5-[(2S,3S)-4-[(2R,3R)-5-[(E)-2-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-4-yl]ethenyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	ca349020-3c93-47b9-bcf9-49796c00dff5
Taxonomy	Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name	5-[(2S,3S)-4-[(2R,3R)-5-[(E)-2-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-4-yl]ethenyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
SMILES (Canonical)	C1=CC(=CC=C1C2C(C3=C(C=C(C=C3O2)O)C4C(OC5=C4C=C(C=C5)C=CC6=C7C(=CC(=C6)O)OC(=C7C8=CC(=CC(=C8)O)O)C9=CC=C(C=C9)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O
SMILES (Isomeric)	C1=CC(=CC=C1[C@@H]2[C@H](C3=C(C=C(C=C3O2)O)[C@H]4[C@@H](OC5=C4C=C(C=C5)/C=C/C6=C7C(=CC(=C6)O)OC(=C7C8=CC(=CC(=C8)O)O)C9=CC=C(C=C9)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O
InChI	InChI=1S/C56H40O12/c57-35-10-4-29(5-11-35)54-50(33-19-38(60)23-39(61)20-33)49-32(18-42(64)26-47(49)67-54)3-1-28-2-16-46-44(17-28)52(56(66-46)31-8-14-37(59)15-9-31)45-25-43(65)27-48-53(45)51(34-21-40(62)24-41(63)22-34)55(68-48)30-6-12-36(58)13-7-30/h1-27,51-52,55-65H/b3-1+/t51-,52-,55+,56-/m0/s1
InChI Key	RBEDFIPDONMHBV-VUIIBDILSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₅₆H₄₀O₁₂
Molecular Weight	904.90 g/mol
Exact Mass	904.25197671 g/mol
Topological Polar Surface Area (TPSA)	214.00 Å²
XlogP	10.70
Atomic LogP (AlogP)	11.82
H-Bond Acceptor	12
H-Bond Donor	9
Rotatable Bonds	8

Synonyms

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DTXSID101098308

5-[(2R,2'S,3R,3'S)-5-[(1E)-2-[3-(3,5-Dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-4-benzofuranyl]ethenyl]-2,2',3,3'-tetrahydro-6'-hydroxy-2,2'-bis(4-hydroxyphenyl)[3,4'-bibenzofuran]-3'-yl]-1,3-benzenediol

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	-	0.8777	87.77%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5535	55.35%
OATP2B1 inhibitior	-	0.5625	56.25%
OATP1B1 inhibitior	+	0.7727	77.27%
OATP1B3 inhibitior	+	0.8015	80.15%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8201	82.01%
P-glycoprotein inhibitior	+	0.7368	73.68%
P-glycoprotein substrate	-	0.6034	60.34%
CYP3A4 substrate	+	0.6643	66.43%
CYP2C9 substrate	+	0.6095	60.95%
CYP2D6 substrate	-	0.6951	69.51%
CYP3A4 inhibition	+	0.6476	64.76%
CYP2C9 inhibition	+	0.9283	92.83%
CYP2C19 inhibition	+	0.8370	83.70%
CYP2D6 inhibition	-	0.8256	82.56%
CYP1A2 inhibition	+	0.8993	89.93%
CYP2C8 inhibition	+	0.9220	92.20%
CYP inhibitory promiscuity	+	0.9650	96.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Danger	0.4413	44.13%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8722	87.22%
Skin irritation	+	0.5125	51.25%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7880	78.80%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6900	69.00%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7147	71.47%
Acute Oral Toxicity (c)	II	0.4136	41.36%
Estrogen receptor binding	+	0.7630	76.30%
Androgen receptor binding	+	0.8443	84.43%
Thyroid receptor binding	+	0.6264	62.64%
Glucocorticoid receptor binding	+	0.6276	62.76%
Aromatase binding	+	0.5582	55.82%
PPAR gamma	+	0.7533	75.33%
Honey bee toxicity	-	0.6683	66.83%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9801	98.01%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.12%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	97.52%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.08%	89.00%
CHEMBL3194	P02766	Transthyretin	95.33%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	94.04%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.64%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.65%	95.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.59%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.47%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.34%	91.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.96%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	89.11%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.64%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.86%	86.33%
CHEMBL1900	P15121	Aldose reductase	86.55%	92.38%
CHEMBL1951	P21397	Monoamine oxidase A	85.55%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.51%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.52%	99.17%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	81.15%	97.31%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.75%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.17%	94.62%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	80.06%	92.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Artemisia pedemontana subsp. assoana

Astragalus sempervirens

Calostephane divaricata

Eucalyptus melliodora