Immaculoside

Details

• Internal ID: 5453f1c4-3f8d-478d-ab94-9f3ffd8d7fdf
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5,8-dimethoxy-2-phenyl-7-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• InChI: InChI=1S/C23H24O10/c1-29-14-9-15(32-23-20(28)19(27)18(26)16(10-24)33-23)21(30-2)22-17(14)12(25)8-13(31-22)11-6-4-3-5-7-11/h3-9,16,18-20,23-24,26-28H,10H2,1-2H3/t16?,18-,19+,20?,23-/m1/s1
• InChI Key: RFPZMLBYLHIANF-HKVUYSFSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₁₀
• Molecular Weight: 460.40 g/mol
• Exact Mass: 460.13694696 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• 7-Hydroxy-5,8-dimethoxyflavone 7-glucoside
• LMPK12111328

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5074	50.74%
Caco-2	-	0.7731	77.31%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6238	62.38%
OATP2B1 inhibitior	-	0.8293	82.93%
OATP1B1 inhibitior	+	0.8787	87.87%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8881	88.81%
P-glycoprotein inhibitior	-	0.4567	45.67%
P-glycoprotein substrate	-	0.7895	78.95%
CYP3A4 substrate	+	0.5632	56.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8291	82.91%
CYP3A4 inhibition	-	0.8862	88.62%
CYP2C9 inhibition	-	0.9258	92.58%
CYP2C19 inhibition	-	0.9329	93.29%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	+	0.5899	58.99%
CYP inhibitory promiscuity	-	0.7195	71.95%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7238	72.38%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9400	94.00%
Skin irritation	-	0.8305	83.05%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	+	0.6336	63.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7108	71.08%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9389	93.89%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8117	81.17%
Acute Oral Toxicity (c)	III	0.6799	67.99%
Estrogen receptor binding	+	0.7895	78.95%
Androgen receptor binding	+	0.7449	74.49%
Thyroid receptor binding	+	0.5222	52.22%
Glucocorticoid receptor binding	+	0.7209	72.09%
Aromatase binding	+	0.6194	61.94%
PPAR gamma	+	0.7278	72.78%
Honey bee toxicity	-	0.7469	74.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7522	75.22%

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	98.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.25%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.79%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.37%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.29%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.62%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.35%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.44%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.07%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.91%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.24%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.72%	97.14%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.53%	94.03%

Plants that contains it

• Scutellaria immaculata

Cross-Links

• PubChem: 44258561
• LOTUS: LTS0188382
• wikiData: Q105235540