7-[[(2R,3R)-3-methyl-3-[(4-methylidene-5-oxooxolan-2-yl)methyl]oxiran-2-yl]methoxy]chromen-2-one

Details

• Internal ID: 860a6eda-847a-4c2a-8555-c892332e2b70
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[[(2R,3R)-3-methyl-3-[(4-methylidene-5-oxooxolan-2-yl)methyl]oxiran-2-yl]methoxy]chromen-2-one
• SMILES (Canonical): CC1(C(O1)COC2=CC3=C(C=C2)C=CC(=O)O3)CC4CC(=C)C(=O)O4
• SMILES (Isomeric): C[C@]1([C@H](O1)COC2=CC3=C(C=C2)C=CC(=O)O3)CC4CC(=C)C(=O)O4
• InChI: InChI=1S/C19H18O6/c1-11-7-14(23-18(11)21)9-19(2)16(25-19)10-22-13-5-3-12-4-6-17(20)24-15(12)8-13/h3-6,8,14,16H,1,7,9-10H2,2H3/t14?,16-,19-/m1/s1
• InChI Key: BSQOZNKTJBOYCC-JDQGPONISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₆
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.11033829 g/mol
• Topological Polar Surface Area (TPSA): 74.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.5466	54.66%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7840	78.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8426	84.26%
OATP1B3 inhibitior	+	0.9124	91.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5635	56.35%
P-glycoprotein inhibitior	-	0.5091	50.91%
P-glycoprotein substrate	-	0.7140	71.40%
CYP3A4 substrate	+	0.6120	61.20%
CYP2C9 substrate	-	0.6381	63.81%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.6809	68.09%
CYP2C9 inhibition	-	0.7484	74.84%
CYP2C19 inhibition	-	0.5912	59.12%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	-	0.5982	59.82%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.5217	52.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5375	53.75%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9224	92.24%
Skin irritation	-	0.6911	69.11%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6535	65.35%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.6644	66.44%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.3856	38.56%
Estrogen receptor binding	+	0.8663	86.63%
Androgen receptor binding	+	0.7785	77.85%
Thyroid receptor binding	+	0.5350	53.50%
Glucocorticoid receptor binding	+	0.8736	87.36%
Aromatase binding	+	0.7915	79.15%
PPAR gamma	+	0.7270	72.70%
Honey bee toxicity	-	0.8459	84.59%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	99.18%	92.51%
CHEMBL1951	P21397	Monoamine oxidase A	98.57%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.52%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.66%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.14%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.53%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.56%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.29%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.69%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.68%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.48%	99.23%
CHEMBL4208	P20618	Proteasome component C5	86.70%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.42%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.77%	96.09%

Plants that contains it

• Micromelum minutum

Cross-Links

• PubChem: 10688656
• NPASS: NPC70645