3-[[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-[[(2S)-5-hydroxy-4-oxo-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-7-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-3-oxopropanoic acid

Details

• Internal ID: bac1ee23-e1f7-49c4-b30f-8331cb0606d8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-[[(2S)-5-hydroxy-4-oxo-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-7-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-3-oxopropanoic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)O)COC(=O)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=CC(=C4C(=O)C[C@H](OC4=C3)C5=CC=C(C=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)COC(=O)CC(=O)O)O)O)O)O)O
• InChI: InChI=1S/C36H44O22/c1-12-25(43)28(46)31(49)34(52-12)58-33-30(48)27(45)21(11-51-23(42)9-22(40)41)57-36(33)54-15-6-16(38)24-17(39)8-18(55-19(24)7-15)13-2-4-14(5-3-13)53-35-32(50)29(47)26(44)20(10-37)56-35/h2-7,12,18,20-21,25-38,43-50H,8-11H2,1H3,(H,40,41)/t12-,18-,20+,21+,25-,26+,27+,28+,29-,30-,31+,32+,33+,34-,35+,36+/m0/s1
• InChI Key: DTHRRSUUYZGFHR-BPDCQJGPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₄O₂₂
• Molecular Weight: 828.70 g/mol
• Exact Mass: 828.23242303 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -3.67
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5437	54.37%
Caco-2	-	0.8846	88.46%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.9571	95.71%
Subcellular localzation	Mitochondria	0.5887	58.87%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9166	91.66%
OATP1B3 inhibitior	+	0.9650	96.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8034	80.34%
P-glycoprotein inhibitior	+	0.6420	64.20%
P-glycoprotein substrate	-	0.5252	52.52%
CYP3A4 substrate	+	0.6814	68.14%
CYP2C9 substrate	-	0.6475	64.75%
CYP2D6 substrate	-	0.8708	87.08%
CYP3A4 inhibition	-	0.9240	92.40%
CYP2C9 inhibition	-	0.9457	94.57%
CYP2C19 inhibition	-	0.9212	92.12%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.8981	89.81%
CYP2C8 inhibition	+	0.6297	62.97%
CYP inhibitory promiscuity	-	0.9187	91.87%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6681	66.81%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.8464	84.64%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7662	76.62%
Micronuclear	+	0.6159	61.59%
Hepatotoxicity	-	0.8448	84.48%
skin sensitisation	-	0.9225	92.25%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8168	81.68%
Acute Oral Toxicity (c)	III	0.5641	56.41%
Estrogen receptor binding	+	0.7980	79.80%
Androgen receptor binding	-	0.5271	52.71%
Thyroid receptor binding	-	0.4913	49.13%
Glucocorticoid receptor binding	+	0.5851	58.51%
Aromatase binding	+	0.5431	54.31%
PPAR gamma	+	0.7324	73.24%
Honey bee toxicity	-	0.7233	72.33%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.9009	90.09%

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	99.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.63%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.90%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.75%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.90%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.49%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.09%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.55%	99.15%
CHEMBL2243	O00519	Anandamide amidohydrolase	91.38%	97.53%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.08%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.14%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.99%	97.36%
CHEMBL4208	P20618	Proteasome component C5	88.24%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.47%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.20%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.12%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.66%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	85.37%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.29%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	85.07%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	84.11%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.45%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	83.22%	94.45%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.47%	85.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.85%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.65%	94.80%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.41%	90.71%

Plants that contains it

• Citrus maxima

Cross-Links

• PubChem: 162801287
• LOTUS: LTS0129645
• wikiData: Q104988788