[2,4-Dihydroxy-3-[5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-enyl]-6-methoxyphenyl]-[2-(4-hydroxyphenyl)-4-[2-(4-hydroxyphenyl)ethenyl]-6-[2-(4-hydroxyphenyl)ethyl]oxan-3-yl]methanone

Details

• Internal ID: 7b87e353-8a06-41c0-885d-c641c77f4690
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: [2,4-dihydroxy-3-[5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-enyl]-6-methoxyphenyl]-[2-(4-hydroxyphenyl)-4-[2-(4-hydroxyphenyl)ethenyl]-6-[2-(4-hydroxyphenyl)ethyl]oxan-3-yl]methanone
• SMILES (Canonical): COC1=C(C(=C(C(=C1)O)C(C=CCC(CCC2=CC=C(C=C2)O)O)C3=CC=C(C=C3)O)O)C(=O)C4C(CC(OC4C5=CC=C(C=C5)O)CCC6=CC=C(C=C6)O)C=CC7=CC=C(C=C7)O
• SMILES (Isomeric): COC1=C(C(=C(C(=C1)O)C(C=CCC(CCC2=CC=C(C=C2)O)O)C3=CC=C(C=C3)O)O)C(=O)C4C(CC(OC4C5=CC=C(C=C5)O)CCC6=CC=C(C=C6)O)C=CC7=CC=C(C=C7)O
• InChI: InChI=1S/C54H54O11/c1-64-48-32-47(61)50(46(36-15-26-43(59)27-16-36)4-2-3-39(55)19-6-34-9-22-41(57)23-10-34)53(63)51(48)52(62)49-38(14-5-33-7-20-40(56)21-8-33)31-45(30-13-35-11-24-42(58)25-12-35)65-54(49)37-17-28-44(60)29-18-37/h2,4-5,7-12,14-18,20-29,32,38-39,45-46,49,54-61,63H,3,6,13,19,30-31H2,1H3
• InChI Key: ZSUGETUQFKRFKC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₅₄O₁₁
• Molecular Weight: 879.00 g/mol
• Exact Mass: 878.36661253 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 10.20
• Atomic LogP (AlogP): 10.00
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9515	95.15%
Caco-2	-	0.8712	87.12%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8530	85.30%
OATP2B1 inhibitior	-	0.5708	57.08%
OATP1B1 inhibitior	+	0.8105	81.05%
OATP1B3 inhibitior	+	0.8990	89.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9722	97.22%
P-glycoprotein inhibitior	+	0.7711	77.11%
P-glycoprotein substrate	+	0.8005	80.05%
CYP3A4 substrate	+	0.7229	72.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8019	80.19%
CYP3A4 inhibition	+	0.6099	60.99%
CYP2C9 inhibition	-	0.7002	70.02%
CYP2C19 inhibition	+	0.5731	57.31%
CYP2D6 inhibition	-	0.7955	79.55%
CYP1A2 inhibition	-	0.5180	51.80%
CYP2C8 inhibition	+	0.8289	82.89%
CYP inhibitory promiscuity	+	0.7667	76.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.6369	63.69%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.7769	77.69%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8238	82.38%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	-	0.8546	85.46%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7221	72.21%
Acute Oral Toxicity (c)	III	0.5808	58.08%
Estrogen receptor binding	+	0.8029	80.29%
Androgen receptor binding	+	0.7941	79.41%
Thyroid receptor binding	+	0.5569	55.69%
Glucocorticoid receptor binding	+	0.6070	60.70%
Aromatase binding	-	0.5835	58.35%
PPAR gamma	+	0.7275	72.75%
Honey bee toxicity	-	0.6565	65.65%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8883	88.83%

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	99.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.17%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.55%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.33%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	96.04%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.49%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.41%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.74%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.92%	96.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.26%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.98%	95.56%
CHEMBL3194	P02766	Transthyretin	91.75%	90.71%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	91.58%	97.31%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	91.21%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.45%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.32%	95.50%
CHEMBL2535	P11166	Glucose transporter	89.71%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.61%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.53%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.30%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	88.94%	94.73%
CHEMBL4208	P20618	Proteasome component C5	88.83%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.73%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.71%	97.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.22%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	85.88%	91.19%
CHEMBL1907	P15144	Aminopeptidase N	85.15%	93.31%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	83.35%	99.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.47%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.75%	95.17%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.62%	85.00%

Plants that contains it

• Alpinia roxburghii

Cross-Links

• PubChem: 85131620
• LOTUS: LTS0112846
• wikiData: Q105382733