[(2S,3R,4R,5S,6S)-5-hydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] acetate

Details

• Internal ID: 7c33a5b8-dfd4-4d4d-b49f-89dc36eb0c65
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4R,5S,6S)-5-hydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)C)O)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C)C6=CC=C(C=C6)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)C)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC(=O)C)C6=CC=C(C=C6)O)O)O)O)O
• InChI: InChI=1S/C35H42O20/c1-11-21(40)25(44)27(46)33(48-11)51-16-8-17(39)20-18(9-16)52-29(14-4-6-15(38)7-5-14)31(24(20)43)55-35-32(50-13(3)37)30(22(41)12(2)49-35)54-34-28(47)26(45)23(42)19(10-36)53-34/h4-9,11-12,19,21-23,25-28,30,32-36,38-42,44-47H,10H2,1-3H3/t11-,12-,19+,21-,22-,23+,25+,26-,27+,28+,30+,32+,33-,34-,35-/m0/s1
• InChI Key: CZVHVLUBLQNXNA-HXSUPTJASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₂O₂₀
• Molecular Weight: 782.70 g/mol
• Exact Mass: 782.22694372 g/mol
• Topological Polar Surface Area (TPSA): 310.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -2.32
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5935	59.35%
Caco-2	-	0.8997	89.97%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6366	63.66%
OATP2B1 inhibitior	-	0.5722	57.22%
OATP1B1 inhibitior	+	0.8923	89.23%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9536	95.36%
P-glycoprotein inhibitior	+	0.6373	63.73%
P-glycoprotein substrate	+	0.5461	54.61%
CYP3A4 substrate	+	0.6763	67.63%
CYP2C9 substrate	+	0.5404	54.04%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.9425	94.25%
CYP2C9 inhibition	-	0.9385	93.85%
CYP2C19 inhibition	-	0.9586	95.86%
CYP2D6 inhibition	-	0.9718	97.18%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.7719	77.19%
CYP inhibitory promiscuity	-	0.8513	85.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7172	71.72%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9079	90.79%
Skin irritation	-	0.8548	85.48%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7221	72.21%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.6947	69.47%
skin sensitisation	-	0.9396	93.96%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8300	83.00%
Acute Oral Toxicity (c)	III	0.5845	58.45%
Estrogen receptor binding	+	0.7930	79.30%
Androgen receptor binding	+	0.6520	65.20%
Thyroid receptor binding	+	0.5256	52.56%
Glucocorticoid receptor binding	+	0.5470	54.70%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7288	72.88%
Honey bee toxicity	-	0.6906	69.06%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9013	90.13%

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	99.55%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.14%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.90%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.22%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.63%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.60%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.28%	85.14%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.15%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.06%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.72%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.62%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.41%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.13%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.25%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.73%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.08%	86.92%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.50%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.26%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.57%	97.36%

Plants that contains it

• Androsace umbellata

Cross-Links

• PubChem: 162972175
• LOTUS: LTS0256551
• wikiData: Q104973191