7-Hydroxy-5,6-dimethoxy-8-(sulfooxy)-2h-1-benzopyran-2-one

Details

• Internal ID: d05ef27e-ca71-40e0-9b60-7a58761d0ae5
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: (7-hydroxy-5,6-dimethoxy-2-oxochromen-8-yl) hydrogen sulfate
• SMILES (Canonical): COC1=C(C(=C(C2=C1C=CC(=O)O2)OS(=O)(=O)O)O)OC
• SMILES (Isomeric): COC1=C(C(=C(C2=C1C=CC(=O)O2)OS(=O)(=O)O)O)OC
• InChI: InChI=1S/C11H10O9S/c1-17-8-5-3-4-6(12)19-9(5)11(20-21(14,15)16)7(13)10(8)18-2/h3-4,13H,1-2H3,(H,14,15,16)
• InChI Key: LAMLWTMHNFDLFG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₉S
• Molecular Weight: 318.26 g/mol
• Exact Mass: 318.00455307 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.70
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 7-hydroxy-5,6-dimethoxy-8-(sulfooxy)-2h-1-benzopyran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8183	81.83%
Caco-2	-	0.7811	78.11%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4658	46.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9200	92.00%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7521	75.21%
P-glycoprotein inhibitior	-	0.8052	80.52%
P-glycoprotein substrate	-	0.8999	89.99%
CYP3A4 substrate	-	0.5397	53.97%
CYP2C9 substrate	-	0.8186	81.86%
CYP2D6 substrate	-	0.8423	84.23%
CYP3A4 inhibition	-	0.9444	94.44%
CYP2C9 inhibition	-	0.8977	89.77%
CYP2C19 inhibition	-	0.9088	90.88%
CYP2D6 inhibition	-	0.9133	91.33%
CYP1A2 inhibition	+	0.5530	55.30%
CYP2C8 inhibition	-	0.7309	73.09%
CYP inhibitory promiscuity	-	0.8775	87.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	+	0.5255	52.55%
Carcinogenicity (trinary)	Non-required	0.6401	64.01%
Eye corrosion	-	0.9171	91.71%
Eye irritation	-	0.4936	49.36%
Skin irritation	-	0.7922	79.22%
Skin corrosion	-	0.8969	89.69%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6999	69.99%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8695	86.95%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8443	84.43%
Acute Oral Toxicity (c)	III	0.6071	60.71%
Estrogen receptor binding	-	0.5077	50.77%
Androgen receptor binding	+	0.5993	59.93%
Thyroid receptor binding	-	0.7911	79.11%
Glucocorticoid receptor binding	+	0.6499	64.99%
Aromatase binding	-	0.5299	52.99%
PPAR gamma	+	0.5400	54.00%
Honey bee toxicity	-	0.9003	90.03%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9844	98.44%

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	95.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.96%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.77%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.15%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.84%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.63%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	83.99%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.04%	89.00%

Plants that contains it

• Pelargonium sidoides

Cross-Links

• PubChem: 25051520
• LOTUS: LTS0170445
• wikiData: Q105148731