Glycosmisic acid sulfate

Details

• Internal ID: 7b2117b1-7533-474f-a036-0a026ffeafe4
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (E)-3-[2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-(sulfooxymethyl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoic acid
• InChI: InChI=1S/C20H20O10S/c1-27-16-9-12(4-5-15(16)21)19-14(10-29-31(24,25)26)13-7-11(3-6-18(22)23)8-17(28-2)20(13)30-19/h3-9,14,19,21H,10H2,1-2H3,(H,22,23)(H,24,25,26)/b6-3+
• InChI Key: DDGLFRJITJFPDK-ZZXKWVIFSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₁₀S
• Molecular Weight: 452.40 g/mol
• Exact Mass: 452.07771800 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

• CHEBI:91212
• Q27163131
• (2E)-3-{2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-[(sulfooxy)methyl]-2,3-dihydro-1-benzofuran-5-yl}prop-2-enoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9564	95.64%
Caco-2	-	0.7680	76.80%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5178	51.78%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8689	86.89%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9224	92.24%
P-glycoprotein inhibitior	+	0.6446	64.46%
P-glycoprotein substrate	-	0.6957	69.57%
CYP3A4 substrate	+	0.5874	58.74%
CYP2C9 substrate	-	0.5983	59.83%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.7807	78.07%
CYP2C9 inhibition	-	0.6925	69.25%
CYP2C19 inhibition	-	0.7684	76.84%
CYP2D6 inhibition	-	0.8924	89.24%
CYP1A2 inhibition	-	0.6356	63.56%
CYP2C8 inhibition	+	0.7997	79.97%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	+	0.5500	55.00%
Carcinogenicity (trinary)	Non-required	0.5946	59.46%
Eye corrosion	-	0.9613	96.13%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.7830	78.30%
Skin corrosion	-	0.9099	90.99%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3890	38.90%
Micronuclear	+	0.8933	89.33%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.8490	84.90%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8260	82.60%
Acute Oral Toxicity (c)	III	0.5719	57.19%
Estrogen receptor binding	+	0.7343	73.43%
Androgen receptor binding	+	0.7168	71.68%
Thyroid receptor binding	+	0.6417	64.17%
Glucocorticoid receptor binding	+	0.8107	81.07%
Aromatase binding	-	0.6876	68.76%
PPAR gamma	-	0.5596	55.96%
Honey bee toxicity	-	0.8687	86.87%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.26%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.06%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.58%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.38%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.34%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.83%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.36%	94.73%
CHEMBL3194	P02766	Transthyretin	85.96%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.27%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.52%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.31%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.26%	89.62%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 121232656
• LOTUS: LTS0161119
• wikiData: Q27163131