[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: c2d8d6cb-a76c-41b2-b5a9-143a6c33dce5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3=C(C(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)OC)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)/C=C/C(=O)OC[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)OC3=C(C(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)OC)O)O)O
• InChI: InChI=1S/C33H32O15/c1-42-21-10-15(11-22(43-2)27(21)37)4-9-25(36)45-14-24-28(38)30(40)31(41)33(48-24)47-23-13-20-26(29(39)32(23)44-3)18(35)12-19(46-20)16-5-7-17(34)8-6-16/h4-13,24,28,30-31,33-34,37-41H,14H2,1-3H3/b9-4+/t24-,28-,30+,31-,33-/m0/s1
• InChI Key: HCIVBTCBTDTJFG-LXWFBSONSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₂O₁₅
• Molecular Weight: 668.60 g/mol
• Exact Mass: 668.17412031 g/mol
• Topological Polar Surface Area (TPSA): 220.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5530	55.30%
Caco-2	-	0.8803	88.03%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5729	57.29%
OATP2B1 inhibitior	+	0.5720	57.20%
OATP1B1 inhibitior	+	0.7350	73.50%
OATP1B3 inhibitior	+	0.9478	94.78%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7854	78.54%
P-glycoprotein inhibitior	+	0.7300	73.00%
P-glycoprotein substrate	+	0.5571	55.71%
CYP3A4 substrate	+	0.6655	66.55%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.8666	86.66%
CYP3A4 inhibition	-	0.9007	90.07%
CYP2C9 inhibition	-	0.8872	88.72%
CYP2C19 inhibition	-	0.9236	92.36%
CYP2D6 inhibition	-	0.9301	93.01%
CYP1A2 inhibition	-	0.9344	93.44%
CYP2C8 inhibition	+	0.8714	87.14%
CYP inhibitory promiscuity	-	0.7459	74.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6348	63.48%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.8375	83.75%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3689	36.89%
Micronuclear	+	0.7092	70.92%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9161	91.61%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9601	96.01%
Acute Oral Toxicity (c)	III	0.5848	58.48%
Estrogen receptor binding	+	0.8198	81.98%
Androgen receptor binding	+	0.7609	76.09%
Thyroid receptor binding	+	0.5824	58.24%
Glucocorticoid receptor binding	+	0.7555	75.55%
Aromatase binding	+	0.6011	60.11%
PPAR gamma	+	0.7329	73.29%
Honey bee toxicity	-	0.7231	72.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9530	95.30%

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	99.43%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.38%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.76%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.16%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.36%	96.00%
CHEMBL3194	P02766	Transthyretin	93.85%	90.71%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.87%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.72%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.75%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.43%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.13%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.54%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.20%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.76%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.85%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.25%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.31%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	82.73%	92.50%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.82%	95.78%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.80%	91.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.71%	94.33%

Plants that contains it

• Rhaponticoides africana

Cross-Links

• PubChem: 162816976
• LOTUS: LTS0156071
• wikiData: Q105025706