4',5,7-Trihydroxy-3-[2-O-alpha-L-rhamnopyranosyl-6-O-(3-O-beta-D-xylopyranosyl-alpha-L-rhamnopyranosyl)-beta-D-galactopyranosyloxy]flavone

Details

• Internal ID: c369ec05-ff54-4d73-8d9b-c89232aedfca
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)COC6C(C(C(C(O6)C)O)OC7C(C(C(CO7)O)O)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)O)C5=CC=C(C=C5)O)CO[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C38H48O23/c1-11-21(43)26(48)29(51)37(56-11)61-34-27(49)24(46)19(10-54-36-30(52)32(22(44)12(2)55-36)59-35-28(50)23(45)17(42)9-53-35)58-38(34)60-33-25(47)20-16(41)7-15(40)8-18(20)57-31(33)13-3-5-14(39)6-4-13/h3-8,11-12,17,19,21-24,26-30,32,34-46,48-52H,9-10H2,1-2H3/t11-,12-,17+,19+,21-,22-,23-,24-,26+,27-,28+,29+,30+,32+,34+,35-,36+,37-,38-/m0/s1
• InChI Key: BMLXJHRQBRRIJE-IWZLKQDZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₈O₂₃
• Molecular Weight: 872.80 g/mol
• Exact Mass: 872.25863777 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -4.08
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5541	55.41%
Caco-2	-	0.8899	88.99%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6616	66.16%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8651	86.51%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6422	64.22%
P-glycoprotein inhibitior	+	0.6259	62.59%
P-glycoprotein substrate	+	0.7104	71.04%
CYP3A4 substrate	+	0.6941	69.41%
CYP2C9 substrate	-	0.7354	73.54%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.9282	92.82%
CYP2C9 inhibition	-	0.9518	95.18%
CYP2C19 inhibition	-	0.9401	94.01%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.9084	90.84%
CYP2C8 inhibition	+	0.8159	81.59%
CYP inhibitory promiscuity	-	0.8257	82.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6749	67.49%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.8381	83.81%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6847	68.47%
Micronuclear	+	0.7033	70.33%
Hepatotoxicity	-	0.5851	58.51%
skin sensitisation	-	0.9250	92.50%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9713	97.13%
Acute Oral Toxicity (c)	III	0.6803	68.03%
Estrogen receptor binding	+	0.8060	80.60%
Androgen receptor binding	+	0.6350	63.50%
Thyroid receptor binding	+	0.5338	53.38%
Glucocorticoid receptor binding	+	0.5652	56.52%
Aromatase binding	+	0.5494	54.94%
PPAR gamma	+	0.7456	74.56%
Honey bee toxicity	-	0.7216	72.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.8641	86.41%

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	99.70%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.85%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.12%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.07%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.86%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.64%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.57%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.85%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.75%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.25%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.79%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.67%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.65%	97.09%
CHEMBL4208	P20618	Proteasome component C5	85.45%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.40%	97.36%
CHEMBL1937	Q92769	Histone deacetylase 2	84.93%	94.75%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.48%	80.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.92%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.90%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.61%	99.15%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.84%	93.10%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.72%	92.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.12%	95.89%

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: 10865825
• NPASS: NPC308472