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

Details

• Internal ID: 8c1b0815-eeea-41cd-9849-cf6f076c228f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 7-hydroxy-2-[4-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C=C3)O)O[C@H]4C(C([C@@H](C(O4)CO)O)O)O
• InChI: InChI=1S/C21H20O9/c22-9-17-18(25)19(26)20(27)21(30-17)28-12-4-1-10(2-5-12)15-8-14(24)13-6-3-11(23)7-16(13)29-15/h1-8,17-23,25-27H,9H2/t17?,18-,19?,20?,21-/m1/s1
• InChI Key: GSZUGBAEBARHAW-UCYAAXKESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₉
• Molecular Weight: 416.40 g/mol
• Exact Mass: 416.11073221 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• LMPK12110025

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5548	55.48%
Caco-2	-	0.9484	94.84%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6433	64.33%
OATP2B1 inhibitior	-	0.5588	55.88%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6345	63.45%
P-glycoprotein inhibitior	-	0.6231	62.31%
P-glycoprotein substrate	-	0.8146	81.46%
CYP3A4 substrate	+	0.5969	59.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8415	84.15%
CYP3A4 inhibition	-	0.9192	91.92%
CYP2C9 inhibition	-	0.9435	94.35%
CYP2C19 inhibition	-	0.9426	94.26%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.9203	92.03%
CYP2C8 inhibition	+	0.7131	71.31%
CYP inhibitory promiscuity	-	0.7833	78.33%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6688	66.88%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9323	93.23%
Skin irritation	-	0.8111	81.11%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6546	65.46%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9256	92.56%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8324	83.24%
Acute Oral Toxicity (c)	III	0.4522	45.22%
Estrogen receptor binding	+	0.6760	67.60%
Androgen receptor binding	+	0.7884	78.84%
Thyroid receptor binding	+	0.5185	51.85%
Glucocorticoid receptor binding	+	0.6436	64.36%
Aromatase binding	+	0.6545	65.45%
PPAR gamma	+	0.8367	83.67%
Honey bee toxicity	-	0.6947	69.47%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	+	0.7773	77.73%

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	99.49%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	99.34%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.67%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.38%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.22%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	94.19%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.21%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.26%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.83%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.72%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.68%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.27%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.65%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	85.08%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.07%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.69%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.69%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.08%	95.89%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.65%	95.53%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.22%	95.78%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.66%	96.37%
CHEMBL3401	O75469	Pregnane X receptor	81.33%	94.73%
CHEMBL3194	P02766	Transthyretin	80.12%	90.71%

Plants that contains it

• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis
• Sophora tonkinensis

Cross-Links

• PubChem: 44257572
• NPASS: NPC232292
• LOTUS: LTS0141725
• wikiData: Q105018320