Oxytroflavoside B

Details

• Internal ID: 6563ce45-132a-4ab6-8565-6c90a63105ee
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: (3S)-3-hydroxy-5-[(2S,3R,4S,5S,6R)-5-hydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-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)O)OC(=O)CC(C)(CC(=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)O)OC(=O)C[C@](C)(CC(=O)O)O)O)O)O
• InChI: InChI=1S/C34H40O19/c1-13-23(41)26(44)27(45)32(48-13)53-31-29(51-21(40)11-34(2,46)10-20(38)39)24(42)19(12-35)50-33(31)52-30-25(43)22-17(37)8-16(47-3)9-18(22)49-28(30)14-4-6-15(36)7-5-14/h4-9,13,19,23-24,26-27,29,31-33,35-37,41-42,44-46H,10-12H2,1-3H3,(H,38,39)/t13-,19+,23-,24-,26+,27+,29-,31+,32-,33-,34-/m0/s1
• InChI Key: WWLLPHKIYLKMTO-IJDJMGSLSA-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: -0.50
• Atomic LogP (AlogP): -0.92
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

• CHEMBL2071418
• 3-[2-O-alpha-L-Rhamnopyranosyl-3-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	+	0.5819	58.19%
Caco-2	-	0.8966	89.66%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4930	49.30%
OATP2B1 inhibitior	-	0.5768	57.68%
OATP1B1 inhibitior	+	0.8442	84.42%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9465	94.65%
P-glycoprotein inhibitior	+	0.6762	67.62%
P-glycoprotein substrate	+	0.6451	64.51%
CYP3A4 substrate	+	0.6954	69.54%
CYP2C9 substrate	-	0.6432	64.32%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	-	0.8549	85.49%
CYP2C9 inhibition	-	0.9495	94.95%
CYP2C19 inhibition	-	0.9531	95.31%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.8608	86.08%
CYP2C8 inhibition	+	0.8074	80.74%
CYP inhibitory promiscuity	-	0.9481	94.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6381	63.81%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9169	91.69%
Skin irritation	-	0.8288	82.88%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4186	41.86%
Micronuclear	+	0.5674	56.74%
Hepatotoxicity	-	0.5893	58.93%
skin sensitisation	-	0.9212	92.12%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9485	94.85%
Acute Oral Toxicity (c)	III	0.5931	59.31%
Estrogen receptor binding	+	0.8520	85.20%
Androgen receptor binding	+	0.6906	69.06%
Thyroid receptor binding	+	0.5389	53.89%
Glucocorticoid receptor binding	+	0.7280	72.80%
Aromatase binding	+	0.6177	61.77%
PPAR gamma	+	0.7549	75.49%
Honey bee toxicity	-	0.7023	70.23%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8633	86.33%

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	99.67%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.48%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.97%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.02%	99.15%
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	94.44%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.41%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.15%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	91.81%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	91.66%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.45%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.64%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.45%	95.89%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.85%	95.64%
CHEMBL5255	O00206	Toll-like receptor 4	80.05%	92.50%

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: 60200066
• NPASS: NPC138990
• LOTUS: LTS0212510
• wikiData: Q105314128