Phoxalone

Details

• Internal ID: 439eab08-bd9b-4107-a51a-1591bd005895
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (7R,8R,11S,12S,13S)-1,7,12,13-tetrahydroxy-14-methoxy-8,10-dimethyl-6-phenyl-5,15-dioxabicyclo[9.3.1]pentadecan-4-one
• InChI: InChI=1S/C22H32O8/c1-12-11-13(2)19-17(25)18(26)21(28-3)22(27,30-19)10-9-15(23)29-20(16(12)24)14-7-5-4-6-8-14/h4-8,12-13,16-21,24-27H,9-11H2,1-3H3/t12-,13?,16-,17+,18+,19+,20?,21?,22?/m1/s1
• InChI Key: NZWZEUXOJXVUKT-OJUSXZMHSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₈
• Molecular Weight: 424.50 g/mol
• Exact Mass: 424.20971797 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.91
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5670	56.70%
Caco-2	-	0.7510	75.10%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6349	63.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8929	89.29%
OATP1B3 inhibitior	+	0.9066	90.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	-	0.6787	67.87%
P-glycoprotein inhibitior	-	0.5993	59.93%
P-glycoprotein substrate	-	0.8135	81.35%
CYP3A4 substrate	+	0.6275	62.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.7465	74.65%
CYP2C9 inhibition	-	0.9347	93.47%
CYP2C19 inhibition	-	0.9341	93.41%
CYP2D6 inhibition	-	0.9316	93.16%
CYP1A2 inhibition	-	0.9033	90.33%
CYP2C8 inhibition	-	0.6677	66.77%
CYP inhibitory promiscuity	-	0.9563	95.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5432	54.32%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9698	96.98%
Skin irritation	-	0.7155	71.55%
Skin corrosion	-	0.9163	91.63%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8033	80.33%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.8980	89.80%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4602	46.02%
Acute Oral Toxicity (c)	III	0.4871	48.71%
Estrogen receptor binding	+	0.6059	60.59%
Androgen receptor binding	-	0.4925	49.25%
Thyroid receptor binding	-	0.5169	51.69%
Glucocorticoid receptor binding	+	0.6235	62.35%
Aromatase binding	+	0.5533	55.33%
PPAR gamma	-	0.4836	48.36%
Honey bee toxicity	-	0.7995	79.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	-	0.4020	40.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.09%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.15%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.41%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.98%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.46%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.37%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.39%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.11%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.53%	94.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.21%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.72%	94.00%
CHEMBL5028	O14672	ADAM10	81.97%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.52%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.39%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587223
• LOTUS: LTS0141864
• wikiData: Q77560694