6-methoxy-2-[3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]furo[2,3-h]chromen-4-one

Details

• Internal ID: 11ec1cfc-2326-40cd-9e02-74b0014dcefe
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 6-methoxy-2-[3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]furo[2,3-h]chromen-4-one
• SMILES (Canonical): COC1=C2C(=C3C(=C1)C(=O)C=C(O3)C4=CC(=CC=C4)OC5C(C(C(C(O5)CO)O)O)O)C=CO2
• SMILES (Isomeric): COC1=C2C(=C3C(=C1)C(=O)C=C(O3)C4=CC(=CC=C4)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O)O)C=CO2
• InChI: InChI=1S/C24H22O10/c1-30-17-8-14-15(26)9-16(33-22(14)13-5-6-31-23(13)17)11-3-2-4-12(7-11)32-24-21(29)20(28)19(27)18(10-25)34-24/h2-9,18-21,24-25,27-29H,10H2,1H3/t18-,19+,20+,21-,24-/m1/s1
• InChI Key: BCMOCRMQUUKQHC-IZBDVAQHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₂O₁₀
• Molecular Weight: 470.40 g/mol
• Exact Mass: 470.12129689 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 10
• 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	+	0.6190	61.90%
Caco-2	-	0.9046	90.46%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7175	71.75%
OATP2B1 inhibitior	-	0.7030	70.30%
OATP1B1 inhibitior	+	0.9084	90.84%
OATP1B3 inhibitior	+	0.9707	97.07%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7867	78.67%
P-glycoprotein inhibitior	+	0.6028	60.28%
P-glycoprotein substrate	-	0.6383	63.83%
CYP3A4 substrate	+	0.6313	63.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8291	82.91%
CYP3A4 inhibition	-	0.8245	82.45%
CYP2C9 inhibition	-	0.8318	83.18%
CYP2C19 inhibition	-	0.8424	84.24%
CYP2D6 inhibition	-	0.8971	89.71%
CYP1A2 inhibition	-	0.8950	89.50%
CYP2C8 inhibition	+	0.6022	60.22%
CYP inhibitory promiscuity	-	0.5463	54.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5434	54.34%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9424	94.24%
Skin irritation	-	0.8173	81.73%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6861	68.61%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9145	91.45%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8018	80.18%
Acute Oral Toxicity (c)	III	0.7560	75.60%
Estrogen receptor binding	+	0.8491	84.91%
Androgen receptor binding	+	0.7310	73.10%
Thyroid receptor binding	-	0.5282	52.82%
Glucocorticoid receptor binding	+	0.7285	72.85%
Aromatase binding	+	0.5500	55.00%
PPAR gamma	+	0.8126	81.26%
Honey bee toxicity	-	0.7039	70.39%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7203	72.03%

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	98.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.63%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.46%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.33%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.25%	89.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	92.24%	94.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.48%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.26%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.72%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.67%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.15%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.85%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	87.26%	93.31%
CHEMBL3401	O75469	Pregnane X receptor	86.51%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.20%	86.92%
CHEMBL220	P22303	Acetylcholinesterase	86.00%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.75%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.33%	95.83%
CHEMBL226	P30542	Adenosine A1 receptor	82.98%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.95%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.61%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.62%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.57%	97.14%

Plants that contains it

• Pongamia pinnata

Cross-Links

• PubChem: 154497261
• LOTUS: LTS0172115
• wikiData: Q104923491