[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methyl-4-oxochromen-6-yl]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: bf86fc0f-a6d9-4644-a97e-9c1ade1edcf9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methyl-4-oxochromen-6-yl]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1=CC2=C(C(=O)C=C(O2)C3=CC=C(C=C3)O)C(=C1C4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)COC(=O)C=CC6=CC(=C(C=C6)O)OC)O)O)O)O
• SMILES (Isomeric): CC1=CC2=C(C(=O)C=C(O2)C3=CC=C(C=C3)O)C(=C1[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)/C=C/C6=CC(=C(C=C6)O)OC)O)O)O)O
• InChI: InChI=1S/C38H40O17/c1-16-11-24-29(21(42)13-22(52-24)18-5-7-19(40)8-6-18)32(46)28(16)36-37(34(48)30(44)25(14-39)53-36)55-38-35(49)33(47)31(45)26(54-38)15-51-27(43)10-4-17-3-9-20(41)23(12-17)50-2/h3-13,25-26,30-31,33-41,44-49H,14-15H2,1-2H3/b10-4+/t25-,26-,30-,31-,33+,34+,35-,36+,37-,38+/m1/s1
• InChI Key: BJUUGDYAECNZGU-IHIXZLSHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₀O₁₇
• Molecular Weight: 768.70 g/mol
• Exact Mass: 768.22654980 g/mol
• Topological Polar Surface Area (TPSA): 272.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5340	53.40%
Caco-2	-	0.8896	88.96%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5166	51.66%
OATP2B1 inhibitior	-	0.7111	71.11%
OATP1B1 inhibitior	+	0.8272	82.72%
OATP1B3 inhibitior	+	0.9824	98.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6509	65.09%
P-glycoprotein inhibitior	+	0.6507	65.07%
P-glycoprotein substrate	+	0.5571	55.71%
CYP3A4 substrate	+	0.7060	70.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	-	0.9031	90.31%
CYP2C9 inhibition	-	0.8732	87.32%
CYP2C19 inhibition	-	0.8905	89.05%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.9355	93.55%
CYP2C8 inhibition	+	0.8665	86.65%
CYP inhibitory promiscuity	-	0.7496	74.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9134	91.34%
Skin irritation	-	0.8436	84.36%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.6655	66.55%
Human Ether-a-go-go-Related Gene inhibition	+	0.7704	77.04%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.8091	80.91%
skin sensitisation	-	0.8927	89.27%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9724	97.24%
Acute Oral Toxicity (c)	III	0.6240	62.40%
Estrogen receptor binding	+	0.8268	82.68%
Androgen receptor binding	+	0.7822	78.22%
Thyroid receptor binding	+	0.5446	54.46%
Glucocorticoid receptor binding	+	0.6993	69.93%
Aromatase binding	+	0.6096	60.96%
PPAR gamma	+	0.7347	73.47%
Honey bee toxicity	-	0.6767	67.67%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8986	89.86%

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	99.78%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.73%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.67%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.72%	85.14%
CHEMBL3194	P02766	Transthyretin	95.51%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.11%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.79%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.99%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.41%	91.49%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.76%	96.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.49%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.33%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.20%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.86%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.41%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.09%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.72%	97.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.94%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.15%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.09%	95.78%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.02%	97.28%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.98%	97.36%
CHEMBL220	P22303	Acetylcholinesterase	80.72%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	80.50%	92.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.04%	89.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.03%	99.23%

Plants that contains it

• Lappula squarrosa
• Ziziphus jujuba

Cross-Links

• PubChem: 5316122
• NPASS: NPC70437