7-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(4-hydroxyphenyl)-5-methoxychromen-4-one

Details

• Internal ID: 22e6bcf1-9878-466e-a60b-7ff1cf78bdb8
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 7-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(4-hydroxyphenyl)-5-methoxychromen-4-one
• SMILES (Canonical): COC1=CC(=CC2=C1C(=O)C(=CO2)C3=CC=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(CO5)(CO)O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1C(=O)C(=CO2)C3=CC=C(C=C3)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O[C@H]5[C@@H]([C@](CO5)(CO)O)O
• InChI: InChI=1S/C27H30O14/c1-36-16-6-14(7-17-19(16)20(31)15(9-37-17)12-2-4-13(30)5-3-12)39-25-23(22(33)21(32)18(8-28)40-25)41-26-24(34)27(35,10-29)11-38-26/h2-7,9,18,21-26,28-30,32-35H,8,10-11H2,1H3/t18-,21+,22+,23-,24+,25-,26+,27-/m1/s1
• InChI Key: YKJQINPKOMCDAR-JERJJMBVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₄
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.16355563 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.18
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6754	67.54%
Caco-2	-	0.8921	89.21%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6254	62.54%
OATP2B1 inhibitior	-	0.8454	84.54%
OATP1B1 inhibitior	+	0.9274	92.74%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8779	87.79%
P-glycoprotein inhibitior	-	0.5252	52.52%
P-glycoprotein substrate	-	0.5458	54.58%
CYP3A4 substrate	+	0.7027	70.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8384	83.84%
CYP3A4 inhibition	-	0.8418	84.18%
CYP2C9 inhibition	-	0.8860	88.60%
CYP2C19 inhibition	-	0.8296	82.96%
CYP2D6 inhibition	-	0.9113	91.13%
CYP1A2 inhibition	-	0.9060	90.60%
CYP2C8 inhibition	+	0.6910	69.10%
CYP inhibitory promiscuity	-	0.7811	78.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5250	52.50%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9360	93.60%
Skin irritation	-	0.8131	81.31%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6560	65.60%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8821	88.21%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4837	48.37%
Acute Oral Toxicity (c)	III	0.6985	69.85%
Estrogen receptor binding	+	0.8445	84.45%
Androgen receptor binding	+	0.7015	70.15%
Thyroid receptor binding	+	0.5675	56.75%
Glucocorticoid receptor binding	+	0.6777	67.77%
Aromatase binding	+	0.7187	71.87%
PPAR gamma	+	0.7623	76.23%
Honey bee toxicity	-	0.6696	66.96%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.6644	66.44%

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%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.57%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.74%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.29%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.65%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.13%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.25%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.15%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.97%	96.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	91.74%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.04%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.90%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.10%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.81%	96.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.44%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.04%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.27%	95.89%
CHEMBL4208	P20618	Proteasome component C5	85.65%	90.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.14%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.83%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.41%	94.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.39%	95.83%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.20%	97.36%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.50%	95.53%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.19%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.79%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	81.23%	94.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.22%	95.78%
CHEMBL242	Q92731	Estrogen receptor beta	80.59%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.57%	99.15%

Plants that contains it

• Eriosema tuberosum

Cross-Links

• PubChem: 163036785
• LOTUS: LTS0002451
• wikiData: Q105349729