rel-(1S,2S,4S,5S)-4-(7-Methoxy-2-oxo-2H-chromen-6-yl)-1-methyl-3,6-dioxabicyclo[3.1.0]hexan-2-yl acetate

Details

• Internal ID: 1dc420a1-a0de-48a5-ae65-60aa0596bba5
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: [(1S,2S,4S,5S)-4-(7-methoxy-2-oxochromen-6-yl)-1-methyl-3,6-dioxabicyclo[3.1.0]hexan-2-yl] acetate
• SMILES (Canonical): CC(=O)OC1C2(C(O2)C(O1)C3=C(C=C4C(=C3)C=CC(=O)O4)OC)C
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@]2([C@@H](O2)[C@@H](O1)C3=C(C=C4C(=C3)C=CC(=O)O4)OC)C
• InChI: InChI=1S/C17H16O7/c1-8(18)21-16-17(2)15(24-17)14(23-16)10-6-9-4-5-13(19)22-11(9)7-12(10)20-3/h4-7,14-16H,1-3H3/t14-,15-,16+,17-/m0/s1
• InChI Key: CONQHOKMRSEOCW-NXOAAHMSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.08960285 g/mol
• Topological Polar Surface Area (TPSA): 83.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 94285-22-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9793	97.93%
Caco-2	+	0.7303	73.03%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6955	69.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8903	89.03%
OATP1B3 inhibitior	+	0.9609	96.09%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5886	58.86%
P-glycoprotein inhibitior	+	0.6964	69.64%
P-glycoprotein substrate	-	0.6391	63.91%
CYP3A4 substrate	+	0.6194	61.94%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8637	86.37%
CYP3A4 inhibition	+	0.8069	80.69%
CYP2C9 inhibition	-	0.7864	78.64%
CYP2C19 inhibition	-	0.6145	61.45%
CYP2D6 inhibition	-	0.9035	90.35%
CYP1A2 inhibition	-	0.7970	79.70%
CYP2C8 inhibition	+	0.4676	46.76%
CYP inhibitory promiscuity	+	0.5387	53.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4471	44.71%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.8920	89.20%
Skin irritation	-	0.7941	79.41%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7594	75.94%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8468	84.68%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7216	72.16%
Acute Oral Toxicity (c)	III	0.4511	45.11%
Estrogen receptor binding	+	0.8632	86.32%
Androgen receptor binding	+	0.7231	72.31%
Thyroid receptor binding	-	0.5496	54.96%
Glucocorticoid receptor binding	+	0.6898	68.98%
Aromatase binding	+	0.7431	74.31%
PPAR gamma	+	0.6836	68.36%
Honey bee toxicity	-	0.8087	80.87%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	+	0.9707	97.07%

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	98.25%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.12%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.19%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.20%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.75%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.71%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.23%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.88%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.80%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.47%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.32%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.20%	92.62%

Plants that contains it

• Micromelum minutum

Cross-Links

• PubChem: 131637538
• LOTUS: LTS0037382
• wikiData: Q104967171