5-[2-(4-Hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol

Details

• Internal ID: 879baca0-8a9b-4007-b8b1-dc8f2c0b0cdb
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
• IUPAC Name: 5-[2-(4-hydroxyphenyl)ethyl]-4,6-bis[(4-hydroxyphenyl)methyl]benzene-1,3-diol
• InChI: InChI=1S/C28H26O5/c29-21-8-1-18(2-9-21)7-14-24-25(15-19-3-10-22(30)11-4-19)27(32)17-28(33)26(24)16-20-5-12-23(31)13-6-20/h1-6,8-13,17,29-33H,7,14-16H2
• InChI Key: DETQBAUWZPPFQB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₆O₅
• Molecular Weight: 442.50 g/mol
• Exact Mass: 442.17802393 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9021	90.21%
Caco-2	-	0.8321	83.21%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.9054	90.54%
OATP2B1 inhibitior	+	0.5751	57.51%
OATP1B1 inhibitior	+	0.8290	82.90%
OATP1B3 inhibitior	+	0.9180	91.80%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9287	92.87%
P-glycoprotein inhibitior	-	0.5239	52.39%
P-glycoprotein substrate	-	0.8618	86.18%
CYP3A4 substrate	-	0.6519	65.19%
CYP2C9 substrate	-	0.8036	80.36%
CYP2D6 substrate	+	0.4561	45.61%
CYP3A4 inhibition	+	0.5769	57.69%
CYP2C9 inhibition	+	0.7941	79.41%
CYP2C19 inhibition	+	0.7779	77.79%
CYP2D6 inhibition	-	0.8317	83.17%
CYP1A2 inhibition	+	0.6451	64.51%
CYP2C8 inhibition	+	0.6947	69.47%
CYP inhibitory promiscuity	+	0.6538	65.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7734	77.34%
Carcinogenicity (trinary)	Non-required	0.7136	71.36%
Eye corrosion	-	0.9691	96.91%
Eye irritation	+	0.7511	75.11%
Skin irritation	-	0.5680	56.80%
Skin corrosion	-	0.8250	82.50%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8155	81.55%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.5981	59.81%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7090	70.90%
Acute Oral Toxicity (c)	III	0.7512	75.12%
Estrogen receptor binding	+	0.9375	93.75%
Androgen receptor binding	+	0.8772	87.72%
Thyroid receptor binding	+	0.6706	67.06%
Glucocorticoid receptor binding	+	0.7404	74.04%
Aromatase binding	+	0.7234	72.34%
PPAR gamma	+	0.9271	92.71%
Honey bee toxicity	-	0.7969	79.69%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9885	98.85%

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	93.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.45%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.06%	83.57%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.31%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.47%	94.45%
CHEMBL233	P35372	Mu opioid receptor	86.00%	97.93%
CHEMBL3194	P02766	Transthyretin	85.23%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.49%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.31%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.99%	99.17%
CHEMBL4208	P20618	Proteasome component C5	82.96%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.52%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.09%	86.33%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.02%	85.00%

Plants that contains it

• Pleione yunnanensis

Cross-Links

• PubChem: 42642926
• NPASS: NPC94764
• LOTUS: LTS0218934
• wikiData: Q104977522