methyl (4S,5R)-4,7-dihydroxy-6-oxo-4,5-dihydrooxepino[2,3-b]chromene-5-carboxylate

Details

• Internal ID: 2e0d7342-cd24-42f9-8f7e-0ce33ff6e2eb
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: methyl (4S,5R)-4,7-dihydroxy-6-oxo-4,5-dihydrooxepino[2,3-b]chromene-5-carboxylate
• SMILES (Canonical): COC(=O)C1C(C=COC2=C1C(=O)C3=C(C=CC=C3O2)O)O
• SMILES (Isomeric): COC(=O)[C@H]1[C@H](C=COC2=C1C(=O)C3=C(C=CC=C3O2)O)O
• InChI: InChI=1S/C15H12O7/c1-20-14(19)11-8(17)5-6-21-15-12(11)13(18)10-7(16)3-2-4-9(10)22-15/h2-6,8,11,16-17H,1H3/t8-,11-/m0/s1
• InChI Key: SYWLUOKMHKDBOL-KWQFWETISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₇
• Molecular Weight: 304.25 g/mol
• Exact Mass: 304.05830272 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEBI:197591
• methyl (4S,5R)-4,7-dihydroxy-6-oxo-4,5-dihydrooxepino[2,3-b]chromene-5-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9640	96.40%
Caco-2	-	0.6308	63.08%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7556	75.56%
OATP2B1 inhibitior	-	0.7242	72.42%
OATP1B1 inhibitior	+	0.9068	90.68%
OATP1B3 inhibitior	+	0.9765	97.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7332	73.32%
P-glycoprotein inhibitior	+	0.5718	57.18%
P-glycoprotein substrate	-	0.7227	72.27%
CYP3A4 substrate	+	0.6161	61.61%
CYP2C9 substrate	+	0.6136	61.36%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.7268	72.68%
CYP2C9 inhibition	+	0.5273	52.73%
CYP2C19 inhibition	-	0.5375	53.75%
CYP2D6 inhibition	-	0.8697	86.97%
CYP1A2 inhibition	-	0.7056	70.56%
CYP2C8 inhibition	-	0.5908	59.08%
CYP inhibitory promiscuity	-	0.6518	65.18%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Danger	0.5579	55.79%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.6438	64.38%
Skin irritation	-	0.6506	65.06%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8489	84.89%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9038	90.38%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6983	69.83%
Acute Oral Toxicity (c)	II	0.4595	45.95%
Estrogen receptor binding	+	0.7299	72.99%
Androgen receptor binding	+	0.6455	64.55%
Thyroid receptor binding	-	0.5229	52.29%
Glucocorticoid receptor binding	+	0.6748	67.48%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5868	58.68%
Honey bee toxicity	-	0.8123	81.23%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9752	97.52%

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	98.22%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	94.71%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.83%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.79%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.70%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.59%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.67%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.65%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	83.80%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.74%	86.33%
CHEMBL2535	P11166	Glucose transporter	81.27%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583105
• LOTUS: LTS0170284
• wikiData: Q75052848