Piscerygenin

Details

• Internal ID: d63160ba-2ce9-4faf-b4ad-f34607a5ea88
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 3-O-methylated isoflavonoids > 3-O-methylisoflavones
• IUPAC Name: 3-(2,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxychromen-4-one
• SMILES (Canonical): COC1=C(C=C(C(=C1)C2=COC3=CC(=CC(=C3C2=O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C(=C1)C2=COC3=CC(=CC(=C3C2=O)O)O)O)O
• InChI: InChI=1S/C16H12O7/c1-22-13-4-8(10(18)5-11(13)19)9-6-23-14-3-7(17)2-12(20)15(14)16(9)21/h2-6,17-20H,1H3
• InChI Key: OEWYVOHIQUVAAO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₇
• Molecular Weight: 316.26 g/mol
• Exact Mass: 316.05830272 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• HY-N10977
• CS-0637962
• 67978-85-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9524	95.24%
Caco-2	+	0.8324	83.24%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6494	64.94%
OATP2B1 inhibitior	+	0.5797	57.97%
OATP1B1 inhibitior	+	0.9255	92.55%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7455	74.55%
P-glycoprotein inhibitior	-	0.7925	79.25%
P-glycoprotein substrate	-	0.8647	86.47%
CYP3A4 substrate	+	0.5533	55.33%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.7348	73.48%
CYP2C9 inhibition	+	0.7560	75.60%
CYP2C19 inhibition	+	0.8648	86.48%
CYP2D6 inhibition	-	0.6993	69.93%
CYP1A2 inhibition	+	0.9218	92.18%
CYP2C8 inhibition	+	0.6078	60.78%
CYP inhibitory promiscuity	+	0.8546	85.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6176	61.76%
Eye corrosion	-	0.9767	97.67%
Eye irritation	+	0.8347	83.47%
Skin irritation	-	0.5841	58.41%
Skin corrosion	-	0.9319	93.19%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8024	80.24%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6556	65.56%
Acute Oral Toxicity (c)	III	0.7362	73.62%
Estrogen receptor binding	+	0.9037	90.37%
Androgen receptor binding	+	0.6761	67.61%
Thyroid receptor binding	+	0.6698	66.98%
Glucocorticoid receptor binding	+	0.8270	82.70%
Aromatase binding	+	0.8133	81.33%
PPAR gamma	+	0.8193	81.93%
Honey bee toxicity	-	0.8773	87.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5051	50.51%
Fish aquatic toxicity	+	0.8321	83.21%

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	97.71%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.47%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.52%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.44%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.30%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.84%	89.00%
CHEMBL2535	P11166	Glucose transporter	88.07%	98.75%
CHEMBL3194	P02766	Transthyretin	87.33%	90.71%
CHEMBL4208	P20618	Proteasome component C5	87.15%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.20%	99.17%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.14%	96.12%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	84.74%	98.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.43%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.02%	96.09%

Plants that contains it

• Piscidia piscipula

Cross-Links

• PubChem: 15139681
• LOTUS: LTS0226090
• wikiData: Q105190629