3'-Methoxypuerarin

Details

• Internal ID: bfcc5869-a835-4669-af04-04c223f51f23
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid C-glycosides
• IUPAC Name: 7-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
• InChI: InChI=1S/C22H22O10/c1-30-14-6-9(2-4-12(14)24)11-8-31-21-10(17(11)26)3-5-13(25)16(21)22-20(29)19(28)18(27)15(7-23)32-22/h2-6,8,15,18-20,22-25,27-29H,7H2,1H3/t15-,18-,19+,20-,22+/m1/s1
• InChI Key: HQQUZVFMUSCUJS-PGPONNFDSA-N
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₁₀
• Molecular Weight: 446.40 g/mol
• Exact Mass: 446.12129689 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.39
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

• 117047-07-1
• 7-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
• 7-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-8-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)chromen-4-one
• RefChem:90458
• 3''-methoxypuerarin
• 3'-Methoxy puerarin
• 3'- METHOXY PUERARIN
• 7-Hydroxy-3-(4-hydroxy-3-methoxyphenyl)-8-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one
• Puerariaglycoside 3
• MFCD21363095
• 3 inverted exclamation mark - METHOXY PUERARIN
• 3'-Methoxypuerarin (Standard)
• orb1302287
• SCHEMBL8582185
• CHEMBL3902210
• SCHEMBL29466680
• HY-N1978R
• 3'-Methoxydaidzein 8-C-glucoside
• HY-N1978
• MSK161122
• AKOS030573599
• 3invertedexclamationmark-Methoxypuerarin
• FM65945
• AC-34376
• DA-69979
• MS-28051
• PD100425
• CS-0018298
• 3 inverted exclamation mark -Methoxy puerarin
• (8-beta-d-glucopyranosyl-7-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-4h-1-benzopyran-4-one)
• 4H-1-Benzopyran-4-one,8-b-D-glucopyranosyl-7-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-
• 3'-Methoxypuerarin7-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one; 3-Methoxy puerarin
• 7-hydroxy-3-(4-hydroxy-3-methoxy-phenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6545	65.45%
Caco-2	-	0.9177	91.77%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6233	62.33%
OATP2B1 inhibitior	+	0.5820	58.20%
OATP1B1 inhibitior	+	0.8819	88.19%
OATP1B3 inhibitior	+	0.9830	98.30%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6588	65.88%
P-glycoprotein inhibitior	-	0.6262	62.62%
P-glycoprotein substrate	-	0.8314	83.14%
CYP3A4 substrate	+	0.6173	61.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7970	79.70%
CYP3A4 inhibition	-	0.7983	79.83%
CYP2C9 inhibition	-	0.8483	84.83%
CYP2C19 inhibition	-	0.8386	83.86%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	-	0.8015	80.15%
CYP2C8 inhibition	+	0.6963	69.63%
CYP inhibitory promiscuity	-	0.6314	63.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6988	69.88%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8606	86.06%
Skin irritation	-	0.8040	80.40%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	+	0.5435	54.35%
Human Ether-a-go-go-Related Gene inhibition	-	0.5327	53.27%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	+	0.6927	69.27%
skin sensitisation	-	0.9200	92.00%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5514	55.14%
Acute Oral Toxicity (c)	III	0.6599	65.99%
Estrogen receptor binding	+	0.6591	65.91%
Androgen receptor binding	+	0.7023	70.23%
Thyroid receptor binding	-	0.4918	49.18%
Glucocorticoid receptor binding	+	0.6917	69.17%
Aromatase binding	-	0.5432	54.32%
PPAR gamma	+	0.6673	66.73%
Honey bee toxicity	-	0.8008	80.08%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	-	0.4258	42.58%

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	99.22%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.43%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.56%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.58%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.82%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.79%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.62%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.49%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.90%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.40%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	87.17%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.14%	96.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.04%	95.53%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.47%	92.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.30%	92.62%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.85%	96.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.10%	97.14%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.96%	80.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.71%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	81.15%	94.73%
CHEMBL1907	P15144	Aminopeptidase N	80.63%	93.31%

Plants that contains it

• Hemerocallis fulva
• Pueraria montana var. lobata

Cross-Links

• PubChem: 5319485
• NPASS: NPC222497
• LOTUS: LTS0066593
• wikiData: Q104398971