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

Details

• Internal ID: abbb0a19-1a5c-4500-a4d6-f3845610a2a6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 3,5,6-trihydroxy-2-[3-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-methoxychromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OC(=C(C2=O)O)C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)OC(=C(C2=O)O)C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)O)O)O
• InChI: InChI=1S/C22H22O13/c1-32-11-5-10-13(16(27)14(11)25)17(28)19(30)21(33-10)7-2-3-9(8(24)4-7)34-22-20(31)18(29)15(26)12(6-23)35-22/h2-5,12,15,18,20,22-27,29-31H,6H2,1H3
• InChI Key: OHSGVBDKNDXXOL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₁₃
• Molecular Weight: 494.40 g/mol
• Exact Mass: 494.10604075 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4855	48.55%
Caco-2	-	0.9130	91.30%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6190	61.90%
OATP2B1 inhibitior	+	0.5860	58.60%
OATP1B1 inhibitior	+	0.9279	92.79%
OATP1B3 inhibitior	+	0.9740	97.40%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6883	68.83%
P-glycoprotein inhibitior	-	0.5764	57.64%
P-glycoprotein substrate	-	0.5164	51.64%
CYP3A4 substrate	+	0.6197	61.97%
CYP2C9 substrate	-	0.8415	84.15%
CYP2D6 substrate	-	0.8515	85.15%
CYP3A4 inhibition	-	0.9108	91.08%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9173	91.73%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.8318	83.18%
CYP inhibitory promiscuity	-	0.7292	72.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6890	68.90%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8707	87.07%
Skin irritation	-	0.8153	81.53%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	+	0.5936	59.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5414	54.14%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7198	71.98%
skin sensitisation	-	0.9373	93.73%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9394	93.94%
Acute Oral Toxicity (c)	III	0.6624	66.24%
Estrogen receptor binding	+	0.7886	78.86%
Androgen receptor binding	+	0.5875	58.75%
Thyroid receptor binding	+	0.5440	54.40%
Glucocorticoid receptor binding	+	0.6198	61.98%
Aromatase binding	+	0.5649	56.49%
PPAR gamma	+	0.7414	74.14%
Honey bee toxicity	-	0.7373	73.73%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	+	0.7079	70.79%

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	98.20%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.55%	94.00%
CHEMBL2581	P07339	Cathepsin D	97.49%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.30%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.08%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.84%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.42%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.45%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.90%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.00%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.52%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.46%	95.89%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.81%	95.64%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.62%	95.53%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.13%	96.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.70%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.18%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.73%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.98%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	81.14%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.97%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.82%	92.62%

Plants that contains it

• Paepalanthus latipes
• Taiwania cryptomerioides

Cross-Links

• PubChem: 74978504
• LOTUS: LTS0055511
• wikiData: Q104918047