3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-(5-hydroxy-7-methoxy-4-oxochromen-3-yl)phenoxy]oxan-2-yl]methoxy]propanoic acid

Details

• Internal ID: 8d69ac82-7c56-4c51-875c-ed1f997f943f
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-(5-hydroxy-7-methoxy-4-oxochromen-3-yl)phenoxy]oxan-2-yl]methoxy]propanoic acid
• InChI: InChI=1S/C25H24O13/c1-34-13-6-15(26)20-16(7-13)35-9-14(21(20)30)11-2-4-12(5-3-11)37-25-24(33)23(32)22(31)17(38-25)10-36-19(29)8-18(27)28/h2-7,9,17,22-26,31-33H,8,10H2,1H3,(H,27,28)/t17-,22-,23+,24-,25-/m1/s1
• InChI Key: RSPQQLVFSYOSOU-RBZNUJCTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₁₃
• Molecular Weight: 532.40 g/mol
• Exact Mass: 532.12169082 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4650	46.50%
Caco-2	-	0.8843	88.43%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6150	61.50%
OATP2B1 inhibitior	-	0.8433	84.33%
OATP1B1 inhibitior	+	0.9225	92.25%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8573	85.73%
P-glycoprotein inhibitior	+	0.6458	64.58%
P-glycoprotein substrate	-	0.7453	74.53%
CYP3A4 substrate	+	0.6422	64.22%
CYP2C9 substrate	-	0.6278	62.78%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	-	0.8782	87.82%
CYP2C9 inhibition	-	0.9310	93.10%
CYP2C19 inhibition	-	0.9222	92.22%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.9104	91.04%
CYP2C8 inhibition	+	0.7009	70.09%
CYP inhibitory promiscuity	-	0.9238	92.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6500	65.00%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9205	92.05%
Skin irritation	-	0.8282	82.82%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5163	51.63%
Micronuclear	+	0.6918	69.18%
Hepatotoxicity	-	0.6198	61.98%
skin sensitisation	-	0.9297	92.97%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8376	83.76%
Acute Oral Toxicity (c)	III	0.6607	66.07%
Estrogen receptor binding	+	0.8412	84.12%
Androgen receptor binding	+	0.6802	68.02%
Thyroid receptor binding	-	0.4912	49.12%
Glucocorticoid receptor binding	+	0.6469	64.69%
Aromatase binding	-	0.4866	48.66%
PPAR gamma	+	0.7435	74.35%
Honey bee toxicity	-	0.8539	85.39%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9093	90.93%

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	99.19%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.48%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.32%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.54%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.56%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.05%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.93%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.45%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.57%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.77%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.38%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	86.83%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.83%	96.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.86%	95.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.77%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	85.30%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	84.08%	91.19%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.90%	95.83%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.41%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.95%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.06%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.97%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	80.78%	92.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.32%	94.00%

Plants that contains it

• Trifolium pratense

Cross-Links

• PubChem: 101010453
• LOTUS: LTS0200571
• wikiData: Q104393108