5-Hydroxy-3-(4-hydroxyphenyl)-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-(3,4,5-trihydroxyoxan-2-yl)oxychromen-4-one

Details

• Internal ID: 7a1c56a2-4271-4696-b742-fcfd05440bdf
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid C-glycosides
• IUPAC Name: 5-hydroxy-3-(4-hydroxyphenyl)-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-(3,4,5-trihydroxyoxan-2-yl)oxychromen-4-one
• SMILES (Canonical): C1C(C(C(C(O1)OC2=C(C3=C(C(=C2)O)C(=O)C(=CO3)C4=CC=C(C=C4)O)C5C(C(C(C(O5)CO)O)O)O)O)O)O
• SMILES (Isomeric): C1C(C(C(C(O1)OC2=C(C3=C(C(=C2)O)C(=O)C(=CO3)C4=CC=C(C=C4)O)C5C(C(C(C(O5)CO)O)O)O)O)O)O
• InChI: InChI=1S/C26H28O14/c27-6-15-20(33)21(34)22(35)25(39-15)17-14(40-26-23(36)19(32)13(30)8-38-26)5-12(29)16-18(31)11(7-37-24(16)17)9-1-3-10(28)4-2-9/h1-5,7,13,15,19-23,25-30,32-36H,6,8H2
• InChI Key: OWYCHVGPRNEVTQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₄
• Molecular Weight: 564.50 g/mol
• Exact Mass: 564.14790556 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.80
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5110	51.10%
Caco-2	-	0.9347	93.47%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4988	49.88%
OATP2B1 inhibitior	-	0.6923	69.23%
OATP1B1 inhibitior	+	0.8965	89.65%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6568	65.68%
P-glycoprotein inhibitior	-	0.6222	62.22%
P-glycoprotein substrate	-	0.7330	73.30%
CYP3A4 substrate	+	0.6494	64.94%
CYP2C9 substrate	-	0.6643	66.43%
CYP2D6 substrate	-	0.8569	85.69%
CYP3A4 inhibition	-	0.9373	93.73%
CYP2C9 inhibition	-	0.9644	96.44%
CYP2C19 inhibition	-	0.9395	93.95%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.9304	93.04%
CYP2C8 inhibition	+	0.7282	72.82%
CYP inhibitory promiscuity	-	0.8779	87.79%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6882	68.82%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.8868	88.68%
Skin irritation	-	0.8205	82.05%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	+	0.6236	62.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6522	65.22%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.5297	52.97%
skin sensitisation	-	0.9071	90.71%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7462	74.62%
Acute Oral Toxicity (c)	III	0.4508	45.08%
Estrogen receptor binding	+	0.7876	78.76%
Androgen receptor binding	+	0.6862	68.62%
Thyroid receptor binding	+	0.5131	51.31%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6021	60.21%
PPAR gamma	+	0.7841	78.41%
Honey bee toxicity	-	0.6942	69.42%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.7253	72.53%

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	99.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.69%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.06%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.59%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.33%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.04%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.63%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.02%	95.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.04%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.49%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.67%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.12%	86.92%
CHEMBL1937	Q92769	Histone deacetylase 2	85.52%	94.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.19%	91.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.35%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.70%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.58%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.07%	90.71%
CHEMBL4208	P20618	Proteasome component C5	81.96%	90.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.92%	93.10%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.60%	95.53%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.65%	97.14%

Plants that contains it

• Retama sphaerocarpa

Cross-Links

• PubChem: 163044444
• LOTUS: LTS0042542
• wikiData: Q105202394