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

Details

• Internal ID: 9b79776e-bdd1-4c1a-aa99-883afceec92f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[3-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=C3)OC(=C(C4=O)OC5C(C(C(C(O5)COC6C(C(C(C(O6)C)OC7C(C(C(C(O7)CO)O)O)O)O)O)O)O)O)C8=CC=C(C=C8)O)O)CO)O)OC9C(C(C(C(O9)COC(=O)C)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(=C3)OC(=C(C4=O)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)O)O)C8=CC=C(C=C8)O)O)CO)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)COC(=O)C)O)O)O)O)O)O
• InChI: InChI=1S/C53H72O35/c1-14-27(59)33(65)38(70)49(77-14)88-47-45(86-51-40(72)35(67)29(61)24(83-51)12-75-16(3)56)31(63)23(11-55)82-53(47)79-19-8-20(58)26-21(9-19)80-44(17-4-6-18(57)7-5-17)46(32(26)64)87-52-41(73)36(68)30(62)25(84-52)13-76-48-42(74)37(69)43(15(2)78-48)85-50-39(71)34(66)28(60)22(10-54)81-50/h4-9,14-15,22-25,27-31,33-43,45,47-55,57-63,65-74H,10-13H2,1-3H3/t14-,15-,22+,23+,24+,25+,27-,28+,29+,30-,31+,33+,34-,35-,36-,37-,38+,39+,40+,41+,42+,43-,45-,47+,48+,49-,50-,51-,52-,53+/m0/s1
• InChI Key: SCSCAUJAKWCTFX-BHFSXETMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₂O₃₅
• Molecular Weight: 1269.10 g/mol
• Exact Mass: 1268.3854140 g/mol
• Topological Polar Surface Area (TPSA): 548.00 Ų
• XlogP: -7.00
• Atomic LogP (AlogP): -8.85
• H-Bond Acceptor: 35
• H-Bond Donor: 19
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8648	86.48%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5918	59.18%
OATP2B1 inhibitior	-	0.7317	73.17%
OATP1B1 inhibitior	+	0.8822	88.22%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9306	93.06%
P-glycoprotein inhibitior	+	0.7384	73.84%
P-glycoprotein substrate	+	0.6556	65.56%
CYP3A4 substrate	+	0.6913	69.13%
CYP2C9 substrate	+	0.5404	54.04%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.9686	96.86%
CYP2C9 inhibition	-	0.9465	94.65%
CYP2C19 inhibition	-	0.9502	95.02%
CYP2D6 inhibition	-	0.9684	96.84%
CYP1A2 inhibition	-	0.9122	91.22%
CYP2C8 inhibition	+	0.7960	79.60%
CYP inhibitory promiscuity	-	0.8718	87.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7266	72.66%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8985	89.85%
Skin irritation	-	0.8528	85.28%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7974	79.74%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9328	93.28%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8087	80.87%
Acute Oral Toxicity (c)	III	0.6063	60.63%
Estrogen receptor binding	+	0.8107	81.07%
Androgen receptor binding	+	0.6732	67.32%
Thyroid receptor binding	+	0.6466	64.66%
Glucocorticoid receptor binding	+	0.7684	76.84%
Aromatase binding	+	0.6156	61.56%
PPAR gamma	+	0.8243	82.43%
Honey bee toxicity	-	0.6833	68.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9337	93.37%

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%
CHEMBL1951	P21397	Monoamine oxidase A	98.95%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.93%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.69%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.34%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.79%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.52%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.75%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.53%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.53%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.41%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.54%	99.15%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.01%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.14%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.90%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.80%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.21%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.91%	93.10%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.28%	86.92%

Plants that contains it

• Aucklandia costus

Cross-Links

• PubChem: 163025805
• LOTUS: LTS0102500
• wikiData: Q105250373