7-[[6-O-(5-O-D-Apio-beta-D-furanosyl-D-apio-beta-D-furanosyl)-beta-D-glucopyranosyl]oxy]-4'-methoxy-5-hydroxyisoflavone

Details

• Internal ID: 99dac892-0b96-49ce-95bd-b5d6c2327ec2
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S)-4-[[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxyoxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-3-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)OC4C(C(C(C(O4)COC5C(C(CO5)(COC6C(C(CO6)(CO)O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@](CO5)(CO[C@H]6[C@@H]([C@](CO6)(CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C32H38O18/c1-43-15-4-2-14(3-5-15)17-8-44-19-7-16(6-18(34)21(19)22(17)35)49-28-25(38)24(37)23(36)20(50-28)9-45-29-27(40)32(42,12-47-29)13-48-30-26(39)31(41,10-33)11-46-30/h2-8,20,23-30,33-34,36-42H,9-13H2,1H3/t20-,23-,24+,25-,26+,27+,28-,29-,30+,31-,32+/m1/s1
• InChI Key: CKLMBUIIPNQRLI-DJSJNSIOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₈
• Molecular Weight: 710.60 g/mol
• Exact Mass: 710.20581436 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.72
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

• 7-[[6-O-(5-O-D-Apio-beta-D-furanosyl-D-apio-beta-D-furanosyl)-beta-D-glucopyranosyl]oxy]-4'-methoxy-5-hydroxyisoflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6999	69.99%
Caco-2	-	0.8789	87.89%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6762	67.62%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.9249	92.49%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8979	89.79%
P-glycoprotein inhibitior	+	0.6610	66.10%
P-glycoprotein substrate	-	0.5405	54.05%
CYP3A4 substrate	+	0.6870	68.70%
CYP2C9 substrate	-	0.8407	84.07%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.8688	86.88%
CYP2C9 inhibition	-	0.8938	89.38%
CYP2C19 inhibition	-	0.8148	81.48%
CYP2D6 inhibition	-	0.9092	90.92%
CYP1A2 inhibition	-	0.9115	91.15%
CYP2C8 inhibition	+	0.7145	71.45%
CYP inhibitory promiscuity	-	0.8358	83.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5632	56.32%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9121	91.21%
Skin irritation	-	0.8179	81.79%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7882	78.82%
Micronuclear	+	0.5774	57.74%
Hepatotoxicity	-	0.6698	66.98%
skin sensitisation	-	0.8789	87.89%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6405	64.05%
Acute Oral Toxicity (c)	III	0.6243	62.43%
Estrogen receptor binding	+	0.8241	82.41%
Androgen receptor binding	+	0.6970	69.70%
Thyroid receptor binding	+	0.5150	51.50%
Glucocorticoid receptor binding	+	0.6213	62.13%
Aromatase binding	+	0.6092	60.92%
PPAR gamma	+	0.7325	73.25%
Honey bee toxicity	-	0.7777	77.77%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7753	77.53%

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%
CHEMBL2581	P07339	Cathepsin D	97.28%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.65%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	95.43%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.32%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.13%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.95%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.53%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.26%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.14%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.24%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.58%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.01%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.94%	99.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.74%	97.28%
CHEMBL1907	P15144	Aminopeptidase N	86.48%	93.31%
CHEMBL4208	P20618	Proteasome component C5	86.28%	90.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.10%	95.53%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.69%	97.36%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.55%	85.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.05%	95.83%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.96%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.62%	96.00%
CHEMBL4581	P52732	Kinesin-like protein 1	81.52%	93.18%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.38%	94.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.84%	95.71%

Plants that contains it

• Dalbergia sissoo
• Solanum crinitum

Cross-Links

• PubChem: 57396079
• NPASS: NPC10802
• LOTUS: LTS0045654
• wikiData: Q104962507