1-[3,5-Bis[[2,6-dihydroxy-4-methoxy-3-methyl-5-(3-methylbutanoyl)phenyl]methyl]-2,4,6-trihydroxyphenyl]-3-methylbutan-1-one

Details

• Internal ID: 44fd5349-7179-488d-802c-530c5142a0a7
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
• IUPAC Name: 1-[3,5-bis[[2,6-dihydroxy-4-methoxy-3-methyl-5-(3-methylbutanoyl)phenyl]methyl]-2,4,6-trihydroxyphenyl]-3-methylbutan-1-one
• InChI: InChI=1S/C39H50O12/c1-16(2)11-25(40)28-34(46)23(14-21-31(43)19(7)38(50-9)29(36(21)48)26(41)12-17(3)4)33(45)24(35(28)47)15-22-32(44)20(8)39(51-10)30(37(22)49)27(42)13-18(5)6/h16-18,43-49H,11-15H2,1-10H3
• InChI Key: STJMPPFZVGQIPJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₀O₁₂
• Molecular Weight: 710.80 g/mol
• Exact Mass: 710.33022703 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 7.13
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9536	95.36%
Caco-2	-	0.8006	80.06%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8848	88.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3934	39.34%
OATP1B3 inhibitior	+	0.8443	84.43%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7831	78.31%
P-glycoprotein inhibitior	+	0.7146	71.46%
P-glycoprotein substrate	-	0.8648	86.48%
CYP3A4 substrate	-	0.5106	51.06%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7876	78.76%
CYP3A4 inhibition	-	0.5325	53.25%
CYP2C9 inhibition	-	0.5411	54.11%
CYP2C19 inhibition	+	0.6252	62.52%
CYP2D6 inhibition	-	0.6808	68.08%
CYP1A2 inhibition	+	0.7334	73.34%
CYP2C8 inhibition	-	0.8277	82.77%
CYP inhibitory promiscuity	-	0.6034	60.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8077	80.77%
Carcinogenicity (trinary)	Non-required	0.7274	72.74%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.8433	84.33%
Skin irritation	-	0.8808	88.08%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4948	49.48%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6534	65.34%
skin sensitisation	-	0.8590	85.90%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7574	75.74%
Acute Oral Toxicity (c)	III	0.5737	57.37%
Estrogen receptor binding	+	0.7456	74.56%
Androgen receptor binding	-	0.5163	51.63%
Thyroid receptor binding	+	0.5161	51.61%
Glucocorticoid receptor binding	+	0.6632	66.32%
Aromatase binding	+	0.6634	66.34%
PPAR gamma	-	0.4904	49.04%
Honey bee toxicity	-	0.9007	90.07%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6251	62.51%
Fish aquatic toxicity	+	0.9931	99.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.00%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.98%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.14%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.13%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.70%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.95%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.57%	99.15%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.01%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	82.35%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.94%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.55%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.33%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.08%	95.56%

Plants that contains it

• Hagenia abyssinica

Cross-Links

• PubChem: 162891553
• LOTUS: LTS0213322
• wikiData: Q105260297