Oxytroflavoside E

Details

• Internal ID: a26b0ac0-bdb7-4c2a-a20f-7d25c0994e50
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: (3S)-3-hydroxy-3-methyl-5-oxo-5-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-7-methoxy-4-oxo-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-3-yl]oxyoxan-2-yl]methoxy]pentanoic acid
• SMILES (Canonical): CC(CC(=O)O)(CC(=O)OCC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)OC)C4=CC=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@](CC(=O)O)(CC(=O)OC[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)OC)C4=CC=C(C=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C34H40O20/c1-34(47,9-20(37)38)10-21(39)49-12-19-24(41)27(44)29(46)33(53-19)54-31-25(42)22-16(36)7-15(48-2)8-17(22)51-30(31)13-3-5-14(6-4-13)50-32-28(45)26(43)23(40)18(11-35)52-32/h3-8,18-19,23-24,26-29,32-33,35-36,40-41,43-47H,9-12H2,1-2H3,(H,37,38)/t18-,19-,23-,24+,26+,27+,28-,29-,32-,33+,34+/m1/s1
• InChI Key: YYHLAMZVDLNYIY-ZNNIGJCWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₀O₂₀
• Molecular Weight: 768.70 g/mol
• Exact Mass: 768.21129366 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.30
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

• CHEMBL2071421
• AKOS040735898
• 3-[6-O-[(S)-3,5-Dihydroxy-3-methyl-5-oxopentanoyl]-beta-D-galactopyranosyloxy]-4'-(beta-D-glucopyranosyloxy)-5-hydroxy-7-methoxyflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5429	54.29%
Caco-2	-	0.8885	88.85%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5384	53.84%
OATP2B1 inhibitior	-	0.7154	71.54%
OATP1B1 inhibitior	+	0.8701	87.01%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5754	57.54%
P-glycoprotein inhibitior	+	0.6899	68.99%
P-glycoprotein substrate	-	0.5457	54.57%
CYP3A4 substrate	+	0.6824	68.24%
CYP2C9 substrate	-	0.6432	64.32%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	-	0.8469	84.69%
CYP2C9 inhibition	-	0.9329	93.29%
CYP2C19 inhibition	-	0.9047	90.47%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	-	0.8721	87.21%
CYP2C8 inhibition	+	0.7937	79.37%
CYP inhibitory promiscuity	-	0.9490	94.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6306	63.06%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.8336	83.36%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7981	79.81%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5873	58.73%
skin sensitisation	-	0.9121	91.21%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9304	93.04%
Acute Oral Toxicity (c)	III	0.6386	63.86%
Estrogen receptor binding	+	0.8009	80.09%
Androgen receptor binding	+	0.6479	64.79%
Thyroid receptor binding	+	0.5161	51.61%
Glucocorticoid receptor binding	+	0.7078	70.78%
Aromatase binding	+	0.6031	60.31%
PPAR gamma	+	0.7302	73.02%
Honey bee toxicity	-	0.7733	77.33%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9187	91.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.76%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.87%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	97.75%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.31%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.67%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.55%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.28%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.89%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.96%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.03%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.69%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.81%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.51%	86.92%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.73%	95.64%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.65%	95.50%

Plants that contains it

• Abies alba
• Abies pinsapo subsp. marocana
• Ampelocera edentula
• Angelica acutiloba
• Arnica mollis
• Brassica carinata
• Bryonia alba
• Carpha glomerata
• Croton gratissimus
• Cyanostegia angustifolia
• Dactylorhiza viridis
• Diplopterygium glaucum
• Eucalyptus resinifera
• Euphrasia nana
• Eurycoma harmandiana
• Ixeris japonica
• Lysimachia fordiana
• Orthosiphon aristatus
• Oxytropis falcata
• Pterolobium hexapetalum
• Ranunculus asiaticus
• Remirea maritima
• Sinapis alba
• Solanum lanceolatum
• Viburnum erubescens
• Wikstroemia indica
• Xanthorhiza simplicissima

Cross-Links

• PubChem: 60200222
• NPASS: NPC277532
• LOTUS: LTS0212784
• wikiData: Q105368630