[5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3-sulfonatooxychromen-7-yl] sulfate

Details

• Internal ID: b4284215-9ae2-4186-b3f0-2cbd22a49a93
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 4-O-methylated flavonoids
• IUPAC Name: [5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3-sulfonatooxychromen-7-yl] sulfate
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OS(=O)(=O)[O-])O)OS(=O)(=O)[O-])O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OS(=O)(=O)[O-])O)OS(=O)(=O)[O-])O
• InChI: InChI=1S/C16H12O13S2/c1-26-11-3-2-7(4-9(11)17)15-16(29-31(23,24)25)14(19)13-10(18)5-8(6-12(13)27-15)28-30(20,21)22/h2-6,17-18H,1H3,(H,20,21,22)(H,23,24,25)/p-2
• InChI Key: PGSYMGVPRBHBAV-UHFFFAOYSA-L
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀O₁₃S₂-₂
• Molecular Weight: 474.40 g/mol
• Exact Mass: 473.95628272 g/mol
• Topological Polar Surface Area (TPSA): 226.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.56
• H-Bond Acceptor: 13
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8577	85.77%
Caco-2	-	0.6709	67.09%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4981	49.81%
OATP2B1 inhibitior	+	0.5745	57.45%
OATP1B1 inhibitior	+	0.9371	93.71%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6425	64.25%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7283	72.83%
CYP3A4 substrate	+	0.5966	59.66%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.8495	84.95%
CYP3A4 inhibition	-	0.9254	92.54%
CYP2C9 inhibition	-	0.7212	72.12%
CYP2C19 inhibition	-	0.7875	78.75%
CYP2D6 inhibition	-	0.8833	88.33%
CYP1A2 inhibition	+	0.5801	58.01%
CYP2C8 inhibition	+	0.8690	86.90%
CYP inhibitory promiscuity	-	0.7783	77.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	+	0.5305	53.05%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9303	93.03%
Eye irritation	-	0.6214	62.14%
Skin irritation	-	0.7712	77.12%
Skin corrosion	-	0.9126	91.26%
Ames mutagenesis	+	0.5399	53.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.5844	58.44%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8833	88.33%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6300	63.00%
Acute Oral Toxicity (c)	III	0.6196	61.96%
Estrogen receptor binding	+	0.7171	71.71%
Androgen receptor binding	+	0.8656	86.56%
Thyroid receptor binding	-	0.6445	64.45%
Glucocorticoid receptor binding	+	0.6566	65.66%
Aromatase binding	-	0.6104	61.04%
PPAR gamma	+	0.6763	67.63%
Honey bee toxicity	-	0.8314	83.14%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9750	97.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.28%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.70%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.55%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.75%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.22%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.89%	86.33%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	91.31%	96.09%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	91.22%	95.53%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.90%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.46%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.39%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	86.36%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.19%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.49%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.46%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.84%	99.17%
CHEMBL3194	P02766	Transthyretin	83.55%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.13%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	83.04%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.59%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.34%	90.71%

Plants that contains it

• Alphitonia macrocarpa
• Arisarum vulgare
• Glossocalyx longicuspis
• Glycyrrhiza pallidiflora
• Helianthus divaricatus
• Indigofera linnaei
• Quercus gilva
• Reaumuria vermiculata
• Syringa vulgaris

Cross-Links

• PubChem: 21676171
• NPASS: NPC21131