2-(3,4-Dihydroxyphenyl)-3-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-5,7-dihydroxychromen-4-one

Details

• Internal ID: 6bcb0b52-16bf-4989-afd4-2e9059bfa6a0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-3-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-5,7-dihydroxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)OC6C(C(C(C(O6)C)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)OC6C(C(C(C(O6)C)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C33H40O20/c1-9-19(38)23(42)26(45)31(48-9)47-8-17-21(40)25(44)30(53-32-27(46)24(43)20(39)10(2)49-32)33(51-17)52-29-22(41)18-15(37)6-12(34)7-16(18)50-28(29)11-3-4-13(35)14(36)5-11/h3-7,9-10,17,19-21,23-27,30-40,42-46H,8H2,1-2H3
• InChI Key: HKNBJSRIYRDSLB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₂₀
• Molecular Weight: 756.70 g/mol
• Exact Mass: 756.21129366 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.84
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 8

Synonyms

• Quercetin 3-2G-rhamnosylrutinoside
• FT-0775369
• FT-0775738
• B0005-053827

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4659	46.59%
Caco-2	-	0.9119	91.19%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7552	75.52%
OATP2B1 inhibitior	-	0.5753	57.53%
OATP1B1 inhibitior	+	0.9088	90.88%
OATP1B3 inhibitior	+	0.9107	91.07%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7783	77.83%
P-glycoprotein inhibitior	-	0.5265	52.65%
P-glycoprotein substrate	+	0.5626	56.26%
CYP3A4 substrate	+	0.6667	66.67%
CYP2C9 substrate	-	0.7038	70.38%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.8904	89.04%
CYP2C9 inhibition	-	0.9134	91.34%
CYP2C19 inhibition	-	0.9158	91.58%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	-	0.8713	87.13%
CYP2C8 inhibition	+	0.8589	85.89%
CYP inhibitory promiscuity	-	0.6602	66.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7067	70.67%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.8277	82.77%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6505	65.05%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.9381	93.81%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.9307	93.07%
Acute Oral Toxicity (c)	III	0.6245	62.45%
Estrogen receptor binding	+	0.8168	81.68%
Androgen receptor binding	+	0.6402	64.02%
Thyroid receptor binding	+	0.5435	54.35%
Glucocorticoid receptor binding	+	0.5505	55.05%
Aromatase binding	+	0.5806	58.06%
PPAR gamma	+	0.7325	73.25%
Honey bee toxicity	-	0.7189	71.89%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5050	50.50%
Fish aquatic toxicity	+	0.9179	91.79%

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	99.65%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.47%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.94%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.22%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.73%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	94.25%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.41%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.40%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.25%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.16%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.40%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.03%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.90%	97.36%
CHEMBL3194	P02766	Transthyretin	85.20%	90.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.59%	80.78%
CHEMBL4208	P20618	Proteasome component C5	82.87%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.32%	95.78%

Plants that contains it

• Acmella ciliata
• Asclepias curassavica
• Calendula officinalis
• Catharanthus roseus
• Cerbera manghas
• Chenopodium album
• Clitoria ternatea
• Cyclamen persicum
• Diospyros cathayensis
• Fraxinus americana
• Galega officinalis
• Lysimachia fortunei
• Lysimachia nummularia
• Onobrychis viciifolia
• Styphnolobium japonicum
• Vicia amurensis

Cross-Links

• PubChem: 14299117
• LOTUS: LTS0021411
• wikiData: Q105029783