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

Details

• Internal ID: 6298920d-0273-46d2-ada5-d7736ef0e6b3
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 2-[[4-hydroxy-2-[2-(3-hydroxyphenyl)ethyl]-6-methoxyphenyl]methyl]-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-3-methoxyphenol
• SMILES (Canonical): COC1=CC(=CC(=C1CC2=C(C=C(C=C2OC)O)CCC3=CC(=CC=C3)O)O)CCC4=CC(=C(C=C4)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1CC2=C(C=C(C=C2OC)O)CCC3=CC(=CC=C3)O)O)CCC4=CC(=C(C=C4)O)OC
• InChI: InChI=1S/C32H34O7/c1-37-30-16-22(8-7-21-10-12-28(35)32(15-21)39-3)14-29(36)27(30)19-26-23(17-25(34)18-31(26)38-2)11-9-20-5-4-6-24(33)13-20/h4-6,10,12-18,33-36H,7-9,11,19H2,1-3H3
• InChI Key: JESCIZJNBFYYQC-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₄O₇
• Molecular Weight: 530.60 g/mol
• Exact Mass: 530.23045342 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 5.70
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 11

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	-	0.7376	73.76%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.9215	92.15%
OATP2B1 inhibitior	-	0.5731	57.31%
OATP1B1 inhibitior	+	0.8638	86.38%
OATP1B3 inhibitior	+	0.8649	86.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9890	98.90%
P-glycoprotein inhibitior	+	0.9015	90.15%
P-glycoprotein substrate	+	0.5348	53.48%
CYP3A4 substrate	+	0.5882	58.82%
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	+	0.9364	93.64%
CYP inhibitory promiscuity	+	0.5311	53.11%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7143	71.43%
Carcinogenicity (trinary)	Non-required	0.6840	68.40%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.8813	88.13%
Skin irritation	-	0.8029	80.29%
Skin corrosion	-	0.9147	91.47%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9236	92.36%
Micronuclear	-	0.7641	76.41%
Hepatotoxicity	-	0.6584	65.84%
skin sensitisation	-	0.8423	84.23%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7672	76.72%
Acute Oral Toxicity (c)	III	0.6418	64.18%
Estrogen receptor binding	+	0.8936	89.36%
Androgen receptor binding	+	0.7890	78.90%
Thyroid receptor binding	+	0.6633	66.33%
Glucocorticoid receptor binding	+	0.8320	83.20%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6893	68.93%
Honey bee toxicity	-	0.7580	75.80%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6151	61.51%
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	99.17%	95.17%
CHEMBL2581	P07339	Cathepsin D	97.26%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.91%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.16%	86.33%
CHEMBL240	Q12809	HERG	95.03%	89.76%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	93.56%	96.09%
CHEMBL2535	P11166	Glucose transporter	93.06%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.54%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.98%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.47%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.72%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	88.16%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.20%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.19%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.00%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.31%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	85.31%	94.73%
CHEMBL4208	P20618	Proteasome component C5	83.95%	90.00%
CHEMBL3194	P02766	Transthyretin	83.79%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.30%	93.99%

Plants that contains it

• Dendrobium fimbriatum

Cross-Links

• PubChem: 122177287
• LOTUS: LTS0146285
• wikiData: Q105126370