Phaeolschidin C

Details

• Internal ID: f58ac35e-529c-44b2-b642-bfac452ce95f
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 4,4-bis[6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-yl]butanoic acid
• InChI: InChI=1S/C30H24O12/c31-20-8-3-15(11-22(20)33)1-5-17-13-24(35)27(29(39)41-17)19(7-10-26(37)38)28-25(36)14-18(42-30(28)40)6-2-16-4-9-21(32)23(34)12-16/h1-6,8-9,11-14,19,31-36H,7,10H2,(H,37,38)/b5-1+,6-2+
• InChI Key: BAUBFAJHDIHNIK-IJIVKGSJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₄O₁₂
• Molecular Weight: 576.50 g/mol
• Exact Mass: 576.12677620 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

• CHEMBL2408935

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5303	53.03%
Caco-2	-	0.9051	90.51%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7217	72.17%
OATP2B1 inhibitior	-	0.5620	56.20%
OATP1B1 inhibitior	+	0.9386	93.86%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8334	83.34%
P-glycoprotein inhibitior	+	0.7349	73.49%
P-glycoprotein substrate	-	0.9089	90.89%
CYP3A4 substrate	-	0.5404	54.04%
CYP2C9 substrate	+	0.6275	62.75%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	-	0.8383	83.83%
CYP2C9 inhibition	-	0.7786	77.86%
CYP2C19 inhibition	-	0.8840	88.40%
CYP2D6 inhibition	-	0.9300	93.00%
CYP1A2 inhibition	-	0.9540	95.40%
CYP2C8 inhibition	-	0.7024	70.24%
CYP inhibitory promiscuity	-	0.9708	97.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8726	87.26%
Skin irritation	-	0.7253	72.53%
Skin corrosion	-	0.9034	90.34%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7932	79.32%
Micronuclear	+	0.5318	53.18%
Hepatotoxicity	+	0.5322	53.22%
skin sensitisation	-	0.7523	75.23%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9080	90.80%
Acute Oral Toxicity (c)	III	0.5028	50.28%
Estrogen receptor binding	+	0.7995	79.95%
Androgen receptor binding	+	0.8975	89.75%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5967	59.67%
Aromatase binding	-	0.5250	52.50%
PPAR gamma	+	0.6792	67.92%
Honey bee toxicity	-	0.9102	91.02%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9091	90.91%

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	99.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.19%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.11%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.88%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.50%	86.33%
CHEMBL3194	P02766	Transthyretin	92.27%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.49%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.29%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.25%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.77%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	90.33%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.53%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.17%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.88%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.38%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.10%	94.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72192261
• LOTUS: LTS0128635
• wikiData: Q77425195