(E)-3-[(2R,3S)-2-[4-[1-[4-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]-1,3-dihydroxypropan-2-yl]oxy-3,5-dimethoxyphenyl]-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal

Details

• Internal ID: 65d5573d-1746-493a-be76-ef327e5587aa
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (E)-3-[(2R,3S)-2-[4-[1-[4-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]-1,3-dihydroxypropan-2-yl]oxy-3,5-dimethoxyphenyl]-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal
• InChI: InChI=1S/C41H46O15/c1-49-30-15-23(8-10-28(30)46)37(47)35(20-44)54-29-11-9-24(16-31(29)50-2)38(48)36(21-45)55-41-33(52-4)17-25(18-34(41)53-5)39-27(19-43)26-13-22(7-6-12-42)14-32(51-3)40(26)56-39/h6-18,27,35-39,43-48H,19-21H2,1-5H3/b7-6+/t27-,35?,36?,37?,38?,39+/m1/s1
• InChI Key: HITLEOURIXKLBL-DRATVDAASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₆O₁₅
• Molecular Weight: 778.80 g/mol
• Exact Mass: 778.28367076 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 19

Synonyms

• CHEBI:183515

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9801	98.01%
Caco-2	-	0.8571	85.71%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6281	62.81%
OATP2B1 inhibitior	+	0.7110	71.10%
OATP1B1 inhibitior	+	0.8473	84.73%
OATP1B3 inhibitior	+	0.9189	91.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9709	97.09%
P-glycoprotein inhibitior	+	0.7787	77.87%
P-glycoprotein substrate	+	0.5550	55.50%
CYP3A4 substrate	+	0.6451	64.51%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.7859	78.59%
CYP3A4 inhibition	-	0.5213	52.13%
CYP2C9 inhibition	+	0.5125	51.25%
CYP2C19 inhibition	-	0.5207	52.07%
CYP2D6 inhibition	-	0.9282	92.82%
CYP1A2 inhibition	-	0.6398	63.98%
CYP2C8 inhibition	+	0.6934	69.34%
CYP inhibitory promiscuity	+	0.8684	86.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5906	59.06%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.8365	83.65%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7841	78.41%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	-	0.6196	61.96%
skin sensitisation	-	0.7717	77.17%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7472	74.72%
Acute Oral Toxicity (c)	III	0.6175	61.75%
Estrogen receptor binding	+	0.8116	81.16%
Androgen receptor binding	+	0.7630	76.30%
Thyroid receptor binding	+	0.5984	59.84%
Glucocorticoid receptor binding	+	0.7233	72.33%
Aromatase binding	+	0.5862	58.62%
PPAR gamma	+	0.7354	73.54%
Honey bee toxicity	-	0.7938	79.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9006	90.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.88%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.77%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.35%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.10%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.94%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.82%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.72%	89.62%
CHEMBL2581	P07339	Cathepsin D	90.00%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.02%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.97%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.40%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	87.17%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.05%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.94%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.79%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.21%	97.14%
CHEMBL1255126	O15151	Protein Mdm4	81.00%	90.20%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.07%	89.50%

Plants that contains it

• Tarenna attenuata

Cross-Links

• PubChem: 16216400
• LOTUS: LTS0270948
• wikiData: Q105029014