Pierotin A

Details

• Internal ID: 88e23c59-db3a-4665-9470-306136ec6e7a
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
• IUPAC Name: 1-[3-[[2,4-dihydroxy-3-[3-(4-hydroxyphenyl)propanoyl]-6-methoxyphenyl]methyl]-2,6-dihydroxy-4-methoxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
• InChI: InChI=1S/C33H32O10/c1-42-28-16-26(38)30(24(36)13-7-18-3-9-20(34)10-4-18)32(40)22(28)15-23-29(43-2)17-27(39)31(33(23)41)25(37)14-8-19-5-11-21(35)12-6-19/h3-6,9-12,16-17,34-35,38-41H,7-8,13-15H2,1-2H3
• InChI Key: FLBZSYKHHHOVLP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₂O₁₀
• Molecular Weight: 588.60 g/mol
• Exact Mass: 588.19954721 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.16
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

• CHEMBL451422

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8886	88.86%
Caco-2	-	0.8078	80.78%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.9058	90.58%
OATP2B1 inhibitior	+	0.5712	57.12%
OATP1B1 inhibitior	+	0.7820	78.20%
OATP1B3 inhibitior	+	0.9092	90.92%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	+	0.9924	99.24%
P-glycoprotein inhibitior	+	0.8000	80.00%
P-glycoprotein substrate	-	0.6283	62.83%
CYP3A4 substrate	+	0.5261	52.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7565	75.65%
CYP3A4 inhibition	-	0.5918	59.18%
CYP2C9 inhibition	+	0.5485	54.85%
CYP2C19 inhibition	+	0.7035	70.35%
CYP2D6 inhibition	-	0.6964	69.64%
CYP1A2 inhibition	+	0.7998	79.98%
CYP2C8 inhibition	+	0.8989	89.89%
CYP inhibitory promiscuity	+	0.5080	50.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8077	80.77%
Carcinogenicity (trinary)	Non-required	0.7580	75.80%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.8252	82.52%
Skin irritation	-	0.8115	81.15%
Skin corrosion	-	0.8799	87.99%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6865	68.65%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9156	91.56%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8973	89.73%
Acute Oral Toxicity (c)	III	0.6949	69.49%
Estrogen receptor binding	+	0.8888	88.88%
Androgen receptor binding	+	0.7758	77.58%
Thyroid receptor binding	+	0.5912	59.12%
Glucocorticoid receptor binding	+	0.7972	79.72%
Aromatase binding	+	0.5893	58.93%
PPAR gamma	+	0.7155	71.55%
Honey bee toxicity	-	0.8153	81.53%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5051	50.51%
Fish aquatic toxicity	+	0.9388	93.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.33%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.16%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.98%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.23%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.18%	94.45%
CHEMBL4208	P20618	Proteasome component C5	90.99%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.44%	96.95%
CHEMBL1255126	O15151	Protein Mdm4	90.36%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.36%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.89%	94.00%
CHEMBL3194	P02766	Transthyretin	86.95%	90.71%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.22%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.12%	95.56%
CHEMBL2535	P11166	Glucose transporter	86.02%	98.75%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.54%	97.21%

Plants that contains it

• Pieris japonica

Cross-Links

• PubChem: 11192582
• LOTUS: LTS0049621
• wikiData: Q104996934