5,7-dihydroxy-3-[4-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]chromen-4-one

Details

• Internal ID: ecb2dce2-c070-4e58-9a55-6f9e37bcc38d
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 5,7-dihydroxy-3-[4-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC=C(C=C2)C3=COC4=CC(=CC(=C4C3=O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC2=CC=C(C=C2)C3=COC4=CC(=CC(=C4C3=O)O)O)O)O)O
• InChI: InChI=1S/C21H20O9/c1-9-17(24)19(26)20(27)21(29-9)30-12-4-2-10(3-5-12)13-8-28-15-7-11(22)6-14(23)16(15)18(13)25/h2-9,17,19-24,26-27H,1H3/t9-,17-,19+,20-,21-/m0/s1
• InChI Key: ALDGJOZWDGSBIY-MXFNLVDXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₉
• Molecular Weight: 416.40 g/mol
• Exact Mass: 416.11073221 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.08
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8357	83.57%
Caco-2	-	0.7756	77.56%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7163	71.63%
OATP2B1 inhibitior	-	0.5634	56.34%
OATP1B1 inhibitior	+	0.9533	95.33%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6562	65.62%
P-glycoprotein inhibitior	-	0.6221	62.21%
P-glycoprotein substrate	-	0.8200	82.00%
CYP3A4 substrate	+	0.6234	62.34%
CYP2C9 substrate	-	0.7354	73.54%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.7109	71.09%
CYP2C9 inhibition	-	0.8538	85.38%
CYP2C19 inhibition	-	0.8339	83.39%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.5306	53.06%
CYP2C8 inhibition	+	0.7037	70.37%
CYP inhibitory promiscuity	-	0.5648	56.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6170	61.70%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8923	89.23%
Skin irritation	-	0.6220	62.20%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6159	61.59%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8874	88.74%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5615	56.15%
Acute Oral Toxicity (c)	III	0.5184	51.84%
Estrogen receptor binding	+	0.7637	76.37%
Androgen receptor binding	+	0.6665	66.65%
Thyroid receptor binding	+	0.6566	65.66%
Glucocorticoid receptor binding	+	0.7489	74.89%
Aromatase binding	+	0.6456	64.56%
PPAR gamma	+	0.7598	75.98%
Honey bee toxicity	-	0.8124	81.24%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5450	54.50%
Fish aquatic toxicity	+	0.9457	94.57%

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	98.81%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.81%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.18%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.16%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.73%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.18%	99.15%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.46%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.18%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.49%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.27%	95.78%
CHEMBL4208	P20618	Proteasome component C5	88.12%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.03%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	87.66%	91.49%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.77%	97.36%
CHEMBL3194	P02766	Transthyretin	84.93%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.53%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.69%	95.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.61%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.31%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	82.29%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.91%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.73%	86.92%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.97%	91.71%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.77%	95.53%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.45%	97.09%

Plants that contains it

• Pithecellobium dulce

Cross-Links

• PubChem: 162789528
• LOTUS: LTS0039106
• wikiData: Q104914021