[2-[7-[4-[6-(Acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-3-[3-(4-hydroxyphenyl)prop-2-enoyloxy]-6-methyloxan-4-yl] 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 7f8640a7-4762-4130-a809-395462426875
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [2-[7-[4-[6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-3-[3-(4-hydroxyphenyl)prop-2-enoyloxy]-6-methyloxan-4-yl] 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=C3)OC(=C(C4=O)OC5C(C(C(C(O5)C)O)OC(=O)C=CC6=CC=C(C=C6)O)OC(=O)C=CC7=CC=C(C=C7)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): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=C3)OC(=C(C4=O)OC5C(C(C(C(O5)C)O)OC(=O)C=CC6=CC=C(C=C6)O)OC(=O)C=CC7=CC=C(C=C7)O)C8=CC=C(C=C8)O)O)CO)O)OC9C(C(C(C(O9)COC(=O)C)O)O)O)O)O)O
• InChI: InChI=1S/C59H64O29/c1-24-41(68)46(73)48(75)56(78-24)88-55-52(86-57-49(76)47(74)43(70)37(83-57)23-77-26(3)61)44(71)36(22-60)82-59(55)80-33-20-34(65)40-35(21-33)81-50(29-10-16-32(64)17-11-29)53(45(40)72)87-58-54(85-39(67)19-9-28-6-14-31(63)15-7-28)51(42(69)25(2)79-58)84-38(66)18-8-27-4-12-30(62)13-5-27/h4-21,24-25,36-37,41-44,46-49,51-52,54-60,62-65,68-71,73-76H,22-23H2,1-3H3
• InChI Key: NHUNARRCEMHWDB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₆₄O₂₉
• Molecular Weight: 1237.10 g/mol
• Exact Mass: 1236.35332600 g/mol
• Topological Polar Surface Area (TPSA): 442.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -0.56
• H-Bond Acceptor: 29
• H-Bond Donor: 13
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6127	61.27%
Caco-2	-	0.8621	86.21%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5685	56.85%
OATP2B1 inhibitior	-	0.7258	72.58%
OATP1B1 inhibitior	+	0.8596	85.96%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9175	91.75%
P-glycoprotein inhibitior	+	0.7412	74.12%
P-glycoprotein substrate	+	0.6588	65.88%
CYP3A4 substrate	+	0.7078	70.78%
CYP2C9 substrate	-	0.8143	81.43%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.9511	95.11%
CYP2C9 inhibition	-	0.9282	92.82%
CYP2C19 inhibition	-	0.9346	93.46%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	-	0.9090	90.90%
CYP2C8 inhibition	+	0.8504	85.04%
CYP inhibitory promiscuity	-	0.8024	80.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7137	71.37%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.8353	83.53%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7777	77.77%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9020	90.20%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9374	93.74%
Acute Oral Toxicity (c)	III	0.5854	58.54%
Estrogen receptor binding	+	0.7625	76.25%
Androgen receptor binding	+	0.6876	68.76%
Thyroid receptor binding	+	0.6210	62.10%
Glucocorticoid receptor binding	+	0.7188	71.88%
Aromatase binding	+	0.5573	55.73%
PPAR gamma	+	0.7823	78.23%
Honey bee toxicity	-	0.6530	65.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9706	97.06%

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	99.70%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.62%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.04%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.23%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.58%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.45%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.27%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.02%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	93.01%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.66%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.89%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.42%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.38%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.27%	99.15%
CHEMBL3194	P02766	Transthyretin	87.94%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.90%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.74%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.08%	94.00%
CHEMBL242	Q92731	Estrogen receptor beta	87.07%	98.35%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.02%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.97%	95.78%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.71%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.23%	86.92%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.54%	95.50%

Plants that contains it

• Aucklandia costus

Cross-Links

• PubChem: 162995575
• LOTUS: LTS0245327
• wikiData: Q105179593