Acetic acid (2R,3R)-8-hydroxy-2,3,9-trimethyl-4-oxo-2,3-dihydro-4H-furo[3,2-c]chromen-3-ylmethyl ester

Details

• Internal ID: 6aa23639-a22c-4fc4-9d1e-8dda7f96bba0
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: [(2R,3R)-8-hydroxy-2,3,9-trimethyl-4-oxo-2H-furo[3,2-c]chromen-3-yl]methyl acetate
• InChI: InChI=1S/C17H18O6/c1-8-11(19)5-6-12-13(8)15-14(16(20)23-12)17(4,9(2)22-15)7-21-10(3)18/h5-6,9,19H,7H2,1-4H3/t9-,17-/m1/s1
• InChI Key: JOKCBIMYYFXQLD-VVVCHXIZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• BDBM50148882
• Acetic acid (2R,3R)-8-hydroxy-2,3,9-trimethyl-4-oxo-2,3-dihydro-4H-furo[3,2-c]chromen-3-ylmethyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	+	0.7295	72.95%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7527	75.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8663	86.63%
OATP1B3 inhibitior	+	0.8689	86.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6633	66.33%
P-glycoprotein inhibitior	-	0.7488	74.88%
P-glycoprotein substrate	-	0.7257	72.57%
CYP3A4 substrate	+	0.6042	60.42%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8633	86.33%
CYP3A4 inhibition	-	0.8037	80.37%
CYP2C9 inhibition	+	0.5869	58.69%
CYP2C19 inhibition	-	0.6246	62.46%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.5599	55.99%
CYP2C8 inhibition	-	0.6442	64.42%
CYP inhibitory promiscuity	-	0.7018	70.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5627	56.27%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.5757	57.57%
Skin irritation	-	0.7933	79.33%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	+	0.5863	58.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.7158	71.58%
Micronuclear	-	0.5126	51.26%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8397	83.97%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7529	75.29%
Acute Oral Toxicity (c)	III	0.5328	53.28%
Estrogen receptor binding	+	0.8169	81.69%
Androgen receptor binding	+	0.6619	66.19%
Thyroid receptor binding	-	0.6478	64.78%
Glucocorticoid receptor binding	+	0.6264	62.64%
Aromatase binding	+	0.6989	69.89%
PPAR gamma	+	0.7069	70.69%
Honey bee toxicity	-	0.7894	78.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9936	99.36%

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	98.16%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.90%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.81%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.75%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	89.75%	83.82%
CHEMBL2581	P07339	Cathepsin D	89.65%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.11%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.82%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.70%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	86.29%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.27%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.93%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.59%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.87%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.43%	93.56%

Plants that contains it

• Glaucidium palmatum

Cross-Links

• PubChem: 44347273
• LOTUS: LTS0205158
• wikiData: Q105132378