Phelliribsin A

Details

• Internal ID: eb11d35f-e3fa-4b35-b121-28b864974a89
• Taxonomy: Benzenoids > Indenes and isoindenes
• IUPAC Name: 2'-acetyl-5-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-5',6'-dihydroxyspiro[furan-2,1'-indene]-3-one
• InChI: InChI=1S/C22H16O7/c1-11(23)15-7-13-8-19(26)20(27)10-16(13)22(15)21(28)9-14(29-22)4-2-12-3-5-17(24)18(25)6-12/h2-10,24-27H,1H3/b4-2+
• InChI Key: HCUSHIWVGLUDLU-DUXPYHPUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₆O₇
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.08960285 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	-	0.8198	81.98%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7806	78.06%
OATP2B1 inhibitior	-	0.5730	57.30%
OATP1B1 inhibitior	+	0.9188	91.88%
OATP1B3 inhibitior	+	0.9735	97.35%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9692	96.92%
P-glycoprotein inhibitior	-	0.5670	56.70%
P-glycoprotein substrate	-	0.8134	81.34%
CYP3A4 substrate	+	0.5717	57.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8597	85.97%
CYP3A4 inhibition	-	0.8533	85.33%
CYP2C9 inhibition	+	0.8218	82.18%
CYP2C19 inhibition	-	0.5230	52.30%
CYP2D6 inhibition	-	0.8844	88.44%
CYP1A2 inhibition	+	0.7752	77.52%
CYP2C8 inhibition	-	0.6098	60.98%
CYP inhibitory promiscuity	+	0.7395	73.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.3570	35.70%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.7534	75.34%
Skin irritation	-	0.5900	59.00%
Skin corrosion	-	0.8756	87.56%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5737	57.37%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5459	54.59%
skin sensitisation	-	0.6483	64.83%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5806	58.06%
Acute Oral Toxicity (c)	III	0.4633	46.33%
Estrogen receptor binding	+	0.8790	87.90%
Androgen receptor binding	+	0.8025	80.25%
Thyroid receptor binding	+	0.7336	73.36%
Glucocorticoid receptor binding	+	0.7910	79.10%
Aromatase binding	+	0.7158	71.58%
PPAR gamma	+	0.7542	75.42%
Honey bee toxicity	-	0.8612	86.12%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	99.69%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.56%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.15%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.01%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.09%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.87%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.67%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.37%	98.95%
CHEMBL4208	P20618	Proteasome component C5	86.46%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.71%	96.00%
CHEMBL3194	P02766	Transthyretin	84.33%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	83.02%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.91%	99.15%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.83%	94.80%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72947038
• LOTUS: LTS0156889
• wikiData: Q77571115