Prenylterphenyllin

Details

• Internal ID: cb60bdb5-9e0a-4696-bbd3-f9787d31958d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Terphenyls > P-terphenyls
• IUPAC Name: 2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-5-(4-hydroxyphenyl)-3,6-dimethoxyphenol
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1)C2=C(C=C(C(=C2O)OC)C3=CC=C(C=C3)O)OC)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC(=C1)C2=C(C=C(C(=C2O)OC)C3=CC=C(C=C3)O)OC)O)C
• InChI: InChI=1S/C25H26O5/c1-15(2)5-6-17-13-18(9-12-21(17)27)23-22(29-3)14-20(25(30-4)24(23)28)16-7-10-19(26)11-8-16/h5,7-14,26-28H,6H2,1-4H3
• InChI Key: YEVBMDOXFLFVJJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₅
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.17802393 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.66
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• CHEBI:67533
• Prenyltherphenyllin
• CHEMBL1795464
• DTXSID601315915
• BDBM50457902
• Q27136002
• 2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-5-(4-hydroxyphenyl)-3,6-dimethoxyphenol
• 3',6'-dimethoxy-3-(3-methylbut-2-en-1-yl)-1,1':4',1''-terphenyl-2',4,4''-triol
• 959124-85-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.6879	68.79%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7808	78.08%
OATP2B1 inhibitior	-	0.7204	72.04%
OATP1B1 inhibitior	+	0.8652	86.52%
OATP1B3 inhibitior	+	0.8804	88.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9792	97.92%
P-glycoprotein inhibitior	+	0.7456	74.56%
P-glycoprotein substrate	-	0.7464	74.64%
CYP3A4 substrate	+	0.5320	53.20%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	+	0.4334	43.34%
CYP3A4 inhibition	-	0.7900	79.00%
CYP2C9 inhibition	+	0.7886	78.86%
CYP2C19 inhibition	+	0.9063	90.63%
CYP2D6 inhibition	-	0.7297	72.97%
CYP1A2 inhibition	+	0.6647	66.47%
CYP2C8 inhibition	+	0.8523	85.23%
CYP inhibitory promiscuity	+	0.8857	88.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8114	81.14%
Carcinogenicity (trinary)	Non-required	0.6827	68.27%
Eye corrosion	-	0.9901	99.01%
Eye irritation	+	0.6301	63.01%
Skin irritation	-	0.8344	83.44%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7811	78.11%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7080	70.80%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6518	65.18%
Acute Oral Toxicity (c)	III	0.6700	67.00%
Estrogen receptor binding	+	0.9244	92.44%
Androgen receptor binding	+	0.7864	78.64%
Thyroid receptor binding	+	0.8375	83.75%
Glucocorticoid receptor binding	+	0.8923	89.23%
Aromatase binding	+	0.7831	78.31%
PPAR gamma	+	0.8861	88.61%
Honey bee toxicity	-	0.8450	84.50%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9964	99.64%

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	99.01%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.07%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.31%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.84%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	94.41%	98.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.32%	99.17%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	90.92%	98.11%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.05%	91.71%
CHEMBL3194	P02766	Transthyretin	87.02%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.77%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.69%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.56%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.38%	94.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.18%	95.17%
CHEMBL3438	Q05513	Protein kinase C zeta	84.87%	88.48%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.49%	93.10%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	84.00%	89.32%
CHEMBL4208	P20618	Proteasome component C5	82.46%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.42%	89.62%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.39%	97.28%
CHEMBL3401	O75469	Pregnane X receptor	81.91%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.81%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.54%	94.75%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.20%	95.64%
CHEMBL5747	Q92793	CREB-binding protein	80.39%	95.12%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.28%	92.62%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.26%	92.68%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.24%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	80.20%	90.20%

Plants that contains it

• Acrostichum aureum
• Anthocleista procera
• Crepidiastrum denticulatum subsp. denticulatum
• Pseudognaphalium oligandrum
• Sideritis hirsuta
• Wulfenia orientalis

Cross-Links

• PubChem: 23630784
• NPASS: NPC295719
• ChEMBL: CHEMBL1795464
• LOTUS: LTS0219070
• wikiData: Q27136002