3,7-Dihydroxy-2-[3-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: b603f8cc-9baf-4c69-9594-65ee7fc922c8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 3,7-dihydroxy-2-[3-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=C(C(=O)C3=C(O2)C=C(C=C3OC4C(C(C(C(O4)CO)O)O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=C(C(=O)C3=C(O2)C=C(C=C3OC4C(C(C(C(O4)CO)O)O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• InChI: InChI=1S/C27H30O17/c28-6-14-17(32)20(35)23(38)26(43-14)41-11-2-1-8(3-10(11)31)25-22(37)19(34)16-12(40-25)4-9(30)5-13(16)42-27-24(39)21(36)18(33)15(7-29)44-27/h1-5,14-15,17-18,20-21,23-24,26-33,35-39H,6-7H2
• InChI Key: ZANFLRJWKPZOAS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₇
• Molecular Weight: 626.50 g/mol
• Exact Mass: 626.14829948 g/mol
• Topological Polar Surface Area (TPSA): 286.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -3.07
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5736	57.36%
Caco-2	-	0.9212	92.12%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5848	58.48%
OATP2B1 inhibitior	-	0.5563	55.63%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5861	58.61%
P-glycoprotein inhibitior	-	0.4933	49.33%
P-glycoprotein substrate	-	0.7021	70.21%
CYP3A4 substrate	+	0.6084	60.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8415	84.15%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.9315	93.15%
CYP2C19 inhibition	-	0.9047	90.47%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.9180	91.80%
CYP2C8 inhibition	+	0.8695	86.95%
CYP inhibitory promiscuity	-	0.7526	75.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6848	68.48%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8923	89.23%
Skin irritation	-	0.8255	82.55%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7421	74.21%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.6321	63.21%
skin sensitisation	-	0.9132	91.32%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8455	84.55%
Acute Oral Toxicity (c)	IV	0.4763	47.63%
Estrogen receptor binding	+	0.7772	77.72%
Androgen receptor binding	+	0.5520	55.20%
Thyroid receptor binding	-	0.5106	51.06%
Glucocorticoid receptor binding	-	0.6005	60.05%
Aromatase binding	+	0.5624	56.24%
PPAR gamma	+	0.7533	75.33%
Honey bee toxicity	-	0.7455	74.55%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	+	0.7958	79.58%

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	99.00%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.63%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.06%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.06%	98.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.60%	95.78%
CHEMBL3194	P02766	Transthyretin	92.58%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.01%	86.92%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.69%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.68%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	89.43%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	89.11%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.02%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.20%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.79%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.65%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.95%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.34%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.46%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.29%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.11%	95.89%
CHEMBL2424	Q04760	Glyoxalase I	80.76%	91.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21159141
• LOTUS: LTS0082721
• wikiData: Q105369955