1-Carboxyethenoxy(oxonio)phosphinate

Details

• Internal ID: 41fb4c0a-caf0-40ce-acf5-cf0c59b86251
• Taxonomy: Organic acids and derivatives > Organic phosphoric acids and derivatives > Phosphate esters
• IUPAC Name: 1-carboxyethenoxy(oxonio)phosphinate
• SMILES (Canonical): C=C(C(=O)O)OP(=O)([OH2+])[O-]
• SMILES (Isomeric): C=C(C(=O)O)OP(=O)([OH2+])[O-]
• InChI: InChI=1S/C3H5O6P/c1-2(3(4)5)9-10(6,7)8/h1H2,(H,4,5)(H2,6,7,8)
• InChI Key: DTBNBXWJWCWCIK-UHFFFAOYSA-N
• Popularity: 40 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃H₅O₆P
• Molecular Weight: 168.04 g/mol
• Exact Mass: 167.98237487 g/mol
• Topological Polar Surface Area (TPSA): 87.70 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.21
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8175	81.75%
Caco-2	-	0.7996	79.96%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8206	82.06%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.9690	96.90%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9713	97.13%
P-glycoprotein inhibitior	-	0.9666	96.66%
P-glycoprotein substrate	-	0.9898	98.98%
CYP3A4 substrate	-	0.6488	64.88%
CYP2C9 substrate	-	0.8145	81.45%
CYP2D6 substrate	-	0.8924	89.24%
CYP3A4 inhibition	-	0.9395	93.95%
CYP2C9 inhibition	-	0.8444	84.44%
CYP2C19 inhibition	-	0.8137	81.37%
CYP2D6 inhibition	-	0.8993	89.93%
CYP1A2 inhibition	-	0.8565	85.65%
CYP2C8 inhibition	-	0.9450	94.50%
CYP inhibitory promiscuity	-	0.9674	96.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5293	52.93%
Carcinogenicity (trinary)	Non-required	0.5748	57.48%
Eye corrosion	+	0.5917	59.17%
Eye irritation	-	0.5993	59.93%
Skin irritation	-	0.5948	59.48%
Skin corrosion	-	0.6311	63.11%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8405	84.05%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.5728	57.28%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.7667	76.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6627	66.27%
Acute Oral Toxicity (c)	III	0.5449	54.49%
Estrogen receptor binding	-	0.8090	80.90%
Androgen receptor binding	-	0.8660	86.60%
Thyroid receptor binding	-	0.7757	77.57%
Glucocorticoid receptor binding	-	0.8923	89.23%
Aromatase binding	-	0.6799	67.99%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.6779	67.79%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9494	94.94%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4185	P12955	Xaa-Pro dipeptidase	8.5 nM; 300 nM	Ki; Ki	DOI: 10.1016/0960-894X(95)00085-8; DOI: 10.1016/0960-894X(95)00085-8

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL340	P08684	Cytochrome P450 3A4	84.93%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.54%	96.09%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.86%	87.67%

Plants that contains it

• Alnus cordata
• Aloe deltoideodonta
• Bauhinia purpurea
• Crinum latifolium
• Hemionitis aschenborniana
• Leitneria floridana
• Thermopsis mollis

Cross-Links

• PubChem: 58114173
• NPASS: NPC116125
• ChEMBL: CHEMBL1235228