isorhamnetin 3-O-(6"-O-feruloyl)-glucoside

Details

• Internal ID: 32ecffb8-9d58-4e55-828a-f51fa46d7ceb
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O)O
• InChI: InChI=1S/C32H30O15/c1-42-20-9-14(3-6-17(20)34)4-8-24(37)44-13-23-26(38)28(40)29(41)32(46-23)47-31-27(39)25-19(36)11-16(33)12-22(25)45-30(31)15-5-7-18(35)21(10-15)43-2/h3-12,23,26,28-29,32-36,38,40-41H,13H2,1-2H3/b8-4+/t23-,26-,28+,29-,32+/m1/s1
• InChI Key: ZMFSDFSWZVXOBB-OPULMQKPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₀O₁₅
• Molecular Weight: 654.60 g/mol
• Exact Mass: 654.15847025 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5497	54.97%
Caco-2	-	0.8868	88.68%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5992	59.92%
OATP2B1 inhibitior	-	0.5679	56.79%
OATP1B1 inhibitior	+	0.8878	88.78%
OATP1B3 inhibitior	+	0.9722	97.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6856	68.56%
P-glycoprotein inhibitior	+	0.7020	70.20%
P-glycoprotein substrate	-	0.5500	55.00%
CYP3A4 substrate	+	0.6754	67.54%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.8666	86.66%
CYP3A4 inhibition	-	0.8455	84.55%
CYP2C9 inhibition	-	0.8273	82.73%
CYP2C19 inhibition	-	0.8803	88.03%
CYP2D6 inhibition	-	0.9211	92.11%
CYP1A2 inhibition	-	0.9283	92.83%
CYP2C8 inhibition	+	0.9144	91.44%
CYP inhibitory promiscuity	-	0.7127	71.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6664	66.64%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9137	91.37%
Skin irritation	-	0.8297	82.97%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.6428	64.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.3652	36.52%
Micronuclear	+	0.7392	73.92%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9104	91.04%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9510	95.10%
Acute Oral Toxicity (c)	III	0.5896	58.96%
Estrogen receptor binding	+	0.7743	77.43%
Androgen receptor binding	+	0.7652	76.52%
Thyroid receptor binding	+	0.5386	53.86%
Glucocorticoid receptor binding	+	0.7261	72.61%
Aromatase binding	+	0.5373	53.73%
PPAR gamma	+	0.6655	66.55%
Honey bee toxicity	-	0.7610	76.10%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9512	95.12%

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	99.31%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.68%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.37%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.79%	96.09%
CHEMBL3194	P02766	Transthyretin	95.46%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.29%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.09%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	93.18%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.30%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.93%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.39%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.69%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.89%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.95%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.80%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.53%	94.00%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	85.84%	98.21%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.04%	89.62%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.56%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.28%	99.15%
CHEMBL4208	P20618	Proteasome component C5	83.03%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.86%	80.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.84%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.94%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.82%	97.09%

Plants that contains it

• Baphia pubescens
• Lasiosiphon kraussianus
• Morinda morindoides
• Petrosedum pruinatum
• Populus angustifolia
• Sarcopyramis bodinieri
• Sasa senanensis

Cross-Links

• PubChem: 90657785
• NPASS: NPC199817
• LOTUS: LTS0160472
• wikiData: Q76804449