2-[4-[2-[2-(3,5-Dihydroxyphenyl)-5-hydroxy-3-[2-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1-benzofuran-7-yl]ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: a6ff9474-8499-42fa-913a-badc9c4ffe6e
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-[4-[2-[2-(3,5-dihydroxyphenyl)-5-hydroxy-3-[2-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1-benzofuran-7-yl]ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=CC(=CC=C1C=CC2=C3C(=CC(=C2)O)C(C(O3)C4=CC(=CC(=C4)O)O)C5=C(C=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)O)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC2=C3C(=CC(=C2)O)C(C(O3)C4=CC(=CC(=C4)O)O)C5=C(C=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)O)OC7C(C(C(C(O7)CO)O)O)O
• InChI: InChI=1S/C40H42O17/c41-15-28-31(47)33(49)35(51)39(55-28)53-23-5-2-17(3-6-23)1-4-18-9-22(45)13-26-30(38(57-37(18)26)19-10-20(43)12-21(44)11-19)25-8-7-24(14-27(25)46)54-40-36(52)34(50)32(48)29(16-42)56-40/h1-14,28-36,38-52H,15-16H2
• InChI Key: DLGCEDQGYJKLPF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₂O₁₇
• Molecular Weight: 794.70 g/mol
• Exact Mass: 794.24219987 g/mol
• Topological Polar Surface Area (TPSA): 289.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.30
• H-Bond Acceptor: 17
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5892	58.92%
Caco-2	-	0.8872	88.72%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6106	61.06%
OATP2B1 inhibitior	-	0.7085	70.85%
OATP1B1 inhibitior	+	0.8932	89.32%
OATP1B3 inhibitior	+	0.9649	96.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8626	86.26%
P-glycoprotein inhibitior	+	0.6754	67.54%
P-glycoprotein substrate	-	0.7233	72.33%
CYP3A4 substrate	+	0.6440	64.40%
CYP2C9 substrate	-	0.8137	81.37%
CYP2D6 substrate	-	0.8014	80.14%
CYP3A4 inhibition	-	0.8884	88.84%
CYP2C9 inhibition	-	0.8675	86.75%
CYP2C19 inhibition	-	0.7045	70.45%
CYP2D6 inhibition	-	0.8053	80.53%
CYP1A2 inhibition	-	0.8621	86.21%
CYP2C8 inhibition	+	0.7212	72.12%
CYP inhibitory promiscuity	+	0.6287	62.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5320	53.20%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8935	89.35%
Skin irritation	-	0.8137	81.37%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8463	84.63%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.7425	74.25%
skin sensitisation	-	0.8530	85.30%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7658	76.58%
Acute Oral Toxicity (c)	III	0.5369	53.69%
Estrogen receptor binding	+	0.7331	73.31%
Androgen receptor binding	+	0.5968	59.68%
Thyroid receptor binding	+	0.5756	57.56%
Glucocorticoid receptor binding	-	0.5357	53.57%
Aromatase binding	-	0.4888	48.88%
PPAR gamma	+	0.7155	71.55%
Honey bee toxicity	-	0.7384	73.84%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9041	90.41%

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	99.49%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.11%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.29%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.76%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.25%	94.73%
CHEMBL3194	P02766	Transthyretin	93.24%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.16%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.84%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.84%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	90.68%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.52%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.59%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.02%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.23%	95.89%
CHEMBL4208	P20618	Proteasome component C5	85.75%	90.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.54%	83.57%
CHEMBL1951	P21397	Monoamine oxidase A	83.62%	91.49%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.03%	95.78%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	82.30%	88.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.43%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.81%	86.92%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.69%	89.67%

Plants that contains it

• Gnetum africanum

Cross-Links

• PubChem: 162887106
• LOTUS: LTS0008593
• wikiData: Q104667965