2-(3,4-dihydroxyphenyl)-7-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxychromen-4-one

Details

• Internal ID: 9cadf429-318b-4dc7-92bb-9cb792e5205b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-7-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)O)C5=CC(=C(C=C5)O)O)O)OC6C(C(C(CO6)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC[C@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)O)C5=CC(=C(C=C5)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C32H38O20/c1-9-19(37)23(41)27(45)30(48-9)47-8-17-21(39)24(42)29(52-31-26(44)20(38)15(36)7-46-31)32(51-17)49-11-5-14(35)18-16(6-11)50-28(25(43)22(18)40)10-2-3-12(33)13(34)4-10/h2-6,9,15,17,19-21,23-24,26-27,29-39,41-45H,7-8H2,1H3/t9-,15+,17-,19-,20-,21+,23+,24-,26+,27-,29+,30+,31-,32+/m0/s1
• InChI Key: DJKDEEYUURAWII-NFHUELRLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₂₀
• Molecular Weight: 742.60 g/mol
• Exact Mass: 742.19564360 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -3.22
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5635	56.35%
Caco-2	-	0.9031	90.31%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6570	65.70%
OATP2B1 inhibitior	-	0.7155	71.55%
OATP1B1 inhibitior	+	0.9073	90.73%
OATP1B3 inhibitior	+	0.9190	91.90%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6533	65.33%
P-glycoprotein inhibitior	-	0.5958	59.58%
P-glycoprotein substrate	+	0.6938	69.38%
CYP3A4 substrate	+	0.6916	69.16%
CYP2C9 substrate	-	0.7038	70.38%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.9513	95.13%
CYP2C9 inhibition	-	0.9536	95.36%
CYP2C19 inhibition	-	0.9338	93.38%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.9091	90.91%
CYP2C8 inhibition	+	0.8290	82.90%
CYP inhibitory promiscuity	-	0.8349	83.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6383	63.83%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9105	91.05%
Skin irritation	-	0.8252	82.52%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	+	0.5736	57.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7110	71.10%
Micronuclear	+	0.6933	69.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9218	92.18%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9889	98.89%
Acute Oral Toxicity (c)	III	0.6372	63.72%
Estrogen receptor binding	+	0.8064	80.64%
Androgen receptor binding	+	0.5454	54.54%
Thyroid receptor binding	-	0.4898	48.98%
Glucocorticoid receptor binding	-	0.4927	49.27%
Aromatase binding	+	0.5993	59.93%
PPAR gamma	+	0.7286	72.86%
Honey bee toxicity	-	0.7016	70.16%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.8359	83.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.97%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.89%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.02%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.86%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.75%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.69%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.55%	99.15%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.32%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	93.16%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.71%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.17%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.76%	95.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.01%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.32%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.99%	95.56%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	85.83%	80.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.69%	95.78%
CHEMBL4208	P20618	Proteasome component C5	85.52%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.03%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.22%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.11%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.19%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.85%	85.14%

Plants that contains it

• Bidens andicola

Cross-Links

• PubChem: 162886874
• LOTUS: LTS0092184
• wikiData: Q104982341