4-[[2-Hydroxy-6-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-4-methoxyphenyl]methyl]-3-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-5-methoxyphenol

Details

• Internal ID: cc4f89f4-e98e-4025-8e4c-ee4e2b8e9df1
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4-[[2-hydroxy-6-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-4-methoxyphenyl]methyl]-3-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-5-methoxyphenol
• SMILES (Canonical): COC1=CC(=C(C(=C1)O)CC2=C(C=C(C=C2OC)O)CCC3=CC(=C(C=C3)O)OC)CCC4=CC(=C(C=C4)O)OC
• SMILES (Isomeric): COC1=CC(=C(C(=C1)O)CC2=C(C=C(C=C2OC)O)CCC3=CC(=C(C=C3)O)OC)CCC4=CC(=C(C=C4)O)OC
• InChI: InChI=1S/C33H36O8/c1-38-25-16-23(10-6-21-8-12-29(36)33(14-21)41-4)26(30(37)18-25)19-27-22(15-24(34)17-31(27)39-2)9-5-20-7-11-28(35)32(13-20)40-3/h7-8,11-18,34-37H,5-6,9-10,19H2,1-4H3
• InChI Key: AIHKAZBYZNHPKP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₆O₈
• Molecular Weight: 560.60 g/mol
• Exact Mass: 560.24101810 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 5.70
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9449	94.49%
Caco-2	-	0.7571	75.71%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.9215	92.15%
OATP2B1 inhibitior	-	0.5774	57.74%
OATP1B1 inhibitior	+	0.8619	86.19%
OATP1B3 inhibitior	+	0.8649	86.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9710	97.10%
P-glycoprotein inhibitior	+	0.9182	91.82%
P-glycoprotein substrate	-	0.6828	68.28%
CYP3A4 substrate	+	0.5213	52.13%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	-	0.7480	74.80%
CYP2C9 inhibition	-	0.6324	63.24%
CYP2C19 inhibition	+	0.6617	66.17%
CYP2D6 inhibition	-	0.8239	82.39%
CYP1A2 inhibition	+	0.6589	65.89%
CYP2C8 inhibition	+	0.9303	93.03%
CYP inhibitory promiscuity	+	0.5311	53.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7143	71.43%
Carcinogenicity (trinary)	Non-required	0.6840	68.40%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.8578	85.78%
Skin irritation	-	0.8029	80.29%
Skin corrosion	-	0.9147	91.47%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9424	94.24%
Micronuclear	-	0.7641	76.41%
Hepatotoxicity	-	0.6570	65.70%
skin sensitisation	-	0.8423	84.23%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6689	66.89%
Acute Oral Toxicity (c)	III	0.6418	64.18%
Estrogen receptor binding	+	0.8692	86.92%
Androgen receptor binding	+	0.8100	81.00%
Thyroid receptor binding	+	0.6638	66.38%
Glucocorticoid receptor binding	+	0.8147	81.47%
Aromatase binding	-	0.4915	49.15%
PPAR gamma	+	0.6020	60.20%
Honey bee toxicity	-	0.8072	80.72%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6251	62.51%
Fish aquatic toxicity	+	0.9846	98.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.92%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.38%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.86%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.64%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.39%	98.95%
CHEMBL4208	P20618	Proteasome component C5	90.36%	90.00%
CHEMBL240	Q12809	HERG	89.75%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.99%	86.33%
CHEMBL2535	P11166	Glucose transporter	88.92%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.42%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.84%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.68%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.44%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.80%	95.56%
CHEMBL3194	P02766	Transthyretin	85.66%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.84%	93.99%
CHEMBL1255126	O15151	Protein Mdm4	84.58%	90.20%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.99%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.27%	96.09%
CHEMBL1929	P47989	Xanthine dehydrogenase	81.92%	96.12%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.84%	86.92%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.27%	96.95%

Plants that contains it

• Dendrobium fimbriatum

Cross-Links

• PubChem: 118715052
• LOTUS: LTS0234077
• wikiData: Q104912783