Prenylterphenyllin C

Details

• Internal ID: f33a9abb-d220-443e-85ca-ac8a18e5e660
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Terphenyls > P-terphenyls
• IUPAC Name: 5-[2-hydroxy-4-(4-hydroxyphenyl)-3,6-dimethoxyphenyl]-3-(3-methylbut-2-enyl)benzene-1,2-diol
• SMILES (Canonical): CC(=CCC1=C(C(=CC(=C1)C2=C(C=C(C(=C2O)OC)C3=CC=C(C=C3)O)OC)O)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)O)C
• InChI: InChI=1S/C25H26O6/c1-14(2)5-6-16-11-17(12-20(27)23(16)28)22-21(30-3)13-19(25(31-4)24(22)29)15-7-9-18(26)10-8-15/h5,7-13,26-29H,6H2,1-4H3
• InChI Key: MSCQYWSENVKIPX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₆
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.17293854 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.37
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• CHEBI:67528
• CHEMBL1795460
• DTXSID401127306
• Q27135997
• 3',6'-dimethoxy-5-(3-methylbut-2-en-1-yl)-1,1':4',1''-terphenyl-2',3,4,4''-tetrol
• [1,1':4',1''-Terphenyl]-2',3,4,4''-tetrol, 3',6'-dimethoxy-5-(3-methyl-2-buten-1-yl)-
• 1297472-17-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9834	98.34%
Caco-2	+	0.6524	65.24%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7920	79.20%
OATP2B1 inhibitior	-	0.5787	57.87%
OATP1B1 inhibitior	+	0.8389	83.89%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9675	96.75%
P-glycoprotein inhibitior	+	0.7309	73.09%
P-glycoprotein substrate	-	0.7219	72.19%
CYP3A4 substrate	+	0.5620	56.20%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	+	0.3868	38.68%
CYP3A4 inhibition	-	0.8146	81.46%
CYP2C9 inhibition	+	0.7636	76.36%
CYP2C19 inhibition	+	0.8365	83.65%
CYP2D6 inhibition	-	0.6756	67.56%
CYP1A2 inhibition	+	0.6969	69.69%
CYP2C8 inhibition	+	0.9013	90.13%
CYP inhibitory promiscuity	+	0.8211	82.11%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8386	83.86%
Carcinogenicity (trinary)	Non-required	0.6777	67.77%
Eye corrosion	-	0.9900	99.00%
Eye irritation	+	0.6398	63.98%
Skin irritation	-	0.8119	81.19%
Skin corrosion	-	0.9182	91.82%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8418	84.18%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5948	59.48%
skin sensitisation	-	0.7329	73.29%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7022	70.22%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	+	0.9238	92.38%
Androgen receptor binding	+	0.8064	80.64%
Thyroid receptor binding	+	0.8037	80.37%
Glucocorticoid receptor binding	+	0.8734	87.34%
Aromatase binding	+	0.7643	76.43%
PPAR gamma	+	0.8554	85.54%
Honey bee toxicity	-	0.8757	87.57%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9971	99.71%

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	99.08%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.46%	86.33%
CHEMBL242	Q92731	Estrogen receptor beta	95.32%	98.35%
CHEMBL2581	P07339	Cathepsin D	95.20%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.61%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.12%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.88%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.72%	91.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.93%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.76%	95.64%
CHEMBL3194	P02766	Transthyretin	88.10%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.05%	96.00%
CHEMBL3438	Q05513	Protein kinase C zeta	85.45%	88.48%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.79%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	84.76%	90.20%
CHEMBL3401	O75469	Pregnane X receptor	83.99%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.97%	85.14%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	83.79%	98.11%
CHEMBL1937	Q92769	Histone deacetylase 2	83.02%	94.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.99%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.34%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.23%	89.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.94%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.39%	89.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.35%	95.78%

Plants that contains it

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

Cross-Links

• PubChem: 53354805
• NPASS: NPC165026
• ChEMBL: CHEMBL1795460
• LOTUS: LTS0052322
• wikiData: Q27135997