Oxytroflavoside C

Details

• Internal ID: 229e0757-f0be-4eac-8925-977a99cc0290
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: (3S)-3-hydroxy-5-[(2R,3R,4S,5R,6S)-4-hydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxy-2-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-3-methyl-5-oxopentanoic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)OC)C5=CC=C(C=C5)O)CO)OC(=O)CC(C)(CC(=O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2OC3=C(OC4=CC(=CC(=C4C3=O)O)OC)C5=CC=C(C=C5)O)CO)OC(=O)C[C@](C)(CC(=O)O)O)O)O)O)O
• InChI: InChI=1S/C34H40O19/c1-13-23(41)25(43)26(44)32(48-13)53-31-27(45)29(51-21(40)11-34(2,46)10-20(38)39)19(12-35)50-33(31)52-30-24(42)22-17(37)8-16(47-3)9-18(22)49-28(30)14-4-6-15(36)7-5-14/h4-9,13,19,23,25-27,29,31-33,35-37,41,43-46H,10-12H2,1-3H3,(H,38,39)/t13-,19+,23-,25+,26+,27-,29-,31+,32-,33-,34-/m0/s1
• InChI Key: CQADSNASXBHFTJ-RDPGBORESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₀O₁₉
• Molecular Weight: 752.70 g/mol
• Exact Mass: 752.21637904 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.92
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

• CHEMBL2071419
• 3-[2-O-alpha-L-Rhamnopyranosyl-4-O-[(S)-3,5-dihydroxy-3-methyl-5-oxopentanoyl]-beta-D-galactopyranosyloxy]-4',5-dihydroxy-7-methoxyflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5507	55.07%
Caco-2	-	0.8950	89.50%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5327	53.27%
OATP2B1 inhibitior	-	0.5733	57.33%
OATP1B1 inhibitior	+	0.8500	85.00%
OATP1B3 inhibitior	+	0.9316	93.16%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8195	81.95%
P-glycoprotein inhibitior	+	0.6535	65.35%
P-glycoprotein substrate	+	0.6511	65.11%
CYP3A4 substrate	+	0.6997	69.97%
CYP2C9 substrate	-	0.6432	64.32%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	-	0.7858	78.58%
CYP2C9 inhibition	-	0.9363	93.63%
CYP2C19 inhibition	-	0.9471	94.71%
CYP2D6 inhibition	-	0.9315	93.15%
CYP1A2 inhibition	-	0.8858	88.58%
CYP2C8 inhibition	+	0.8105	81.05%
CYP inhibitory promiscuity	-	0.9174	91.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6268	62.68%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9155	91.55%
Skin irritation	-	0.8304	83.04%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6710	67.10%
Micronuclear	+	0.5774	57.74%
Hepatotoxicity	-	0.5426	54.26%
skin sensitisation	-	0.9127	91.27%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9390	93.90%
Acute Oral Toxicity (c)	III	0.6171	61.71%
Estrogen receptor binding	+	0.8322	83.22%
Androgen receptor binding	+	0.7022	70.22%
Thyroid receptor binding	+	0.5190	51.90%
Glucocorticoid receptor binding	+	0.6877	68.77%
Aromatase binding	+	0.6300	63.00%
PPAR gamma	+	0.7394	73.94%
Honey bee toxicity	-	0.7026	70.26%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8494	84.94%

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	99.69%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.69%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.44%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.17%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.78%	97.36%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.04%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.72%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.61%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.60%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.43%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.15%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.45%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	88.74%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.64%	86.92%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.44%	95.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.19%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.13%	97.33%

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: 60200220
• NPASS: NPC175429
• LOTUS: LTS0025635
• wikiData: Q104967867