Fosfomycin

Details

• Internal ID: 54b97a63-ce55-4638-8468-1b6013ce2e7d
• Taxonomy: Organic acids and derivatives > Organic phosphonic acids and derivatives > Organic phosphonic acids
• IUPAC Name: [(2R,3S)-3-methyloxiran-2-yl]phosphonic acid
• InChI: InChI=1S/C3H7O4P/c1-2-3(7-2)8(4,5)6/h2-3H,1H3,(H2,4,5,6)/t2-,3+/m0/s1
• InChI Key: YMDXZJFXQJVXBF-STHAYSLISA-N
• Popularity: 7,193 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃H₇O₄P
• Molecular Weight: 138.06 g/mol
• Exact Mass: 138.00819570 g/mol
• Topological Polar Surface Area (TPSA): 70.10 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -0.09
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• phosphomycin
• Phosphonomycin
• 23155-02-4
• Fosfocina
• Fosfonomycin
• Fosfomycinum
• Fosfomicina
• Fosfomycine
• Veramina
• Antibiotic 833A
• Phosphonemycin
• [(2R,3S)-3-methyloxiran-2-yl]phosphonic acid
• Infectophos
• Fosfomicin
• Levo-phosphonomycin
• Phosphonic acid, (3-methyloxiranyl)-, (2R-cis)-
• (-)-(1R,2S)-(1,2-Epoxypropyl)phosphonic acid
• (1R,2S)-epoxypropylphosphonic acid
• (2R-cis)-(3-Methyloxiranyl)phosphonic acid
• UNII-2N81MY12TE
• L-cis-1,2-epoxypropylphosphonic acid
• 2N81MY12TE
• ZTI-01
• (1R,2S)-epoxypropylphosphonate
• Phosphomycin disodium salt
• CHEBI:28915
• J01XX01
• EINECS 245-463-1
• MK-955
• Fosfomycine [INN-French]
• Fosfomycinum [INN-Latin]
• Fosfomicina [INN-Spanish]
• BRN 1680831
• cis-(1R,2S)-epoxypropylphosphonic acid
• CHEMBL1757
• Phosphonicacid, P-[(2R,3S)-3-methyl-2-oxiranyl]-
• 883A
• Fosfomycin disodium salt
• 1R-cis-(1,2-epoxypropyl)phosphonic acid
• Phosphonic acid, (1,2-epoxypropyl)-, (1R,2S)-(-)-
• DTXSID4048480
• ((2R,3S)-3-methyloxiran-2-yl)phosphonic acid
• 25030-76-6
• cis-(2-Methyloxiranyl)-phosphonic acid
• FCM
• Calcium fosfomycin
• Fosfomycine (INN-French)
• Fosfomycinum (INN-Latin)
• Fosfomicina (INN-Spanish)
• FOSFOMYCIN (MART.)
• FOSFOMYCIN [MART.]
• NSC-758170
• Fosfomycin (USAN/INN)
• Fosfomycin [USAN:INN:BAN]
• FOSFOMYCIN [MI]
• FOSFOMYCIN [INN]
• FOSFOMYCIN [JAN]
• Fosfomycin (compound 1)
• FOSFOMYCIN [USAN]
• FOSFOMYCIN [VANDF]
• Fosfomycinfor culture media
• FOSFOMYCIN [WHO-DD]
• SCHEMBL50951
• BIDD:GT0448
• BRN 1680831, Fosfocina
• DTXCID0028454
• GTPL10813
• HY-B1075A
• BCP24891
• BDBM50024894
• DB00828
• '1,2-EPOXYPROPYLPHOSPHONIC ACID'
• (2R,3S)-3-methyloxiran-2-ylphosphonate
• (1R, 2S)-1,2-epoxypropyl-phosphonic acid
• CS-0013612
• FT-0774116
• (2R,3S)-3-methyloxiran-2-ylphosphonic acid
• (3-Methyl-oxiranyl)-phosphonic acid(Na salt)
• C06454
• D04253
• Q183554
• W-107422
• BRD-K81101512-234-01-9
• Phosphonic acid, P-[(2R,3S)-3-methyl-2-oxiranyl]-
• 6F066DFF-696A-4A94-AF78-A28430EBE5BA

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7282	72.82%
Caco-2	-	0.6996	69.96%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	-	0.9286	92.86%
Subcellular localzation	Mitochondria	0.7256	72.56%
OATP2B1 inhibitior	-	0.8645	86.45%
OATP1B1 inhibitior	+	0.9553	95.53%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9425	94.25%
P-glycoprotein inhibitior	-	0.9662	96.62%
P-glycoprotein substrate	-	0.9856	98.56%
CYP3A4 substrate	-	0.6689	66.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8312	83.12%
CYP3A4 inhibition	-	0.9624	96.24%
CYP2C9 inhibition	-	0.8551	85.51%
CYP2C19 inhibition	-	0.8016	80.16%
CYP2D6 inhibition	-	0.9202	92.02%
CYP1A2 inhibition	-	0.8492	84.92%
CYP2C8 inhibition	-	0.9978	99.78%
CYP inhibitory promiscuity	-	0.9440	94.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6900	69.00%
Carcinogenicity (trinary)	Non-required	0.5914	59.14%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.5785	57.85%
Skin corrosion	-	0.4946	49.46%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8395	83.95%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.7824	78.24%
skin sensitisation	-	0.7902	79.02%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7188	71.88%
Acute Oral Toxicity (c)	III	0.5485	54.85%
Estrogen receptor binding	-	0.7943	79.43%
Androgen receptor binding	-	0.9092	90.92%
Thyroid receptor binding	-	0.7623	76.23%
Glucocorticoid receptor binding	-	0.9148	91.48%
Aromatase binding	-	0.8514	85.14%
PPAR gamma	-	0.8061	80.61%
Honey bee toxicity	-	0.7678	76.78%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.6376	63.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	82.31%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.13%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 446987
• LOTUS: LTS0142987
• wikiData: Q183554