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

Details

• Internal ID: c0ff44f4-bf79-4ad0-a4d0-accbea2b38f0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[(2S,3S,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(CO5)O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H]([C@@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@H]4[C@H]([C@@H]([C@@H]([C@H](O4)CO)O)O)O[C@@H]5[C@H]([C@H]([C@H](CO5)O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)O
• InChI: InChI=1S/C32H38O20/c1-9-19(38)23(42)26(45)31(47-9)48-11-5-14(36)18-16(6-11)49-27(10-2-3-12(34)13(35)4-10)28(22(18)41)51-32-29(24(43)21(40)17(7-33)50-32)52-30-25(44)20(39)15(37)8-46-30/h2-6,9,15,17,19-21,23-26,29-40,42-45H,7-8H2,1H3/t9-,15-,17+,19-,20-,21+,23-,24+,25-,26-,29-,30+,31-,32-/m0/s1
• InChI Key: QJAVZIMXEARWKQ-PCMCYRHKSA-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: -2.50
• Atomic LogP (AlogP): -3.57
• 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	-	0.4670	46.70%
Caco-2	-	0.9127	91.27%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5874	58.74%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.9216	92.16%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7804	78.04%
P-glycoprotein inhibitior	-	0.4636	46.36%
P-glycoprotein substrate	+	0.5773	57.73%
CYP3A4 substrate	+	0.6864	68.64%
CYP2C9 substrate	-	0.6847	68.47%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.9515	95.15%
CYP2C9 inhibition	-	0.9608	96.08%
CYP2C19 inhibition	-	0.9462	94.62%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.9105	91.05%
CYP2C8 inhibition	+	0.7749	77.49%
CYP inhibitory promiscuity	-	0.8508	85.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6795	67.95%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9033	90.33%
Skin irritation	-	0.8303	83.03%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	+	0.5199	51.99%
Human Ether-a-go-go-Related Gene inhibition	+	0.7831	78.31%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9236	92.36%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9679	96.79%
Acute Oral Toxicity (c)	III	0.6207	62.07%
Estrogen receptor binding	+	0.8001	80.01%
Androgen receptor binding	+	0.5591	55.91%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5538	55.38%
Aromatase binding	+	0.5281	52.81%
PPAR gamma	+	0.7352	73.52%
Honey bee toxicity	-	0.6860	68.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.7336	73.36%

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	99.84%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.81%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.85%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.71%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.18%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.39%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.35%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.09%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.86%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.51%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	90.81%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.23%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.73%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.01%	86.92%
CHEMBL4208	P20618	Proteasome component C5	86.24%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.83%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.40%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.69%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.21%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.02%	95.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.88%	94.45%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.77%	80.33%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.55%	95.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.41%	95.89%

Plants that contains it

• Lathyrus chrysanthus

Cross-Links

• PubChem: 162961590
• LOTUS: LTS0006828
• wikiData: Q105222518