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

Details

• Internal ID: 751caa98-ce94-4916-9391-39cd222578d9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC(=C(C=C6)O)OC)COC7C(C(C(C(O7)CO)O)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=C(OC4=CC(=CC(=C4C3=O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=CC(=C(C=C6)O)OC)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C40H52O26/c1-11-22(45)27(50)32(55)38(59-11)66-36-30(53)25(48)20(10-58-37-31(54)28(51)23(46)18(8-41)62-37)64-40(36)65-35-26(49)21-15(44)6-13(60-39-33(56)29(52)24(47)19(9-42)63-39)7-17(21)61-34(35)12-3-4-14(43)16(5-12)57-2/h3-7,11,18-20,22-25,27-33,36-48,50-56H,8-10H2,1-2H3/t11-,18+,19+,20+,22-,23+,24+,25+,27+,28-,29-,30-,31+,32+,33+,36+,37+,38-,39+,40-/m0/s1
• InChI Key: WZTWTEJTBNZSAR-SWODRPOQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₂O₂₆
• Molecular Weight: 948.80 g/mol
• Exact Mass: 948.27468176 g/mol
• Topological Polar Surface Area (TPSA): 413.00 Ų
• XlogP: -4.40
• Atomic LogP (AlogP): -6.09
• H-Bond Acceptor: 26
• H-Bond Donor: 15
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5623	56.23%
Caco-2	-	0.8979	89.79%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5984	59.84%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.9748	97.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7942	79.42%
P-glycoprotein inhibitior	+	0.6427	64.27%
P-glycoprotein substrate	+	0.6608	66.08%
CYP3A4 substrate	+	0.6664	66.64%
CYP2C9 substrate	-	0.8740	87.40%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.9284	92.84%
CYP2C9 inhibition	-	0.9208	92.08%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.9531	95.31%
CYP1A2 inhibition	-	0.9232	92.32%
CYP2C8 inhibition	+	0.8142	81.42%
CYP inhibitory promiscuity	-	0.7113	71.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7032	70.32%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.8442	84.42%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	-	0.6692	66.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.7679	76.79%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9340	93.40%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8989	89.89%
Acute Oral Toxicity (c)	III	0.7041	70.41%
Estrogen receptor binding	+	0.8180	81.80%
Androgen receptor binding	+	0.5572	55.72%
Thyroid receptor binding	+	0.5304	53.04%
Glucocorticoid receptor binding	-	0.4673	46.73%
Aromatase binding	+	0.5211	52.11%
PPAR gamma	+	0.7306	73.06%
Honey bee toxicity	-	0.6882	68.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7167	71.67%

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	99.48%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.80%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.22%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.36%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	96.31%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.03%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.32%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.83%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.27%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.91%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.52%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.28%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	89.59%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.90%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.90%	96.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.91%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.62%	97.09%
CHEMBL3194	P02766	Transthyretin	82.95%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.05%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.75%	96.21%

Plants that contains it

• Allium neapolitanum

Cross-Links

• PubChem: 102065510
• LOTUS: LTS0256714
• wikiData: Q105323501