[(E)-2-[3-(3,4-dihydroxyphenyl)-2-sulfooxy-2,3-dihydro-1,4-benzodioxin-6-yl]ethenyl] hydrogen sulfate

Details

• Internal ID: de015712-24a2-4dc4-9303-5279cda022dc
• Taxonomy: Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
• IUPAC Name: [(E)-2-[3-(3,4-dihydroxyphenyl)-2-sulfooxy-2,3-dihydro-1,4-benzodioxin-6-yl]ethenyl] hydrogen sulfate
• SMILES (Canonical): C1=CC2=C(C=C1C=COS(=O)(=O)O)OC(C(O2)OS(=O)(=O)O)C3=CC(=C(C=C3)O)O
• SMILES (Isomeric): C1=CC2=C(C=C1/C=C/OS(=O)(=O)O)OC(C(O2)OS(=O)(=O)O)C3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C16H14O12S2/c17-11-3-2-10(8-12(11)18)15-16(28-30(22,23)24)27-13-4-1-9(7-14(13)26-15)5-6-25-29(19,20)21/h1-8,15-18H,(H,19,20,21)(H,22,23,24)/b6-5+
• InChI Key: CWFVYNVKDKFJCE-AATRIKPKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₁₂S₂
• Molecular Weight: 462.40 g/mol
• Exact Mass: 461.99266822 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7208	72.08%
Caco-2	-	0.9037	90.37%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4232	42.32%
OATP2B1 inhibitior	+	0.5645	56.45%
OATP1B1 inhibitior	+	0.9331	93.31%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6306	63.06%
P-glycoprotein inhibitior	-	0.5690	56.90%
P-glycoprotein substrate	-	0.9078	90.78%
CYP3A4 substrate	+	0.5403	54.03%
CYP2C9 substrate	-	0.5930	59.30%
CYP2D6 substrate	-	0.7895	78.95%
CYP3A4 inhibition	-	0.9541	95.41%
CYP2C9 inhibition	-	0.6754	67.54%
CYP2C19 inhibition	-	0.7518	75.18%
CYP2D6 inhibition	-	0.8850	88.50%
CYP1A2 inhibition	-	0.6312	63.12%
CYP2C8 inhibition	+	0.5238	52.38%
CYP inhibitory promiscuity	-	0.8034	80.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5102	51.02%
Carcinogenicity (trinary)	Non-required	0.6130	61.30%
Eye corrosion	-	0.9363	93.63%
Eye irritation	-	0.6999	69.99%
Skin irritation	-	0.7524	75.24%
Skin corrosion	-	0.8758	87.58%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7970	79.70%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8232	82.32%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8612	86.12%
Acute Oral Toxicity (c)	III	0.5654	56.54%
Estrogen receptor binding	-	0.6017	60.17%
Androgen receptor binding	+	0.7577	75.77%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7803	78.03%
PPAR gamma	-	0.5411	54.11%
Honey bee toxicity	-	0.6653	66.53%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9946	99.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.28%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.66%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.55%	95.56%
CHEMBL240	Q12809	HERG	92.17%	89.76%
CHEMBL3194	P02766	Transthyretin	91.63%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	90.90%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.40%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.76%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.97%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.64%	99.15%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.92%	80.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.76%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10457046
• LOTUS: LTS0160109
• wikiData: Q104971229