3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: e7f11f88-be6d-4f48-894a-900631130827
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): C1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC4=C(C=C3)C(=O)C(=CO4)C5=CC=C(C=C5)O)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC4=C(C=C3)C(=O)C(=CO4)C5=CC=C(C=C5)O)O)O)O)O)O)O
• InChI: InChI=1S/C26H28O13/c27-12-3-1-11(2-4-12)15-8-35-17-7-13(5-6-14(17)19(15)29)38-26-24(34)22(32)21(31)18(39-26)10-37-25-23(33)20(30)16(28)9-36-25/h1-8,16,18,20-28,30-34H,9-10H2/t16-,18+,20-,21+,22-,23+,24+,25-,26+/m0/s1
• InChI Key: BBKQTPJFHQLCCY-JADSJWOLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₃
• Molecular Weight: 548.50 g/mol
• Exact Mass: 548.15299094 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.19
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4617	46.17%
Caco-2	-	0.9240	92.40%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6348	63.48%
OATP2B1 inhibitior	-	0.5634	56.34%
OATP1B1 inhibitior	+	0.9256	92.56%
OATP1B3 inhibitior	+	0.8755	87.55%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6909	69.09%
P-glycoprotein inhibitior	-	0.6453	64.53%
P-glycoprotein substrate	-	0.7456	74.56%
CYP3A4 substrate	+	0.6697	66.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8383	83.83%
CYP3A4 inhibition	-	0.9216	92.16%
CYP2C9 inhibition	-	0.9563	95.63%
CYP2C19 inhibition	-	0.9069	90.69%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.9253	92.53%
CYP2C8 inhibition	+	0.6576	65.76%
CYP inhibitory promiscuity	-	0.8943	89.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6832	68.32%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9300	93.00%
Skin irritation	-	0.8248	82.48%
Skin corrosion	-	0.9684	96.84%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4407	44.07%
Micronuclear	+	0.6174	61.74%
Hepatotoxicity	-	0.6851	68.51%
skin sensitisation	-	0.9031	90.31%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8460	84.60%
Acute Oral Toxicity (c)	III	0.4775	47.75%
Estrogen receptor binding	+	0.7477	74.77%
Androgen receptor binding	+	0.6669	66.69%
Thyroid receptor binding	-	0.4908	49.08%
Glucocorticoid receptor binding	-	0.4750	47.50%
Aromatase binding	+	0.6463	64.63%
PPAR gamma	+	0.7654	76.54%
Honey bee toxicity	-	0.7556	75.56%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.8955	89.55%

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	99.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.20%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.99%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.94%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.57%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.92%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.58%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	91.90%	98.35%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.51%	86.92%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.16%	91.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	91.10%	95.78%
CHEMBL1951	P21397	Monoamine oxidase A	89.59%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.63%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.48%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.41%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.12%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.72%	95.89%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	86.49%	80.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.24%	95.83%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.85%	95.53%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.29%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.12%	94.45%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.07%	97.28%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.04%	96.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.13%	90.71%

Plants that contains it

• Eleutherococcus brachypus

Cross-Links

• PubChem: 50993261
• LOTUS: LTS0182063
• wikiData: Q104922818