Sissotrin with HPLC, 99+% [5928-26-7]

Details

• Internal ID: fb87f9ff-ccbe-41b5-a542-c96fdc251bab
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 5-hydroxy-3-(4-methoxyphenyl)-7-[(2S,4R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)O[C@H]4C([C@@H]([C@@H](C(O4)CO)O)O)O
• InChI: InChI=1S/C22H22O10/c1-29-11-4-2-10(3-5-11)13-9-30-15-7-12(6-14(24)17(15)18(13)25)31-22-21(28)20(27)19(26)16(8-23)32-22/h2-7,9,16,19-24,26-28H,8H2,1H3/t16?,19-,20-,21?,22-/m1/s1
• InChI Key: LFEUICHQZGNOHD-BJTAGVRVSA-N
• Popularity: 0 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): 155.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4855	48.55%
Caco-2	-	0.8728	87.28%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6190	61.90%
OATP2B1 inhibitior	-	0.5474	54.74%
OATP1B1 inhibitior	+	0.9459	94.59%
OATP1B3 inhibitior	+	0.9740	97.40%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4704	47.04%
P-glycoprotein inhibitior	-	0.7693	76.93%
P-glycoprotein substrate	-	0.8617	86.17%
CYP3A4 substrate	+	0.6206	62.06%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9108	91.08%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9173	91.73%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.5897	58.97%
CYP inhibitory promiscuity	-	0.7292	72.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6890	68.90%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8935	89.35%
Skin irritation	-	0.8153	81.53%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4845	48.45%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6823	68.23%
skin sensitisation	-	0.9373	93.73%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6182	61.82%
Acute Oral Toxicity (c)	III	0.6624	66.24%
Estrogen receptor binding	+	0.8045	80.45%
Androgen receptor binding	+	0.7181	71.81%
Thyroid receptor binding	+	0.5824	58.24%
Glucocorticoid receptor binding	+	0.6728	67.28%
Aromatase binding	+	0.6132	61.32%
PPAR gamma	+	0.7927	79.27%
Honey bee toxicity	-	0.8218	82.18%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7079	70.79%

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	99.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.50%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.70%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.69%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.17%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.40%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.04%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.95%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.25%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.59%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.58%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.14%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.99%	96.21%
CHEMBL4208	P20618	Proteasome component C5	87.26%	90.00%
CHEMBL1907	P15144	Aminopeptidase N	86.93%	93.31%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.06%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.75%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.90%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	80.97%	94.73%

Plants that contains it

• Astragalus austriacus
• Cicer arietinum
• Cicer flexuosum
• Cicer judaicum
• Cicer mogoltavicum
• Cicer songaricum
• Cicer tragacanthoides
• Crotalaria thebaica
• Dalbergia sissoides
• Dalbergia sissoo
• Styphnolobium japonicum
• Trifolium diffusum
• Trifolium pratense
• Trifolium repens

Cross-Links

• PubChem: 45934014
• LOTUS: LTS0104154
• wikiData: Q104250883