(E)-1-[(2S,4R)-5-hydroxy-4-[(2S)-2-hydroxy-4-(4-hydroxyphenyl)butyl]-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-6-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one

Details

• Internal ID: 20fed1da-cb1f-4a80-b9de-efb63b262ed5
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (E)-1-[(2S,4R)-5-hydroxy-4-[(2S)-2-hydroxy-4-(4-hydroxyphenyl)butyl]-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-6-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=C(C(=C2C(CC(OC2=C1)C3=CC=C(C=C3)O)CC(CCC4=CC=C(C=C4)O)O)O)C(=O)C=CC5=CC=C(C=C5)O
• SMILES (Isomeric): COC1=C(C(=C2[C@@H](C[C@H](OC2=C1)C3=CC=C(C=C3)O)C[C@H](CCC4=CC=C(C=C4)O)O)O)C(=O)/C=C/C5=CC=C(C=C5)O
• InChI: InChI=1S/C35H34O8/c1-42-31-20-32-33(35(41)34(31)29(40)17-7-22-4-12-26(37)13-5-22)24(19-30(43-32)23-8-15-27(38)16-9-23)18-28(39)14-6-21-2-10-25(36)11-3-21/h2-5,7-13,15-17,20,24,28,30,36-39,41H,6,14,18-19H2,1H3/b17-7+/t24-,28+,30+/m1/s1
• InChI Key: PJTIQSBLAQYLNP-NWPOAFIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₄O₈
• Molecular Weight: 582.60 g/mol
• Exact Mass: 582.22536804 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.40
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9807	98.07%
Caco-2	-	0.8710	87.10%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8392	83.92%
OATP2B1 inhibitior	-	0.7032	70.32%
OATP1B1 inhibitior	+	0.8747	87.47%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9739	97.39%
P-glycoprotein inhibitior	+	0.8519	85.19%
P-glycoprotein substrate	+	0.6884	68.84%
CYP3A4 substrate	+	0.6747	67.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8117	81.17%
CYP3A4 inhibition	-	0.5939	59.39%
CYP2C9 inhibition	-	0.7118	71.18%
CYP2C19 inhibition	+	0.7125	71.25%
CYP2D6 inhibition	-	0.6900	69.00%
CYP1A2 inhibition	+	0.7779	77.79%
CYP2C8 inhibition	+	0.7983	79.83%
CYP inhibitory promiscuity	+	0.6161	61.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6031	60.31%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9131	91.31%
Skin irritation	-	0.7792	77.92%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8442	84.42%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8865	88.65%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.9511	95.11%
Acute Oral Toxicity (c)	I	0.3622	36.22%
Estrogen receptor binding	+	0.7837	78.37%
Androgen receptor binding	+	0.8063	80.63%
Thyroid receptor binding	+	0.5562	55.62%
Glucocorticoid receptor binding	+	0.7248	72.48%
Aromatase binding	-	0.6104	61.04%
PPAR gamma	+	0.6867	68.67%
Honey bee toxicity	-	0.7370	73.70%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9581	95.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.61%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.40%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.38%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.92%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.36%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.55%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.45%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.45%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.42%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.30%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.00%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.23%	89.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.16%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.00%	90.71%
CHEMBL3194	P02766	Transthyretin	88.95%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.13%	86.92%
CHEMBL2535	P11166	Glucose transporter	85.99%	98.75%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	85.80%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.36%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.50%	92.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.94%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.67%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.01%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.95%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.75%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.23%	100.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.12%	85.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.26%	96.95%

Plants that contains it

• Alpinia roxburghii

Cross-Links

• PubChem: 11505200
• LOTUS: LTS0253886
• wikiData: Q105210142