Glycosmisic acid 4'-sulfate

Details

• Internal ID: a251444e-b467-4d6d-8748-0fa35c7506c2
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (E)-3-[3-(hydroxymethyl)-7-methoxy-2-(3-methoxy-4-sulfooxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoic acid
• InChI: InChI=1S/C20H20O10S/c1-27-16-9-12(4-5-15(16)30-31(24,25)26)19-14(10-21)13-7-11(3-6-18(22)23)8-17(28-2)20(13)29-19/h3-9,14,19,21H,10H2,1-2H3,(H,22,23)(H,24,25,26)/b6-3+
• InChI Key: VDMHTGWQLREBFW-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: 1.50
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

• CHEBI:91211
• Q27163130
• (2E)-3-{3-(hydroxymethyl)-7-methoxy-2-[3-methoxy-4-(sulfooxy)phenyl]-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	+	0.9504	95.04%
Caco-2	-	0.7107	71.07%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4678	46.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8658	86.58%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9135	91.35%
P-glycoprotein inhibitior	+	0.6963	69.63%
P-glycoprotein substrate	-	0.6606	66.06%
CYP3A4 substrate	+	0.5983	59.83%
CYP2C9 substrate	-	0.5984	59.84%
CYP2D6 substrate	-	0.8500	85.00%
CYP3A4 inhibition	-	0.8002	80.02%
CYP2C9 inhibition	-	0.6955	69.55%
CYP2C19 inhibition	-	0.7835	78.35%
CYP2D6 inhibition	-	0.8882	88.82%
CYP1A2 inhibition	-	0.6329	63.29%
CYP2C8 inhibition	+	0.7672	76.72%
CYP inhibitory promiscuity	+	0.5704	57.04%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	+	0.5800	58.00%
Carcinogenicity (trinary)	Non-required	0.5959	59.59%
Eye corrosion	-	0.9600	96.00%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.7808	78.08%
Skin corrosion	-	0.9129	91.29%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4145	41.45%
Micronuclear	+	0.8874	88.74%
Hepatotoxicity	-	0.8323	83.23%
skin sensitisation	-	0.8455	84.55%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6069	60.69%
Acute Oral Toxicity (c)	III	0.5650	56.50%
Estrogen receptor binding	+	0.8223	82.23%
Androgen receptor binding	+	0.7563	75.63%
Thyroid receptor binding	+	0.5451	54.51%
Glucocorticoid receptor binding	+	0.6977	69.77%
Aromatase binding	-	0.6237	62.37%
PPAR gamma	-	0.5431	54.31%
Honey bee toxicity	-	0.8479	84.79%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9954	99.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.07%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.14%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.79%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.57%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.90%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.15%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.63%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.33%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.85%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.88%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.11%	97.09%
CHEMBL5028	O14672	ADAM10	80.82%	97.50%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 121232655
• LOTUS: LTS0242197
• wikiData: Q27163130