5-hydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 894f0727-2f0d-4d5f-8884-9537e894fcc7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)OC4C(C(C(C(O4)CO)O)O)O)OC)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC)O
• InChI: InChI=1S/C24H26O12/c1-31-11-6-4-10(5-7-11)13-8-12(26)15-17(28)21(32-2)23(22(33-3)20(15)34-13)36-24-19(30)18(29)16(27)14(9-25)35-24/h4-8,14,16,18-19,24-25,27-30H,9H2,1-3H3/t14-,16-,18+,19-,24+/m1/s1
• InChI Key: AFKVMZZTSXWTFB-HPCJZBTHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₁₂
• Molecular Weight: 506.50 g/mol
• Exact Mass: 506.14242626 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5088	50.88%
Caco-2	-	0.8028	80.28%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6030	60.30%
OATP2B1 inhibitior	-	0.6998	69.98%
OATP1B1 inhibitior	+	0.7744	77.44%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8838	88.38%
P-glycoprotein inhibitior	-	0.4364	43.64%
P-glycoprotein substrate	-	0.7528	75.28%
CYP3A4 substrate	+	0.6124	61.24%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9371	93.71%
CYP2C9 inhibition	-	0.9410	94.10%
CYP2C19 inhibition	-	0.9438	94.38%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.9134	91.34%
CYP2C8 inhibition	+	0.6235	62.35%
CYP inhibitory promiscuity	-	0.7474	74.74%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7050	70.50%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9149	91.49%
Skin irritation	-	0.8406	84.06%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.3797	37.97%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9409	94.09%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8908	89.08%
Acute Oral Toxicity (c)	III	0.6685	66.85%
Estrogen receptor binding	+	0.8395	83.95%
Androgen receptor binding	+	0.7661	76.61%
Thyroid receptor binding	+	0.6312	63.12%
Glucocorticoid receptor binding	+	0.7283	72.83%
Aromatase binding	+	0.6926	69.26%
PPAR gamma	+	0.7330	73.30%
Honey bee toxicity	-	0.8017	80.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7605	76.05%

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	99.54%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.55%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.19%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.63%	83.57%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.28%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.42%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.58%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.44%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.08%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.06%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.59%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.84%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.51%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.17%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.98%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.83%	96.00%
CHEMBL1907	P15144	Aminopeptidase N	80.56%	93.31%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.56%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.38%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.34%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.21%	90.00%

Plants that contains it

• Lysionotus pauciflorus

Cross-Links

• PubChem: 102316591
• LOTUS: LTS0210858
• wikiData: Q104911297