3-(3,4-dihydroxyphenyl)-2-[(E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]oxypropanoic acid

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	9d715c9d-995b-4135-9413-037f7e64571c
Taxonomy	Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name	3-(3,4-dihydroxyphenyl)-2-[(E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]oxypropanoic acid
SMILES (Canonical)	C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C=C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)O)O
SMILES (Isomeric)	C1=CC(=C(C=C1CC(C(=O)O)OC(=O)/C=C/C2=C3C=C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)O)O
InChI	InChI=1S/C26H20O10/c27-17-5-1-13(9-20(17)30)10-23(26(33)34)35-24(32)8-4-14-2-7-19(29)25-16(14)12-22(36-25)15-3-6-18(28)21(31)11-15/h1-9,11-12,23,27-31H,10H2,(H,33,34)/b8-4+
InChI Key	GCJWPRRNLSHTRY-XBXARRHUSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₆H₂₀O₁₀
Molecular Weight	492.40 g/mol
Exact Mass	492.10564683 g/mol
Topological Polar Surface Area (TPSA)	178.00 Å²
XlogP	4.10
Atomic LogP (AlogP)	3.88
H-Bond Acceptor	9
H-Bond Donor	6
Rotatable Bonds	7

Synonyms

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SCHEMBL23425463

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	+	0.9433	94.33%
Caco-2	-	0.9380	93.80%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7781	77.81%
OATP2B1 inhibitior	-	0.5640	56.40%
OATP1B1 inhibitior	+	0.8906	89.06%
OATP1B3 inhibitior	+	0.9183	91.83%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7431	74.31%
P-glycoprotein inhibitior	+	0.6479	64.79%
P-glycoprotein substrate	-	0.7038	70.38%
CYP3A4 substrate	+	0.5886	58.86%
CYP2C9 substrate	+	0.5947	59.47%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.8203	82.03%
CYP2C9 inhibition	+	0.6234	62.34%
CYP2C19 inhibition	-	0.5678	56.78%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	-	0.6612	66.12%
CYP2C8 inhibition	+	0.8480	84.80%
CYP inhibitory promiscuity	-	0.5406	54.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.4064	40.64%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8003	80.03%
Skin irritation	-	0.7277	72.77%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7462	74.62%
Micronuclear	+	0.8018	80.18%
Hepatotoxicity	-	0.6208	62.08%
skin sensitisation	-	0.8037	80.37%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9423	94.23%
Acute Oral Toxicity (c)	III	0.4367	43.67%
Estrogen receptor binding	+	0.7928	79.28%
Androgen receptor binding	+	0.9243	92.43%
Thyroid receptor binding	+	0.5635	56.35%
Glucocorticoid receptor binding	+	0.7193	71.93%
Aromatase binding	-	0.5678	56.78%
PPAR gamma	+	0.6856	68.56%
Honey bee toxicity	-	0.5988	59.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9943	99.43%

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	99.07%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.19%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.47%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.11%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	94.99%	91.49%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	94.22%	91.71%
CHEMBL3194	P02766	Transthyretin	93.51%	90.71%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.50%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.24%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.88%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.22%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.28%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.86%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.66%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.37%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.86%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	83.68%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.54%	83.57%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.95%	92.29%
CHEMBL1944	P08473	Neprilysin	82.16%	92.63%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.45%	98.11%

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.

Origanum vulgare

Orthosiphon aristatus var. aristatus