5-hydroxy-2-[3-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]-7-methoxychromen-4-one

Details

• Internal ID: 104920ef-e269-4949-a768-e61791ee9480
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5-hydroxy-2-[3-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]-7-methoxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=C(C=C2)C3=CC(=O)C4=C(C=C(C=C4O3)OC)O)O)O)O)O
• SMILES (Isomeric): C[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)OC)O)O)O)O)O
• InChI: InChI=1S/C22H22O10/c1-9-19(26)20(27)21(28)22(30-9)32-15-4-3-10(5-12(15)23)16-8-14(25)18-13(24)6-11(29-2)7-17(18)31-16/h3-9,19-24,26-28H,1-2H3/t9-,19-,20+,21+,22-/m0/s1
• InChI Key: UQDIHJADFOWJCW-WQTMGKIFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₁₀
• Molecular Weight: 446.40 g/mol
• Exact Mass: 446.12129689 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7980	79.80%
Caco-2	-	0.8202	82.02%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6676	66.76%
OATP2B1 inhibitior	+	0.5837	58.37%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5563	55.63%
P-glycoprotein inhibitior	-	0.4948	49.48%
P-glycoprotein substrate	+	0.5068	50.68%
CYP3A4 substrate	+	0.5508	55.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.6056	60.56%
CYP2C9 inhibition	-	0.9236	92.36%
CYP2C19 inhibition	-	0.8201	82.01%
CYP2D6 inhibition	-	0.8906	89.06%
CYP1A2 inhibition	-	0.7268	72.68%
CYP2C8 inhibition	+	0.7352	73.52%
CYP inhibitory promiscuity	-	0.5508	55.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.8853	88.53%
Skin irritation	-	0.6906	69.06%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5881	58.81%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9206	92.06%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8286	82.86%
Acute Oral Toxicity (c)	III	0.4825	48.25%
Estrogen receptor binding	+	0.7868	78.68%
Androgen receptor binding	+	0.6323	63.23%
Thyroid receptor binding	+	0.5633	56.33%
Glucocorticoid receptor binding	+	0.6853	68.53%
Aromatase binding	+	0.5960	59.60%
PPAR gamma	+	0.7747	77.47%
Honey bee toxicity	-	0.7733	77.33%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.9150	91.50%

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	98.02%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.38%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.77%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.40%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.36%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	93.88%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.66%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.54%	97.36%
CHEMBL3194	P02766	Transthyretin	91.53%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.19%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.41%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.58%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.59%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.29%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.69%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.48%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.21%	86.92%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.68%	83.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.01%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.96%	95.89%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.19%	95.53%

Plants that contains it

• Atraphaxis pyrifolia

Cross-Links

• PubChem: 162945926
• LOTUS: LTS0021741
• wikiData: Q105277170