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

Details

• Internal ID: f57a5406-f4ef-455f-a345-af031b9405cf
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3R,4S,5R,6S)-4-hydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-5-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)C)O)O)O)C6=CC=C(C=C6)O)OC7C(C(C(C(O7)C)O)O)O)O)OC(=O)C=CC8=CC=C(C=C8)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[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)C6=CC=C(C=C6)O)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O)OC(=O)/C=C/C8=CC=C(C=C8)O)O)O)O
• InChI: InChI=1S/C48H56O25/c1-17-30(53)34(57)37(60)45(65-17)64-16-27-42(71-28(52)13-6-20-4-9-22(49)10-5-20)40(63)44(73-47-39(62)36(59)32(55)19(3)67-47)48(70-27)72-43-33(56)29-25(51)14-24(68-46-38(61)35(58)31(54)18(2)66-46)15-26(29)69-41(43)21-7-11-23(50)12-8-21/h4-15,17-19,27,30-32,34-40,42,44-51,53-55,57-63H,16H2,1-3H3/b13-6+/t17-,18-,19-,27+,30-,31-,32-,34+,35+,36+,37+,38+,39+,40-,42-,44+,45+,46-,47-,48-/m0/s1
• InChI Key: VSRCKKDSEHQLHW-OYCGPPTRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₅₆O₂₅
• Molecular Weight: 1032.90 g/mol
• Exact Mass: 1032.31106727 g/mol
• Topological Polar Surface Area (TPSA): 389.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -2.07
• H-Bond Acceptor: 25
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4658	46.58%
Caco-2	-	0.8796	87.96%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6895	68.95%
OATP2B1 inhibitior	-	0.7164	71.64%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.8948	89.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7895	78.95%
P-glycoprotein inhibitior	+	0.7066	70.66%
P-glycoprotein substrate	+	0.6736	67.36%
CYP3A4 substrate	+	0.6974	69.74%
CYP2C9 substrate	-	0.8189	81.89%
CYP2D6 substrate	-	0.8775	87.75%
CYP3A4 inhibition	-	0.8696	86.96%
CYP2C9 inhibition	-	0.8312	83.12%
CYP2C19 inhibition	-	0.9189	91.89%
CYP2D6 inhibition	-	0.9291	92.91%
CYP1A2 inhibition	-	0.9155	91.55%
CYP2C8 inhibition	+	0.8570	85.70%
CYP inhibitory promiscuity	-	0.6053	60.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6364	63.64%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.8378	83.78%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6852	68.52%
Micronuclear	+	0.7092	70.92%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8943	89.43%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9299	92.99%
Acute Oral Toxicity (c)	III	0.5960	59.60%
Estrogen receptor binding	+	0.7828	78.28%
Androgen receptor binding	+	0.6751	67.51%
Thyroid receptor binding	+	0.5899	58.99%
Glucocorticoid receptor binding	+	0.6623	66.23%
Aromatase binding	+	0.5213	52.13%
PPAR gamma	+	0.7454	74.54%
Honey bee toxicity	-	0.6868	68.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9737	97.37%

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	99.61%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.33%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.95%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.99%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.55%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.28%	94.73%
CHEMBL3194	P02766	Transthyretin	91.61%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.72%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.17%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.15%	99.17%
CHEMBL242	Q92731	Estrogen receptor beta	89.85%	98.35%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.69%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.83%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.38%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.70%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.01%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.64%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.48%	97.09%
CHEMBL4208	P20618	Proteasome component C5	86.20%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.83%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.53%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.31%	91.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.16%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.83%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.19%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.80%	95.50%

Plants that contains it

• Cladrastis kentukea

Cross-Links

• PubChem: 11843083
• LOTUS: LTS0076471
• wikiData: Q105292454