7-[(2S,3R,4S,5S,6R)-6-[[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 0e62290d-ffad-4f19-8439-c9a43757413f
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 7-[(2S,3R,4S,5S,6R)-6-[[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)OC4C(C(C(C(O4)COC5C(C(CO5)(CO)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@H]([C@@](CO5)(CO)O)O)O)O)O
• InChI: InChI=1S/C27H30O13/c1-35-14-4-2-13(3-5-14)17-9-36-18-8-15(6-7-16(18)20(17)29)39-25-23(32)22(31)21(30)19(40-25)10-37-26-24(33)27(34,11-28)12-38-26/h2-9,19,21-26,28,30-34H,10-12H2,1H3/t19-,21-,22+,23-,24-,25-,26-,27+/m1/s1
• InChI Key: PJHJORWYAZKNAL-YPHRCLHISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₃
• Molecular Weight: 562.50 g/mol
• Exact Mass: 562.16864101 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.89
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6999	69.99%
Caco-2	-	0.8885	88.85%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6762	67.62%
OATP2B1 inhibitior	-	0.8455	84.55%
OATP1B1 inhibitior	+	0.9265	92.65%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8488	84.88%
P-glycoprotein inhibitior	-	0.5064	50.64%
P-glycoprotein substrate	-	0.6244	62.44%
CYP3A4 substrate	+	0.6829	68.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8359	83.59%
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	+	0.5560	55.60%
CYP inhibitory promiscuity	-	0.8358	83.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5632	56.32%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9378	93.78%
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	+	0.7219	72.19%
Micronuclear	+	0.5774	57.74%
Hepatotoxicity	-	0.5698	56.98%
skin sensitisation	-	0.8789	87.89%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6953	69.53%
Acute Oral Toxicity (c)	III	0.6243	62.43%
Estrogen receptor binding	+	0.8481	84.81%
Androgen receptor binding	+	0.6964	69.64%
Thyroid receptor binding	+	0.5175	51.75%
Glucocorticoid receptor binding	+	0.5685	56.85%
Aromatase binding	+	0.6160	61.60%
PPAR gamma	+	0.7392	73.92%
Honey bee toxicity	-	0.8049	80.49%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	99.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.35%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.88%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.44%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	95.29%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.93%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.83%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.91%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.42%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.37%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.31%	96.00%
CHEMBL4302	P08183	P-glycoprotein 1	90.02%	92.98%
CHEMBL1907	P15144	Aminopeptidase N	89.31%	93.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.95%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.30%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.56%	99.23%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.31%	95.53%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.58%	97.28%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.52%	92.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.96%	97.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.88%	96.77%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.87%	95.83%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.96%	94.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.57%	99.15%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.07%	96.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.39%	97.14%

Plants that contains it

• Cyclopia intermedia

Cross-Links

• PubChem: 162992860
• LOTUS: LTS0101280
• wikiData: Q105209971