5-hydroxy-7-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-yl]oxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: d19e1e41-17ca-48b7-84d1-4cec341dc56b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5-hydroxy-7-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-yl]oxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5=CC(=C6C(=C5)OC(=C(C6=O)OC7C(C(C(C(O7)COC8C(C(C(C(O8)C)O)O)O)O)O)O)C9=CC=C(C=C9)O)O)C1=CC=C(C=C1)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)OC5=CC(=C6C(=C5)OC(=C(C6=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)O)O)C9=CC=C(C=C9)O)O)C1=CC=C(C=C1)O)O)O)O)O)O)O
• InChI: InChI=1S/C54H58O29/c1-17-33(59)39(65)43(69)51(75-17)73-15-29-35(61)41(67)45(71)53(80-29)82-49-37(63)31-25(57)11-23(13-27(31)78-47(49)19-3-7-21(55)8-4-19)77-24-12-26(58)32-28(14-24)79-48(20-5-9-22(56)10-6-20)50(38(32)64)83-54-46(72)42(68)36(62)30(81-54)16-74-52-44(70)40(66)34(60)18(2)76-52/h3-14,17-18,29-30,33-36,39-46,51-62,65-72H,15-16H2,1-2H3/t17-,18-,29+,30+,33-,34-,35-,36+,39+,40+,41-,42-,43+,44+,45+,46+,51-,52+,53-,54-/m0/s1
• InChI Key: IDEAHSWPVAPDEN-ACACJXAFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₅₈O₂₉
• Molecular Weight: 1171.00 g/mol
• Exact Mass: 1170.30637581 g/mol
• Topological Polar Surface Area (TPSA): 459.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.09
• H-Bond Acceptor: 29
• H-Bond Donor: 16
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6287	62.87%
Caco-2	-	0.8599	85.99%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7010	70.10%
OATP2B1 inhibitior	-	0.7235	72.35%
OATP1B1 inhibitior	+	0.8805	88.05%
OATP1B3 inhibitior	+	0.9592	95.92%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9328	93.28%
P-glycoprotein inhibitior	+	0.7416	74.16%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6353	63.53%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8597	85.97%
CYP3A4 inhibition	-	0.9418	94.18%
CYP2C9 inhibition	-	0.8607	86.07%
CYP2C19 inhibition	-	0.8982	89.82%
CYP2D6 inhibition	-	0.9682	96.82%
CYP1A2 inhibition	-	0.9171	91.71%
CYP2C8 inhibition	+	0.8238	82.38%
CYP inhibitory promiscuity	-	0.7970	79.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6863	68.63%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8971	89.71%
Skin irritation	-	0.8617	86.17%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7935	79.35%
Micronuclear	+	0.7133	71.33%
Hepatotoxicity	-	0.5967	59.67%
skin sensitisation	-	0.9301	93.01%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8345	83.45%
Acute Oral Toxicity (c)	III	0.6116	61.16%
Estrogen receptor binding	+	0.7338	73.38%
Androgen receptor binding	+	0.7274	72.74%
Thyroid receptor binding	+	0.6274	62.74%
Glucocorticoid receptor binding	+	0.7311	73.11%
Aromatase binding	+	0.5994	59.94%
PPAR gamma	+	0.7852	78.52%
Honey bee toxicity	-	0.7279	72.79%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5050	50.50%
Fish aquatic toxicity	+	0.9313	93.13%

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	99.07%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.40%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.13%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.42%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.36%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.45%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.38%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.13%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	93.88%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.21%	95.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.42%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.02%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.70%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.62%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.10%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.86%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.52%	97.09%
CHEMBL242	Q92731	Estrogen receptor beta	85.07%	98.35%
CHEMBL3194	P02766	Transthyretin	83.41%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.25%	97.36%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.83%	93.65%
CHEMBL4208	P20618	Proteasome component C5	81.25%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.00%	94.80%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.68%	90.71%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.58%	80.33%

Plants that contains it

• Chimarrhis turbinata

Cross-Links

• PubChem: 162820190
• LOTUS: LTS0059115
• wikiData: Q105111295