(E)-1-[2,4-dihydroxy-3-[(2S,3S,4R,6S)-3-[(E,3R,5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-1-en-3-yl]-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-yl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

Details

• Internal ID: b7029ac0-6136-442f-addc-bd1453b2bc25
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (E)-1-[2,4-dihydroxy-3-[(2S,3S,4R,6S)-3-[(E,3R,5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-1-en-3-yl]-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-yl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=C(C(=C(C(=C1)O)C2CC(OC(C2C(CC(CCC3=CC=C(C=C3)O)O)C=CC4=CC=C(C=C4)O)C5=CC=C(C=C5)O)CCC6=CC=C(C=C6)O)O)C(=O)C=CC7=CC=C(C=C7)O
• SMILES (Isomeric): COC1=C(C(=C(C(=C1)O)[C@@H]2C[C@@H](O[C@@H]([C@H]2[C@H](C[C@H](CCC3=CC=C(C=C3)O)O)/C=C/C4=CC=C(C=C4)O)C5=CC=C(C=C5)O)CCC6=CC=C(C=C6)O)O)C(=O)/C=C/C7=CC=C(C=C7)O
• InChI: InChI=1S/C54H54O11/c1-64-49-32-48(62)51(53(63)52(49)47(61)29-13-36-9-23-42(58)24-10-36)46-31-45(28-12-35-7-21-41(57)22-8-35)65-54(37-15-26-43(59)27-16-37)50(46)38(14-2-33-3-17-39(55)18-4-33)30-44(60)25-11-34-5-19-40(56)20-6-34/h2-10,13-24,26-27,29,32,38,44-46,50,54-60,62-63H,11-12,25,28,30-31H2,1H3/b14-2+,29-13+/t38-,44-,45-,46+,50-,54+/m0/s1
• InChI Key: TYLXZXNUOTYKOH-UOJDHQKMSA-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: 10.40
• Atomic LogP (AlogP): 10.11
• 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	+	0.9189	91.89%
Caco-2	-	0.8776	87.76%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8807	88.07%
OATP2B1 inhibitior	-	0.5707	57.07%
OATP1B1 inhibitior	+	0.8409	84.09%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9823	98.23%
P-glycoprotein inhibitior	+	0.7932	79.32%
P-glycoprotein substrate	+	0.7492	74.92%
CYP3A4 substrate	+	0.7049	70.49%
CYP2C9 substrate	-	0.8065	80.65%
CYP2D6 substrate	-	0.8207	82.07%
CYP3A4 inhibition	+	0.5649	56.49%
CYP2C9 inhibition	-	0.6961	69.61%
CYP2C19 inhibition	+	0.6580	65.80%
CYP2D6 inhibition	-	0.7297	72.97%
CYP1A2 inhibition	+	0.5336	53.36%
CYP2C8 inhibition	+	0.8852	88.52%
CYP inhibitory promiscuity	+	0.6989	69.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.6862	68.62%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8511	85.11%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8719	87.19%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9401	94.01%
Acute Oral Toxicity (c)	III	0.4557	45.57%
Estrogen receptor binding	+	0.7940	79.40%
Androgen receptor binding	+	0.7779	77.79%
Thyroid receptor binding	+	0.5607	56.07%
Glucocorticoid receptor binding	+	0.6332	63.32%
Aromatase binding	-	0.5705	57.05%
PPAR gamma	+	0.7144	71.44%
Honey bee toxicity	-	0.7159	71.59%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9414	94.14%

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	99.61%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.52%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.86%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.60%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.40%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.82%	99.17%
CHEMBL206	P03372	Estrogen receptor alpha	94.33%	97.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.20%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.47%	95.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.57%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.41%	96.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	91.40%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.82%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.80%	95.89%
CHEMBL3194	P02766	Transthyretin	89.50%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.17%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.89%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.23%	96.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.09%	97.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.02%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	86.11%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.31%	85.14%
CHEMBL236	P41143	Delta opioid receptor	83.70%	99.35%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.60%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.68%	95.89%
CHEMBL2535	P11166	Glucose transporter	81.96%	98.75%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	81.60%	97.31%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.76%	92.88%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.23%	89.62%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.19%	85.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.11%	92.94%

Plants that contains it

• Alpinia roxburghii

Cross-Links

• PubChem: 163106113
• LOTUS: LTS0243153
• wikiData: Q105267407