8-methoxy-3-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: a02c9115-1ee5-40af-980f-056c563adca7
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 8-methoxy-3-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3OC)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)O)O
• InChI: InChI=1S/C28H32O14/c1-36-13-5-3-12(4-6-13)15-9-38-25-14(19(15)30)7-8-17(26(25)37-2)41-28-24(35)22(33)21(32)18(42-28)11-40-27-23(34)20(31)16(29)10-39-27/h3-9,16,18,20-24,27-29,31-35H,10-11H2,1-2H3/t16-,18-,20+,21-,22+,23-,24-,27+,28-/m1/s1
• InChI Key: QKDDVJDRIAXATE-PVEXOCAHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₄
• Molecular Weight: 592.50 g/mol
• Exact Mass: 592.17920569 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.88
• H-Bond Acceptor: 14
• 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	+	0.5735	57.35%
Caco-2	-	0.8777	87.77%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6488	64.88%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.9051	90.51%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7389	73.89%
P-glycoprotein inhibitior	-	0.5465	54.65%
P-glycoprotein substrate	-	0.6664	66.64%
CYP3A4 substrate	+	0.6798	67.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8241	82.41%
CYP3A4 inhibition	-	0.9232	92.32%
CYP2C9 inhibition	-	0.9458	94.58%
CYP2C19 inhibition	-	0.9169	91.69%
CYP2D6 inhibition	-	0.9187	91.87%
CYP1A2 inhibition	-	0.9107	91.07%
CYP2C8 inhibition	+	0.5892	58.92%
CYP inhibitory promiscuity	-	0.8651	86.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7048	70.48%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9360	93.60%
Skin irritation	-	0.8405	84.05%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7243	72.43%
Micronuclear	+	0.6274	62.74%
Hepatotoxicity	-	0.5726	57.26%
skin sensitisation	-	0.9213	92.13%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8889	88.89%
Acute Oral Toxicity (c)	III	0.7026	70.26%
Estrogen receptor binding	+	0.8364	83.64%
Androgen receptor binding	+	0.6461	64.61%
Thyroid receptor binding	+	0.5149	51.49%
Glucocorticoid receptor binding	+	0.5956	59.56%
Aromatase binding	-	0.4852	48.52%
PPAR gamma	+	0.7295	72.95%
Honey bee toxicity	-	0.8349	83.49%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6849	68.49%
Fish aquatic toxicity	+	0.8488	84.88%

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	98.15%	91.11%
CHEMBL4302	P08183	P-glycoprotein 1	96.81%	92.98%
CHEMBL2581	P07339	Cathepsin D	96.28%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.18%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.78%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.43%	86.92%
CHEMBL1907	P15144	Aminopeptidase N	91.98%	93.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.94%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.46%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.44%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.23%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.39%	96.77%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.12%	95.53%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.89%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.21%	92.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.44%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.13%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.45%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.56%	99.23%

Plants that contains it

• Mucuna birdwoodiana

Cross-Links

• PubChem: 162842855
• LOTUS: LTS0072795
• wikiData: Q105223015