[4-[(2S)-7,8-diacetyloxy-4-oxo-2,3-dihydrochromen-2-yl]phenyl] acetate

Details

• Internal ID: d34bec40-d684-4237-8633-1004197d2352
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: [4-[(2S)-7,8-diacetyloxy-4-oxo-2,3-dihydrochromen-2-yl]phenyl] acetate
• InChI: InChI=1S/C21H18O8/c1-11(22)26-15-6-4-14(5-7-15)19-10-17(25)16-8-9-18(27-12(2)23)21(20(16)29-19)28-13(3)24/h4-9,19H,10H2,1-3H3/t19-/m0/s1
• InChI Key: FKQGVEJPNFAULW-IBGZPJMESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₈
• Molecular Weight: 398.40 g/mol
• Exact Mass: 398.10016753 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9784	97.84%
Caco-2	+	0.4887	48.87%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6940	69.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9233	92.33%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8443	84.43%
P-glycoprotein inhibitior	+	0.8115	81.15%
P-glycoprotein substrate	-	0.8453	84.53%
CYP3A4 substrate	+	0.5825	58.25%
CYP2C9 substrate	-	0.5764	57.64%
CYP2D6 substrate	-	0.8019	80.19%
CYP3A4 inhibition	-	0.8296	82.96%
CYP2C9 inhibition	-	0.8690	86.90%
CYP2C19 inhibition	-	0.9019	90.19%
CYP2D6 inhibition	-	0.9791	97.91%
CYP1A2 inhibition	+	0.7669	76.69%
CYP2C8 inhibition	-	0.7263	72.63%
CYP inhibitory promiscuity	-	0.5870	58.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5790	57.90%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.8797	87.97%
Skin irritation	-	0.8242	82.42%
Skin corrosion	-	0.9746	97.46%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3774	37.74%
Micronuclear	+	0.7418	74.18%
Hepatotoxicity	+	0.5157	51.57%
skin sensitisation	-	0.9269	92.69%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6940	69.40%
Acute Oral Toxicity (c)	III	0.5095	50.95%
Estrogen receptor binding	+	0.8360	83.60%
Androgen receptor binding	+	0.7295	72.95%
Thyroid receptor binding	-	0.5821	58.21%
Glucocorticoid receptor binding	+	0.8429	84.29%
Aromatase binding	-	0.7196	71.96%
PPAR gamma	+	0.5633	56.33%
Honey bee toxicity	-	0.7107	71.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	+	0.9690	96.90%

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	93.74%	92.51%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.25%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.18%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.12%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.81%	95.56%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	87.02%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.80%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.95%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.73%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.26%	99.23%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.68%	97.53%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.48%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.32%	95.78%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.79%	95.71%
CHEMBL4208	P20618	Proteasome component C5	80.46%	90.00%

Plants that contains it

• Senegalia caffra

Cross-Links

• PubChem: 102064902
• LOTUS: LTS0112889
• wikiData: Q104996742