7-[(2S,3R,4R)-3,4-dihydroxy-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxolan-2-yl]oxy-3-[4-[(2R,3S,4S)-3,4-dihydroxy-4-[[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxolan-2-yl]oxyphenyl]-5-hydroxychromen-4-one

Details

• Internal ID: 919a2307-e4ed-4346-ae14-55ee29ee3d8c
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 7-[(2S,3R,4R)-3,4-dihydroxy-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxolan-2-yl]oxy-3-[4-[(2R,3S,4S)-3,4-dihydroxy-4-[[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxolan-2-yl]oxyphenyl]-5-hydroxychromen-4-one
• SMILES (Canonical): C1C(C(C(O1)OC2=CC=C(C=C2)C3=COC4=CC(=CC(=C4C3=O)O)OC5C(C(CO5)(COC6C(C(C(C(O6)CO)O)O)O)O)O)O)(COC7C(C(C(C(O7)CO)O)O)O)O
• SMILES (Isomeric): C1[C@]([C@@H]([C@H](O1)OC2=CC=C(C=C2)C3=COC4=CC(=CC(=C4C3=O)O)O[C@H]5[C@@H]([C@](CO5)(CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)(CO[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)CO)O)O)O)O
• InChI: InChI=1S/C37H46O23/c38-7-20-24(42)26(44)28(46)32(59-20)53-10-36(50)12-55-34(30(36)48)57-15-3-1-14(2-4-15)17-9-52-19-6-16(5-18(40)22(19)23(17)41)58-35-31(49)37(51,13-56-35)11-54-33-29(47)27(45)25(43)21(8-39)60-33/h1-6,9,20-21,24-35,38-40,42-51H,7-8,10-13H2/t20-,21+,24-,25+,26+,27-,28-,29+,30+,31-,32-,33+,34+,35-,36-,37+/m0/s1
• InChI Key: LOSLKNDENQPHQW-GDUZOROWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₆O₂₃
• Molecular Weight: 858.70 g/mol
• Exact Mass: 858.24298771 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: -4.50
• Atomic LogP (AlogP): -5.55
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6445	64.45%
Caco-2	-	0.8700	87.00%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6268	62.68%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9417	94.17%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9533	95.33%
P-glycoprotein inhibitior	+	0.7147	71.47%
P-glycoprotein substrate	-	0.7194	71.94%
CYP3A4 substrate	+	0.6669	66.69%
CYP2C9 substrate	-	0.8271	82.71%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.8434	84.34%
CYP2C9 inhibition	-	0.9185	91.85%
CYP2C19 inhibition	-	0.8482	84.82%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.7270	72.70%
CYP inhibitory promiscuity	-	0.8029	80.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5523	55.23%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8240	82.40%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5644	56.44%
Acute Oral Toxicity (c)	III	0.5556	55.56%
Estrogen receptor binding	+	0.7748	77.48%
Androgen receptor binding	+	0.6865	68.65%
Thyroid receptor binding	+	0.5414	54.14%
Glucocorticoid receptor binding	+	0.6240	62.40%
Aromatase binding	+	0.6037	60.37%
PPAR gamma	+	0.7644	76.44%
Honey bee toxicity	-	0.7213	72.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.7847	78.47%

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	99.72%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.63%	97.09%
CHEMBL2581	P07339	Cathepsin D	96.25%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.83%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.19%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.93%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.32%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	90.99%	95.93%
CHEMBL3922	P50579	Methionine aminopeptidase 2	90.35%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.10%	86.92%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.68%	95.78%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.92%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.07%	94.45%
CHEMBL4208	P20618	Proteasome component C5	85.55%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.42%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	84.04%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.64%	96.09%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.11%	95.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.69%	90.71%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.40%	80.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.34%	95.83%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.23%	97.53%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.26%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.21%	99.23%

Plants that contains it

• Cytisus scoparius subsp. scoparius

Cross-Links

• PubChem: 162900671
• LOTUS: LTS0052896
• wikiData: Q105154889