(E)-3-[(2R,3S)-2-[4-[(1R,2S)-1-[4-[(1R,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-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: 61f8da4b-dd21-477a-b693-8b4ab8f9245e
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (E)-3-[(2R,3S)-2-[4-[(1R,2S)-1-[4-[(1R,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-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/C42H48O16/c1-50-29-14-23(9-10-28(29)47)37(48)35(20-45)56-41-31(52-3)15-24(16-32(41)53-4)38(49)36(21-46)57-42-33(54-5)17-25(18-34(42)55-6)39-27(19-44)26-12-22(8-7-11-43)13-30(51-2)40(26)58-39/h7-18,27,35-39,44-49H,19-21H2,1-6H3/b8-7+/t27-,35+,36+,37-,38-,39+/m1/s1
• InChI Key: ZCFXYUOLSAFDRL-NNJZRVNKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₈O₁₆
• Molecular Weight: 808.80 g/mol
• Exact Mass: 808.29423544 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9801	98.01%
Caco-2	-	0.8565	85.65%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6281	62.81%
OATP2B1 inhibitior	+	0.5725	57.25%
OATP1B1 inhibitior	+	0.8447	84.47%
OATP1B3 inhibitior	+	0.9189	91.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9717	97.17%
P-glycoprotein inhibitior	+	0.7790	77.90%
P-glycoprotein substrate	-	0.5341	53.41%
CYP3A4 substrate	+	0.6283	62.83%
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	+	0.6914	69.14%
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	-	0.9053	90.53%
Skin irritation	-	0.8365	83.65%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7722	77.22%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7717	77.17%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6785	67.85%
Acute Oral Toxicity (c)	III	0.6175	61.75%
Estrogen receptor binding	+	0.8087	80.87%
Androgen receptor binding	+	0.7257	72.57%
Thyroid receptor binding	+	0.5965	59.65%
Glucocorticoid receptor binding	+	0.7360	73.60%
Aromatase binding	+	0.5993	59.93%
PPAR gamma	+	0.7414	74.14%
Honey bee toxicity	-	0.7867	78.67%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.96%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.51%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.26%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.18%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.56%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.33%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.73%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.34%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.10%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.84%	99.15%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.40%	89.62%
CHEMBL2581	P07339	Cathepsin D	85.87%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.98%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.29%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.12%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.43%	94.45%

Plants that contains it

• Catunaregam spinosa

Cross-Links

• PubChem: 163193886
• LOTUS: LTS0144375
• wikiData: Q105371077