7-[(2S,3R,4R,5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-3-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one

Details

• Internal ID: 403fdd88-9f31-4991-a877-fd0f186dc226
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 7-[(2S,3R,4R,5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-3-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=COC3=CC(=CC(=C3C2=O)O)OC4C(C(C(O4)C(CO)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=COC3=CC(=CC(=C3C2=O)O)O[C@H]4[C@@H]([C@H]([C@H](O4)[C@@H](CO)O)O)O)O)O
• InChI: InChI=1S/C21H20O11/c22-6-14(26)20-18(28)19(29)21(32-20)31-9-4-13(25)16-15(5-9)30-7-10(17(16)27)8-1-2-11(23)12(24)3-8/h1-5,7,14,18-26,28-29H,6H2/t14-,18-,19-,20-,21-/m1/s1
• InChI Key: LJPXIXBWAQJAIF-QUMCUXDJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₁₁
• Molecular Weight: 448.40 g/mol
• Exact Mass: 448.10056145 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.24
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6907	69.07%
Caco-2	-	0.9301	93.01%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6366	63.66%
OATP2B1 inhibitior	+	0.5900	59.00%
OATP1B1 inhibitior	+	0.9553	95.53%
OATP1B3 inhibitior	+	0.9023	90.23%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4861	48.61%
P-glycoprotein inhibitior	-	0.7063	70.63%
P-glycoprotein substrate	-	0.7743	77.43%
CYP3A4 substrate	+	0.6356	63.56%
CYP2C9 substrate	-	0.6709	67.09%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.7521	75.21%
CYP2C9 inhibition	-	0.8969	89.69%
CYP2C19 inhibition	-	0.9036	90.36%
CYP2D6 inhibition	-	0.8355	83.55%
CYP1A2 inhibition	-	0.8729	87.29%
CYP2C8 inhibition	+	0.7069	70.69%
CYP inhibitory promiscuity	-	0.6453	64.53%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6205	62.05%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8407	84.07%
Skin irritation	-	0.7918	79.18%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5420	54.20%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	-	0.6446	64.46%
skin sensitisation	-	0.8682	86.82%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5950	59.50%
Acute Oral Toxicity (c)	III	0.5569	55.69%
Estrogen receptor binding	+	0.7612	76.12%
Androgen receptor binding	+	0.6945	69.45%
Thyroid receptor binding	+	0.5938	59.38%
Glucocorticoid receptor binding	+	0.6264	62.64%
Aromatase binding	+	0.6119	61.19%
PPAR gamma	+	0.7685	76.85%
Honey bee toxicity	-	0.7107	71.07%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8004	80.04%

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	99.31%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.97%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.50%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.19%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.68%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.62%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.42%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.98%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.31%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.12%	86.92%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.55%	83.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.49%	94.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.08%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.72%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.96%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.32%	95.78%
CHEMBL4208	P20618	Proteasome component C5	82.64%	90.00%
CHEMBL3194	P02766	Transthyretin	82.57%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.97%	91.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.57%	85.14%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.85%	95.56%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	80.26%	97.53%
CHEMBL3401	O75469	Pregnane X receptor	80.13%	94.73%

Plants that contains it

• Thermopsis dolichocarpa

Cross-Links

• PubChem: 162866687
• LOTUS: LTS0074559
• wikiData: Q105152716