5,7-Dihydroxy-2-[3-methoxy-4-(6-O-acetyl-beta-D-glucopyranosyloxy)phenyl]-4H-1-benzopyran-4-one

Details

• Internal ID: 78996f8b-0c8b-4b20-a5b2-8fe633100ad8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[4-(5,7-dihydroxy-4-oxochromen-2-yl)-2-methoxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=C(C=C(C=C2)C3=CC(=O)C4=C(C=C(C=C4O3)O)O)OC)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C(C=C(C=C2)C3=CC(=O)C4=C(C=C(C=C4O3)O)O)OC)O)O)O
• InChI: InChI=1S/C24H24O12/c1-10(25)33-9-19-21(29)22(30)23(31)24(36-19)35-15-4-3-11(5-17(15)32-2)16-8-14(28)20-13(27)6-12(26)7-18(20)34-16/h3-8,19,21-24,26-27,29-31H,9H2,1-2H3/t19-,21-,22+,23-,24-/m1/s1
• InChI Key: HMKANFUAEGLJJW-PFKOEMKTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₁₂
• Molecular Weight: 504.40 g/mol
• Exact Mass: 504.12677620 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5620	56.20%
Caco-2	-	0.8369	83.69%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6172	61.72%
OATP2B1 inhibitior	-	0.7038	70.38%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7631	76.31%
P-glycoprotein inhibitior	+	0.6592	65.92%
P-glycoprotein substrate	-	0.5190	51.90%
CYP3A4 substrate	+	0.6239	62.39%
CYP2C9 substrate	-	0.8277	82.77%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.9158	91.58%
CYP2C9 inhibition	-	0.9167	91.67%
CYP2C19 inhibition	-	0.9382	93.82%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.9203	92.03%
CYP2C8 inhibition	+	0.8300	83.00%
CYP inhibitory promiscuity	-	0.8466	84.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7407	74.07%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9311	93.11%
Skin irritation	-	0.8298	82.98%
Skin corrosion	-	0.9522	95.22%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6874	68.74%
Micronuclear	+	0.6092	60.92%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9393	93.93%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8574	85.74%
Acute Oral Toxicity (c)	III	0.6737	67.37%
Estrogen receptor binding	+	0.8025	80.25%
Androgen receptor binding	+	0.6038	60.38%
Thyroid receptor binding	+	0.5590	55.90%
Glucocorticoid receptor binding	+	0.7283	72.83%
Aromatase binding	+	0.5454	54.54%
PPAR gamma	+	0.7582	75.82%
Honey bee toxicity	-	0.7389	73.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6949	69.49%
Fish aquatic toxicity	+	0.9387	93.87%

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	97.20%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.07%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.60%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.49%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.32%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.68%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.01%	86.33%
CHEMBL3194	P02766	Transthyretin	91.87%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	91.06%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.59%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.68%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	87.15%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.99%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.30%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.02%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	83.81%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.27%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.71%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.21%	99.15%

Plants that contains it

• Albizia altissima
• Artocarpus altilis
• Centaurea solstitialis
• Cosmos diversifolius
• Cryptocarya oblata
• Curcuma caesia
• Erythrina pallida
• Eucalyptus radiata subsp. radiata
• Inga velutina
• Lactuca serriola
• Lagochilus leiacanthus
• Ocimum africanum
• Onobrychis viciifolia
• Phelline lucida
• Piptostigma fugax
• Rhododendron mucronatum
• Strychnos tricalysioides
• Trichodesma incanum
• Urochloa eminii
• Xanthorrhoea resinosa

Cross-Links

• PubChem: 102371159
• NPASS: NPC186444
• LOTUS: LTS0207567
• wikiData: Q105030541