Phaeolschidin A

Details

• Internal ID: c37fb5ae-fb2f-4982-87c1-c5dc2d27cbdb
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-3-[1-[6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-yl]-2-methylpropyl]-4-hydroxypyran-2-one
• InChI: InChI=1S/C30H26O10/c1-15(2)26(27-24(35)13-18(39-29(27)37)7-3-16-5-9-20(31)22(33)11-16)28-25(36)14-19(40-30(28)38)8-4-17-6-10-21(32)23(34)12-17/h3-15,26,31-36H,1-2H3/b7-3+,8-4+
• InChI Key: ZBPXWERFZFUSGL-FCXRPNKRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₀
• Molecular Weight: 546.50 g/mol
• Exact Mass: 546.15259702 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.96
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

• CHEMBL2408933

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8459	84.59%
Caco-2	-	0.8517	85.17%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8226	82.26%
OATP2B1 inhibitior	-	0.5608	56.08%
OATP1B1 inhibitior	+	0.9345	93.45%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7247	72.47%
P-glycoprotein inhibitior	+	0.6780	67.80%
P-glycoprotein substrate	-	0.9226	92.26%
CYP3A4 substrate	-	0.5590	55.90%
CYP2C9 substrate	+	0.6303	63.03%
CYP2D6 substrate	-	0.8782	87.82%
CYP3A4 inhibition	-	0.7736	77.36%
CYP2C9 inhibition	+	0.5877	58.77%
CYP2C19 inhibition	-	0.8052	80.52%
CYP2D6 inhibition	-	0.9181	91.81%
CYP1A2 inhibition	-	0.9263	92.63%
CYP2C8 inhibition	-	0.7937	79.37%
CYP inhibitory promiscuity	-	0.8252	82.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8911	89.11%
Carcinogenicity (trinary)	Non-required	0.6359	63.59%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8835	88.35%
Skin irritation	-	0.7029	70.29%
Skin corrosion	-	0.8754	87.54%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7445	74.45%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6609	66.09%
skin sensitisation	-	0.7600	76.00%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7666	76.66%
Acute Oral Toxicity (c)	III	0.6470	64.70%
Estrogen receptor binding	+	0.7350	73.50%
Androgen receptor binding	+	0.8833	88.33%
Thyroid receptor binding	+	0.5759	57.59%
Glucocorticoid receptor binding	+	0.7333	73.33%
Aromatase binding	-	0.5187	51.87%
PPAR gamma	+	0.7098	70.98%
Honey bee toxicity	-	0.8703	87.03%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5438	54.38%
Fish aquatic toxicity	+	0.9888	98.88%

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	99.21%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.17%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.80%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.94%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.45%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.38%	89.00%
CHEMBL3194	P02766	Transthyretin	91.07%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.49%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.30%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	89.11%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.52%	86.33%
CHEMBL3038469	P24941	CDK2/Cyclin A	88.27%	91.38%
CHEMBL4040	P28482	MAP kinase ERK2	84.26%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.26%	94.45%
CHEMBL1929	P47989	Xanthine dehydrogenase	81.88%	96.12%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.70%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72192259
• LOTUS: LTS0226009
• wikiData: Q77504511