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

Details

• Internal ID: 1459931f-c7ea-4d06-b568-dff3e96c5caa
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)OC6C(C(C(C(O6)CO)O)OC7C(C(C(CO7)O)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=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C38H48O24/c1-11-21(44)26(49)29(52)35(56-11)55-10-19-23(46)27(50)34(62-37-30(53)32(24(47)18(8-39)58-37)60-36-28(51)22(45)16(43)9-54-36)38(59-19)61-33-25(48)20-15(42)6-14(41)7-17(20)57-31(33)12-2-4-13(40)5-3-12/h2-7,11,16,18-19,21-24,26-30,32,34-47,49-53H,8-10H2,1H3/t11-,16+,18+,19+,21-,22-,23+,24+,26+,27-,28+,29+,30+,32-,34+,35+,36-,37-,38-/m0/s1
• InChI Key: YVOFYSHGMZABBC-YOHINHMHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₈O₂₄
• Molecular Weight: 888.80 g/mol
• Exact Mass: 888.25355239 g/mol
• Topological Polar Surface Area (TPSA): 383.00 Ų
• XlogP: -4.10
• Atomic LogP (AlogP): -5.11
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 11

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	-	0.8998	89.98%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5874	58.74%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.8592	85.92%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7125	71.25%
P-glycoprotein inhibitior	+	0.5727	57.27%
P-glycoprotein substrate	+	0.6927	69.27%
CYP3A4 substrate	+	0.6978	69.78%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
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	+	0.8071	80.71%
CYP inhibitory promiscuity	-	0.8508	85.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6795	67.95%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.8303	83.03%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7915	79.15%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.6226	62.26%
skin sensitisation	-	0.9236	92.36%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9528	95.28%
Acute Oral Toxicity (c)	III	0.6207	62.07%
Estrogen receptor binding	+	0.8168	81.68%
Androgen receptor binding	+	0.6045	60.45%
Thyroid receptor binding	-	0.5092	50.92%
Glucocorticoid receptor binding	-	0.5400	54.00%
Aromatase binding	+	0.5777	57.77%
PPAR gamma	+	0.7353	73.53%
Honey bee toxicity	-	0.7057	70.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5850	58.50%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.77%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.49%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.17%	89.00%
CHEMBL2581	P07339	Cathepsin D	98.15%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.54%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.57%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.39%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.83%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.48%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.13%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.37%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.79%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.40%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.17%	95.83%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.71%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.55%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.44%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.75%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	84.27%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.77%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.43%	95.78%
CHEMBL4208	P20618	Proteasome component C5	82.97%	90.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.36%	80.33%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.81%	92.78%

Plants that contains it

• Styphnolobium japonicum

Cross-Links

• PubChem: 162932903
• LOTUS: LTS0182008
• wikiData: Q105365722