Okanin-4'-O-glucoside

Details

• Internal ID: 465e75bc-7028-4c8a-bac8-1af3e8f5ac60
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 3-(3,4-dihydroxyphenyl)-1-[2,3-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
• InChI: InChI=1S/C21H22O11/c22-8-15-18(28)19(29)20(30)21(32-15)31-14-6-3-10(16(26)17(14)27)11(23)4-1-9-2-5-12(24)13(25)7-9/h1-7,15,18-22,24-30H,8H2
• InChI Key: XGEYXJDOVMEJNG-UHFFFAOYSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₁₁
• Molecular Weight: 450.40 g/mol
• Exact Mass: 450.11621151 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -0.42
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

• BCP31188
• FT-0603457

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6182	61.82%
Caco-2	-	0.9390	93.90%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6013	60.13%
OATP2B1 inhibitior	+	0.5914	59.14%
OATP1B1 inhibitior	+	0.9309	93.09%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5741	57.41%
P-glycoprotein inhibitior	-	0.7815	78.15%
P-glycoprotein substrate	-	0.8892	88.92%
CYP3A4 substrate	+	0.5290	52.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8632	86.32%
CYP2C19 inhibition	-	0.8903	89.03%
CYP2D6 inhibition	-	0.9150	91.50%
CYP1A2 inhibition	-	0.9266	92.66%
CYP2C8 inhibition	+	0.7284	72.84%
CYP inhibitory promiscuity	-	0.6278	62.78%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7420	74.20%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.8490	84.90%
Skin irritation	-	0.8211	82.11%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4853	48.53%
Micronuclear	+	0.5633	56.33%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.7646	76.46%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8605	86.05%
Acute Oral Toxicity (c)	III	0.6845	68.45%
Estrogen receptor binding	+	0.6233	62.33%
Androgen receptor binding	+	0.6600	66.00%
Thyroid receptor binding	+	0.5575	55.75%
Glucocorticoid receptor binding	-	0.5420	54.20%
Aromatase binding	+	0.5646	56.46%
PPAR gamma	+	0.7388	73.88%
Honey bee toxicity	-	0.7872	78.72%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9057	90.57%

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%
CHEMBL1951	P21397	Monoamine oxidase A	97.87%	91.49%
CHEMBL3194	P02766	Transthyretin	97.41%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.44%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.30%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.73%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.75%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.24%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.03%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.00%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.14%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.10%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.45%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.28%	80.78%

Plants that contains it

• Abies pindrow
• Bidens pilosa
• Coreopsis tinctoria
• Lasthenia californica subsp. californica

Cross-Links

• PubChem: 53442196
• LOTUS: LTS0240680
• wikiData: Q105327557