84.63%
Honey bee toxicity	+	0.8418	84.18%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	-	0.5846	58.46%

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	89.50%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.66%	97.29%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	82.67%	94.01%

Plants that contains it

• Arabidopsis thaliana
• Lotus corniculatus subsp. corniculatus
• Lotus tenuis

Cross-Links

• PubChem: 13130
• LOTUS: LTS0229502
• wikiData: Q23993898