Isosaponarin

Details

• Internal ID: 2f9b29eb-3ed1-4dfe-bee7-fd95136f3663
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5,7-dihydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-[4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C27H30O15/c28-7-15-19(32)22(35)24(37)26(41-15)18-12(31)6-14-17(21(18)34)11(30)5-13(40-14)9-1-3-10(4-2-9)39-27-25(38)23(36)20(33)16(8-29)42-27/h1-6,15-16,19-20,22-29,31-38H,7-8H2/t15-,16-,19-,20-,22+,23+,24-,25-,26+,27-/m1/s1
• InChI Key: SFNFQCXADNWOCI-KETMJRJWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.44
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

• 19416-87-6
• Ixovitexin 4'-O-glucoside
• 5,7-dihydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-[4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• Flavonoid LP
• 4H-1-Benzopyran-4-one, 6-beta-D-glucopyranosyl-2-(4-(beta-D-glucopyranosyloxy)phenyl)-5,7-dihydroxy-
• 5,7-dihydroxy-6-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)ox an-2-yl]-2-[4-[(2S,3S,4R,5R,6
• Isovitexin 4'-O-glucoside
• CHEMBL1643081
• DTXSID50941131
• HY-N2589
• MFCD18427732
• AKOS015896717
• MS-30564
• CS-0022940
• Isosaponaretin; Isovitexin 4'-O-glucoside; Isovitexin 4'--D-glucopyranoside
• 1,5-Anhydro-1-{2-[4-(hexopyranosyloxy)phenyl]-5,7-dihydroxy-4-oxo-4H-1-benzopyran-6-yl}hexitol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5736	57.36%
Caco-2	-	0.9173	91.73%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5848	58.48%
OATP2B1 inhibitior	-	0.5499	54.99%
OATP1B1 inhibitior	+	0.8985	89.85%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4594	45.94%
P-glycoprotein inhibitior	-	0.4811	48.11%
P-glycoprotein substrate	-	0.8334	83.34%
CYP3A4 substrate	+	0.6184	61.84%
CYP2C9 substrate	-	0.6643	66.43%
CYP2D6 substrate	-	0.8569	85.69%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.9315	93.15%
CYP2C19 inhibition	-	0.9047	90.47%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.9180	91.80%
CYP2C8 inhibition	+	0.6903	69.03%
CYP inhibitory promiscuity	-	0.7526	75.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6848	68.48%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8856	88.56%
Skin irritation	-	0.8255	82.55%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.5499	54.99%
Human Ether-a-go-go-Related Gene inhibition	+	0.7278	72.78%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9132	91.32%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9159	91.59%
Acute Oral Toxicity (c)	IV	0.4763	47.63%
Estrogen receptor binding	+	0.7672	76.72%
Androgen receptor binding	+	0.6812	68.12%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5505	55.05%
Aromatase binding	+	0.5582	55.82%
PPAR gamma	+	0.7686	76.86%
Honey bee toxicity	-	0.6971	69.71%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7958	79.58%

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	99.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.94%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.94%	94.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	96.48%	83.57%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.32%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.86%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	91.45%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.01%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.19%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.79%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.45%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.32%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	86.73%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.57%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.48%	99.17%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.58%	80.33%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	80.38%	89.23%

Plants that contains it

• Cerastium arvense
• Chrysosplenium americanum
• Citrullus colocynthis
• Eriocapitella tomentosa
• Eritrichium sericeum
• Ficus microcarpa
• Olea europaea
• Phlogacanthus tubiflorus
• Sabia japonica
• Woodsia manchuriensis

Cross-Links

• PubChem: 154105
• NPASS: NPC37523
• LOTUS: LTS0237610
• wikiData: Q72486548