6-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-7-hydroxy-3-(7-methoxy-2-oxochromen-8-yl)chromen-2-one

Details

• Internal ID: fc631c6f-27e3-4774-9603-d1e42af59422
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 6-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-7-hydroxy-3-(7-methoxy-2-oxochromen-8-yl)chromen-2-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C=CC(=O)O2)C3=CC4=CC(=C(C=C4OC3=O)O)OC5C(C(CO5)(CO)O)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C=CC(=O)O2)C3=CC4=CC(=C(C=C4OC3=O)O)O[C@H]5[C@@H]([C@](CO5)(CO)O)O
• InChI: InChI=1S/C24H20O11/c1-31-15-4-2-11-3-5-18(27)35-20(11)19(15)13-6-12-7-17(14(26)8-16(12)33-22(13)29)34-23-21(28)24(30,9-25)10-32-23/h2-8,21,23,25-26,28,30H,9-10H2,1H3/t21-,23-,24+/m0/s1
• InChI Key: WSLMGTKZKZGNCU-OEMFJLHTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₀O₁₁
• Molecular Weight: 484.40 g/mol
• Exact Mass: 484.10056145 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6017	60.17%
Caco-2	-	0.9114	91.14%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5910	59.10%
OATP2B1 inhibitior	-	0.7032	70.32%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9732	97.32%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6812	68.12%
P-glycoprotein inhibitior	+	0.5986	59.86%
P-glycoprotein substrate	+	0.6078	60.78%
CYP3A4 substrate	+	0.6416	64.16%
CYP2C9 substrate	-	0.8218	82.18%
CYP2D6 substrate	-	0.8537	85.37%
CYP3A4 inhibition	-	0.8524	85.24%
CYP2C9 inhibition	-	0.8673	86.73%
CYP2C19 inhibition	-	0.8552	85.52%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.9174	91.74%
CYP2C8 inhibition	+	0.6467	64.67%
CYP inhibitory promiscuity	-	0.8609	86.09%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5302	53.02%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9155	91.55%
Skin irritation	-	0.8234	82.34%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4696	46.96%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	+	0.5428	54.28%
skin sensitisation	-	0.8816	88.16%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7321	73.21%
Acute Oral Toxicity (c)	III	0.6692	66.92%
Estrogen receptor binding	+	0.8921	89.21%
Androgen receptor binding	+	0.8158	81.58%
Thyroid receptor binding	+	0.5466	54.66%
Glucocorticoid receptor binding	+	0.8527	85.27%
Aromatase binding	+	0.6798	67.98%
PPAR gamma	+	0.7578	75.78%
Honey bee toxicity	-	0.8237	82.37%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.7380	73.80%

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	97.85%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.25%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.80%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.07%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.47%	99.23%
CHEMBL4208	P20618	Proteasome component C5	90.96%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.78%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.48%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.85%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.84%	96.95%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.66%	96.67%
CHEMBL1937	Q92769	Histone deacetylase 2	86.35%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.52%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.38%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.23%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.70%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.40%	86.92%
CHEMBL5747	Q92793	CREB-binding protein	81.60%	95.12%
CHEMBL2535	P11166	Glucose transporter	81.40%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.31%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.00%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.00%	91.07%
CHEMBL4530	P00488	Coagulation factor XIII	80.37%	96.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.24%	95.53%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.00%	92.38%

Plants that contains it

• Daphne giraldii

Cross-Links

• PubChem: 24865354
• LOTUS: LTS0215490
• wikiData: Q105311940