[(2S,3S)-5,7-diacetyloxy-2-(3,4-diacetyloxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] acetate

Details

• Internal ID: 5da48a70-5c6a-4961-824d-9c0329ea9039
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones > Flavanonols
• IUPAC Name: [(2S,3S)-5,7-diacetyloxy-2-(3,4-diacetyloxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] acetate
• InChI: InChI=1S/C25H22O12/c1-11(26)32-17-9-20(35-14(4)29)22-21(10-17)37-24(25(23(22)31)36-15(5)30)16-6-7-18(33-12(2)27)19(8-16)34-13(3)28/h6-10,24-25H,1-5H3/t24-,25+/m0/s1
• InChI Key: MNNMLZRGKMWAMG-LOSJGSFVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₂O₁₂
• Molecular Weight: 514.40 g/mol
• Exact Mass: 514.11112613 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 12
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• BDBM50446570

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9779	97.79%
Caco-2	-	0.6768	67.68%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6644	66.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9164	91.64%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9309	93.09%
P-glycoprotein inhibitior	+	0.9215	92.15%
P-glycoprotein substrate	-	0.8376	83.76%
CYP3A4 substrate	+	0.5715	57.15%
CYP2C9 substrate	-	0.5712	57.12%
CYP2D6 substrate	-	0.8348	83.48%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8742	87.42%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9872	98.72%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	-	0.6174	61.74%
CYP inhibitory promiscuity	+	0.5054	50.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5717	57.17%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.8602	86.02%
Skin irritation	-	0.7923	79.23%
Skin corrosion	-	0.9783	97.83%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7116	71.16%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9405	94.05%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.7422	74.22%
Acute Oral Toxicity (c)	III	0.4839	48.39%
Estrogen receptor binding	+	0.8654	86.54%
Androgen receptor binding	+	0.6819	68.19%
Thyroid receptor binding	+	0.5344	53.44%
Glucocorticoid receptor binding	+	0.8307	83.07%
Aromatase binding	-	0.6492	64.92%
PPAR gamma	+	0.6843	68.43%
Honey bee toxicity	-	0.6877	68.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9847	98.47%

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	96.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.15%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.23%	86.33%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	89.72%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.35%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.12%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.69%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.12%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.92%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.53%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	85.29%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.73%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.39%	92.62%
CHEMBL4208	P20618	Proteasome component C5	80.18%	90.00%

Plants that contains it

• Byrsonima coccolobifolia

Cross-Links

• PubChem: 26368956
• NPASS: NPC471746
• ChEMBL: CHEMBL3109444