Sulfurein

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	19603302-8938-4815-909b-c6e9d03204c3
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Aurone O-glycosides
IUPAC Name	(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-3-one
SMILES (Canonical)	C1=CC(=C(C=C1C=C2C(=O)C3=C(O2)C=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)O)O
SMILES (Isomeric)	C1=CC(=C(C=C1/C=C\2/C(=O)C3=C(O2)C=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
InChI	InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-10-2-3-11-14(7-10)30-15(17(11)25)6-9-1-4-12(23)13(24)5-9/h1-7,16,18-24,26-28H,8H2/b15-6-/t16-,18-,19+,20-,21-/m1/s1
InChI Key	MEHCTOVFPFJFEW-LTEMJKMTSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₀O₁₀
Molecular Weight	432.40 g/mol
Exact Mass	432.10564683 g/mol
Topological Polar Surface Area (TPSA)	166.00 Å²
XlogP	0.70
Atomic LogP (AlogP)	-0.11
H-Bond Acceptor	10
H-Bond Donor	6
Rotatable Bonds	4

Synonyms

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sulfuretin 6-glucoside

CHEMBL491695

CHEBI:191902

2-(3,4-Dihydroxybenzylidene)-6-(beta-D-glucopyranosyloxy)-2,3-dihydrobenzo[b]furan-3-one

(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-3-one

(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzouran-3-one

531-63-5

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	+	0.7573	75.73%
Caco-2	-	0.9445	94.45%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6583	65.83%
OATP2B1 inhibitior	-	0.5524	55.24%
OATP1B1 inhibitior	+	0.9126	91.26%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5302	53.02%
P-glycoprotein inhibitior	-	0.7139	71.39%
P-glycoprotein substrate	-	0.9051	90.51%
CYP3A4 substrate	+	0.5817	58.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8434	84.34%
CYP3A4 inhibition	-	0.8343	83.43%
CYP2C9 inhibition	-	0.8566	85.66%
CYP2C19 inhibition	-	0.7065	70.65%
CYP2D6 inhibition	-	0.8217	82.17%
CYP1A2 inhibition	-	0.7979	79.79%
CYP2C8 inhibition	-	0.5945	59.45%
CYP inhibitory promiscuity	+	0.5372	53.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6352	63.52%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8404	84.04%
Skin irritation	-	0.7825	78.25%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5319	53.19%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.7870	78.70%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7078	70.78%
Acute Oral Toxicity (c)	III	0.4589	45.89%
Estrogen receptor binding	+	0.6159	61.59%
Androgen receptor binding	+	0.6332	63.32%
Thyroid receptor binding	+	0.5957	59.57%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.4850	48.50%
PPAR gamma	+	0.8082	80.82%
Honey bee toxicity	-	0.6531	65.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9415	94.15%

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
CHEMBL1951	P21397	Monoamine oxidase A	99.87%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.76%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.90%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.20%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.49%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	91.47%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.45%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.18%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.74%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	88.43%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.16%	97.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.92%	80.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.62%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.10%	99.17%
CHEMBL3194	P02766	Transthyretin	86.02%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.14%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.37%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.51%	95.83%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.58%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.01%	99.23%

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.