Astraisoflavanin

Details

• Internal ID: 24fb2a60-dad4-4f5d-966f-28d6a186f8ce
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[[(3S)-3-(3-hydroxy-2,4-dimethoxyphenyl)-3,4-dihydro-2H-chromen-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C(=C(C=C1)C2CC3=C(C=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC2)OC)O
• SMILES (Isomeric): COC1=C(C(=C(C=C1)[C@@H]2CC3=C(C=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC2)OC)O
• InChI: InChI=1S/C23H28O10/c1-29-15-6-5-14(22(30-2)19(15)26)12-7-11-3-4-13(8-16(11)31-10-12)32-23-21(28)20(27)18(25)17(9-24)33-23/h3-6,8,12,17-18,20-21,23-28H,7,9-10H2,1-2H3/t12-,17-,18-,20+,21-,23-/m1/s1
• InChI Key: ABIQOWLHYABFIJ-IMVNFGOTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₁₀
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.16824709 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.31
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• 131749-60-5
• Mucronulatol -7-O-glucopyranoside
• (2S,3R,4S,5S,6R)-2-[[(3S)-3-(3-hydroxy-2,4-dimethoxyphenyl)-3,4-dihydro-2H-chromen-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• DTXSID90157193
• beta-D-Glucopyranoside, 3,4-dihydro-3-(3-hydroxy-2,4-dimethoxyphenyl)-2H-1-benzopyran-7-yl, (S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6269	62.69%
Caco-2	-	0.8145	81.45%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6132	61.32%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.9141	91.41%
OATP1B3 inhibitior	+	0.9774	97.74%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5741	57.41%
P-glycoprotein inhibitior	-	0.5373	53.73%
P-glycoprotein substrate	-	0.5605	56.05%
CYP3A4 substrate	+	0.6478	64.78%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.7492	74.92%
CYP3A4 inhibition	-	0.9516	95.16%
CYP2C9 inhibition	-	0.9005	90.05%
CYP2C19 inhibition	-	0.8405	84.05%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	-	0.9011	90.11%
CYP2C8 inhibition	+	0.6667	66.67%
CYP inhibitory promiscuity	-	0.7219	72.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6997	69.97%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9312	93.12%
Skin irritation	-	0.8521	85.21%
Skin corrosion	-	0.9619	96.19%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6794	67.94%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9237	92.37%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8686	86.86%
Acute Oral Toxicity (c)	III	0.6594	65.94%
Estrogen receptor binding	+	0.8215	82.15%
Androgen receptor binding	-	0.5082	50.82%
Thyroid receptor binding	+	0.5956	59.56%
Glucocorticoid receptor binding	-	0.5695	56.95%
Aromatase binding	-	0.5582	55.82%
PPAR gamma	+	0.7109	71.09%
Honey bee toxicity	-	0.8315	83.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.7562	75.62%

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	98.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.27%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.49%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.35%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	94.17%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.63%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.44%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.87%	94.00%
CHEMBL2581	P07339	Cathepsin D	88.41%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.01%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.20%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.87%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.54%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.15%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.14%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.79%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.24%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.67%	89.62%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.26%	95.78%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.22%	96.21%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.54%	99.15%

Plants that contains it

• Astragalus mongholicus

Cross-Links

• PubChem: 131420
• NPASS: NPC186176