Flopropione

Details

• Internal ID: ae37bf96-8060-4677-a682-28c91e3de0d5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(2,4,6-trihydroxyphenyl)propan-1-one
• SMILES (Canonical): CCC(=O)C1=C(C=C(C=C1O)O)O
• SMILES (Isomeric): CCC(=O)C1=C(C=C(C=C1O)O)O
• InChI: InChI=1S/C9H10O4/c1-2-6(11)9-7(12)3-5(10)4-8(9)13/h3-4,10,12-13H,2H2,1H3
• InChI Key: PTHLEKANMPKYDB-UHFFFAOYSA-N
• Popularity: 52 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 182.17 g/mol
• Exact Mass: 182.05790880 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 2295-58-1
• 2',4',6'-Trihydroxypropiophenone
• 1-(2,4,6-trihydroxyphenyl)propan-1-one
• Phloropropiophenone
• Cospanon
• Argobyl
• Phloropropionone
• Propiophloroglucine
• Flopropion
• Chlonarin
• Ecapron
• Gasstenon
• Labroda
• Labrodax
• Supanate
• Supazlun
• Labrodax supanate
• Propionylphloroglucinol
• 1-Propanone, 1-(2,4,6-trihydroxyphenyl)-
• Ephtanon
• 2,4,6-Trihydroxypropiophenone
• 1-(2,4,6-Trihydroxyphenyl)-1-propanone
• Flopropiona
• Flopropionum
• Profenon
• RP 13907
• Flopropionum [INN-Latin]
• Flopropiona [INN-Spanish]
• NSC 97909
• Flopropione [INN:DCF:JAN]
• 13907 R. P.
• PROPIOPHENONE, 2',4',6'-TRIHYDROXY-
• EINECS 218-942-8
• NSC-97909
• BRN 2096799
• UNII-05V5NVB5Y1
• AI3-36955
• 05V5NVB5Y1
• DTXSID3045851
• NCGC00094817-01
• 13907 R.P.
• 3-08-00-03413 (Beilstein Handbook Reference)
• DTXCID1025851
• CAS-2295-58-1
• Gallepronin
• Flopion
• Spamorin
• Spasmoril
• Pasmus
• Phlopropiophenone
• Ephtanon (TN)
• propanoyl-phloroglucinol
• Spectrum_000563
• FLOPROPIONE [MI]
• 1-Propanone,1-(2,4,6-trihydroxyphenyl)-
• Spectrum2_000954
• Spectrum3_000579
• Spectrum4_000391
• Spectrum5_001471
• FLOPROPIONE [INN]
• FLOPROPIONE [JAN]
• Flopropione (JP17/INN)
• 2,6-Trihydroxypropiophenone
• FLOPROPIONE [MART.]
• SCHEMBL26316
• BSPBio_001998
• FLOPROPIONE [WHO-DD]
• KBioGR_000941
• KBioSS_001043
• DivK1c_000482
• Flopropione [DCF:INN:JAN]
• SPECTRUM1500629
• SPBio_000948
• 2',6'-Trihydroxypropiophenone
• CHEMBL1605835
• CHEBI:31614
• HMS501I04
• KBio1_000482
• KBio2_001043
• KBio2_003611
• KBio2_006179
• KBio3_001498
• NINDS_000482
• Propiophenone,4',6'-trihydroxy-
• HMS1921M05
• HMS3652F21
• HMS3885N13
• Pharmakon1600-01500629
• NSC97909
• Tox21_111340
• CCG-40074
• MFCD00016456
• NSC757392
• s4249
• AKOS016357612
• Tox21_111340_1
• CS-8184
• NSC-757392
• IDI1_000482
• NCGC00094817-02
• NCGC00094817-03
• NCGC00094817-05
• AC-32766
• SBI-0051564.P002
• 13907 R.P
• HY-100562
• LS-125515
• 13907 R. P
• FT-0609878
• SW219253-1
• T0887
• A16550
• D01259
• D83820
• AB00052131_02
• A816445
• SR-01000872776
• Q5460218
• SR-01000872776-1
• 1-(2,4,6-trihydroxyphenyl)propan-1-one;Flopropione
• BRD-K43383936-001-02-9
• InChI=1/C9H10O4/c1-2-6(11)9-7(12)3-5(10)4-8(9)13/h3-4,10,12-13H,2H2,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9571	95.71%
Caco-2	+	0.7427	74.27%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8830	88.30%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9809	98.09%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9528	95.28%
P-glycoprotein inhibitior	-	0.9759	97.59%
P-glycoprotein substrate	-	0.9679	96.79%
CYP3A4 substrate	-	0.7456	74.56%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8096	80.96%
CYP3A4 inhibition	+	0.7275	72.75%
CYP2C9 inhibition	+	0.6373	63.73%
CYP2C19 inhibition	+	0.7740	77.40%
CYP2D6 inhibition	-	0.8049	80.49%
CYP1A2 inhibition	+	0.6376	63.76%
CYP2C8 inhibition	-	0.8334	83.34%
CYP inhibitory promiscuity	+	0.5547	55.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7734	77.34%
Carcinogenicity (trinary)	Non-required	0.7561	75.61%
Eye corrosion	-	0.8062	80.62%
Eye irritation	+	0.9629	96.29%
Skin irritation	+	0.6427	64.27%
Skin corrosion	-	0.6830	68.30%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7163	71.63%
Micronuclear	+	0.5018	50.18%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.7261	72.61%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6424	64.24%
Acute Oral Toxicity (c)	III	0.7859	78.59%
Estrogen receptor binding	-	0.6393	63.93%
Androgen receptor binding	+	0.5314	53.14%
Thyroid receptor binding	-	0.6964	69.64%
Glucocorticoid receptor binding	-	0.6040	60.40%
Aromatase binding	-	0.6920	69.20%
PPAR gamma	+	0.5424	54.24%
Honey bee toxicity	-	0.9818	98.18%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8599	85.99%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL340	P08684	Cytochrome P450 3A4	12589.3 nM; 12589.3 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.55%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.54%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.73%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.24%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.04%	96.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	81.05%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.42%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	80.37%	94.73%

Plants that contains it

• Pogostemon cablin

Cross-Links

• PubChem: 3362
• NPASS: NPC40649
• ChEMBL: CHEMBL1605835