4,2',4',6'-Tetrahydroxy-3,5-diprenyldihydrochalcone

Details

• Internal ID: f0bd3a1c-ee8f-4c0f-9e9e-564313775414
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
• IUPAC Name: 3-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-1-(2,4,6-trihydroxyphenyl)propan-1-one
• SMILES (Canonical): CC(=CCC1=CC(=CC(=C1O)CC=C(C)C)CCC(=O)C2=C(C=C(C=C2O)O)O)C
• SMILES (Isomeric): CC(=CCC1=CC(=CC(=C1O)CC=C(C)C)CCC(=O)C2=C(C=C(C=C2O)O)O)C
• InChI: InChI=1S/C25H30O5/c1-15(2)5-8-18-11-17(12-19(25(18)30)9-6-16(3)4)7-10-21(27)24-22(28)13-20(26)14-23(24)29/h5-6,11-14,26,28-30H,7-10H2,1-4H3
• InChI Key: YVGQVBTVRWWNNS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₅
• Molecular Weight: 410.50 g/mol
• Exact Mass: 410.20932405 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.34
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

• SCHEMBL7187290
• LMPK12120522

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	-	0.5398	53.98%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8753	87.53%
OATP2B1 inhibitior	-	0.5613	56.13%
OATP1B1 inhibitior	+	0.8571	85.71%
OATP1B3 inhibitior	+	0.9223	92.23%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8879	88.79%
P-glycoprotein inhibitior	-	0.4792	47.92%
P-glycoprotein substrate	-	0.8370	83.70%
CYP3A4 substrate	-	0.5396	53.96%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8207	82.07%
CYP3A4 inhibition	+	0.6225	62.25%
CYP2C9 inhibition	+	0.7639	76.39%
CYP2C19 inhibition	+	0.8603	86.03%
CYP2D6 inhibition	-	0.6837	68.37%
CYP1A2 inhibition	+	0.8576	85.76%
CYP2C8 inhibition	-	0.5925	59.25%
CYP inhibitory promiscuity	+	0.8110	81.10%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8462	84.62%
Carcinogenicity (trinary)	Non-required	0.7671	76.71%
Eye corrosion	-	0.9908	99.08%
Eye irritation	+	0.5738	57.38%
Skin irritation	-	0.7600	76.00%
Skin corrosion	-	0.9106	91.06%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7174	71.74%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6197	61.97%
skin sensitisation	-	0.5848	58.48%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7896	78.96%
Acute Oral Toxicity (c)	III	0.6171	61.71%
Estrogen receptor binding	+	0.9119	91.19%
Androgen receptor binding	+	0.6698	66.98%
Thyroid receptor binding	+	0.6560	65.60%
Glucocorticoid receptor binding	+	0.8471	84.71%
Aromatase binding	+	0.7061	70.61%
PPAR gamma	+	0.9143	91.43%
Honey bee toxicity	-	0.9031	90.31%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	97.85%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.21%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.76%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.54%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.55%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.51%	94.45%
CHEMBL4208	P20618	Proteasome component C5	87.59%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.63%	86.33%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.27%	96.12%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.25%	95.50%

Plants that contains it

• Cyanothamnus inconspicuus

Cross-Links

• PubChem: 42607697
• LOTUS: LTS0150530
• wikiData: Q105365335