[2-Acetyloxy-4-[6-[(2,2-dimethyl-6-oxocyclohexyl)methyl]-5-hydroxy-7-methoxy-4-oxochromen-2-yl]phenyl] acetate

Details

• Internal ID: 009c4a41-a8d2-40ed-943c-0178086ac8e9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 6-prenylated flavones
• IUPAC Name: [2-acetyloxy-4-[6-[(2,2-dimethyl-6-oxocyclohexyl)methyl]-5-hydroxy-7-methoxy-4-oxochromen-2-yl]phenyl] acetate
• SMILES (Canonical): CC(=O)OC1=C(C=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)CC4C(=O)CCCC4(C)C)O)OC(=O)C
• SMILES (Isomeric): CC(=O)OC1=C(C=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)CC4C(=O)CCCC4(C)C)O)OC(=O)C
• InChI: InChI=1S/C29H30O9/c1-15(30)36-22-9-8-17(11-25(22)37-16(2)31)23-13-21(33)27-26(38-23)14-24(35-5)18(28(27)34)12-19-20(32)7-6-10-29(19,3)4/h8-9,11,13-14,19,34H,6-7,10,12H2,1-5H3
• InChI Key: UXFOPNAVDQIGLR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₀O₉
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.18898253 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.96
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9758	97.58%
Caco-2	-	0.7355	73.55%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8291	82.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8493	84.93%
OATP1B3 inhibitior	-	0.2550	25.50%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9686	96.86%
P-glycoprotein inhibitior	+	0.8695	86.95%
P-glycoprotein substrate	+	0.5635	56.35%
CYP3A4 substrate	+	0.6856	68.56%
CYP2C9 substrate	+	0.8301	83.01%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	-	0.7372	73.72%
CYP2C9 inhibition	-	0.8120	81.20%
CYP2C19 inhibition	-	0.8365	83.65%
CYP2D6 inhibition	-	0.9657	96.57%
CYP1A2 inhibition	-	0.6772	67.72%
CYP2C8 inhibition	+	0.8801	88.01%
CYP inhibitory promiscuity	-	0.9369	93.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7311	73.11%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9132	91.32%
Skin irritation	-	0.8115	81.15%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	-	0.6201	62.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.6748	67.48%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5716	57.16%
skin sensitisation	-	0.9285	92.85%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9191	91.91%
Acute Oral Toxicity (c)	III	0.4411	44.11%
Estrogen receptor binding	+	0.8359	83.59%
Androgen receptor binding	+	0.7742	77.42%
Thyroid receptor binding	+	0.5215	52.15%
Glucocorticoid receptor binding	+	0.7910	79.10%
Aromatase binding	+	0.6783	67.83%
PPAR gamma	+	0.6590	65.90%
Honey bee toxicity	-	0.6702	67.02%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.9947	99.47%

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	99.34%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.92%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.32%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.80%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.39%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.23%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.92%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.53%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.70%	95.50%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.03%	95.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.70%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.44%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.69%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.19%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.06%	90.71%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.05%	95.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.75%	97.28%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.41%	86.92%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.90%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.28%	97.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.93%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.51%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.21%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.01%	91.19%

Plants that contains it

• Helminthostachys zeylanica

Cross-Links

• PubChem: 21576578
• LOTUS: LTS0172969
• wikiData: Q105280755