3-[(2S,3R,4S,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxychromen-4-one

Details

• Internal ID: 45355b2c-ae72-4b68-b3fb-a5823e46bbce
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxychromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC(=C(C2=O)OC3C(C(C(C(O3)CO)O)OC4C(C(C(CO4)O)O)O)O)C5=CC(=C(C=C5)O)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC(=C(C2=O)O[C@H]3[C@@H]([C@H]([C@H]([C@@H](O3)CO)O)O[C@@H]4[C@H]([C@H]([C@H](CO4)O)O)O)O)C5=CC(=C(C=C5)O)O)O
• InChI: InChI=1S/C27H30O16/c1-38-10-5-13(31)17-15(6-10)40-23(9-2-3-11(29)12(30)4-9)25(20(17)35)43-27-22(37)24(19(34)16(7-28)41-27)42-26-21(36)18(33)14(32)8-39-26/h2-6,14,16,18-19,21-22,24,26-34,36-37H,7-8H2,1H3/t14-,16-,18-,19-,21-,22+,24-,26+,27-/m0/s1
• InChI Key: WZADWCJKLHXCDV-IRLGVXQGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₆
• Molecular Weight: 610.50 g/mol
• Exact Mass: 610.15338487 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.77
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4761	47.61%
Caco-2	-	0.9200	92.00%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5114	51.14%
OATP2B1 inhibitior	-	0.5736	57.36%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9679	96.79%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5796	57.96%
P-glycoprotein inhibitior	-	0.5822	58.22%
P-glycoprotein substrate	-	0.5363	53.63%
CYP3A4 substrate	+	0.6757	67.57%
CYP2C9 substrate	-	0.8415	84.15%
CYP2D6 substrate	-	0.8515	85.15%
CYP3A4 inhibition	-	0.9417	94.17%
CYP2C9 inhibition	-	0.9488	94.88%
CYP2C19 inhibition	-	0.9370	93.70%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.9224	92.24%
CYP2C8 inhibition	+	0.7580	75.80%
CYP inhibitory promiscuity	-	0.8596	85.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6677	66.77%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9053	90.53%
Skin irritation	-	0.8242	82.42%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5141	51.41%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.5726	57.26%
skin sensitisation	-	0.9265	92.65%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9298	92.98%
Acute Oral Toxicity (c)	III	0.7135	71.35%
Estrogen receptor binding	+	0.8355	83.55%
Androgen receptor binding	+	0.6968	69.68%
Thyroid receptor binding	+	0.5528	55.28%
Glucocorticoid receptor binding	+	0.5843	58.43%
Aromatase binding	+	0.5826	58.26%
PPAR gamma	+	0.7284	72.84%
Honey bee toxicity	-	0.7446	74.46%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.4193	41.93%

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	99.81%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.83%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.16%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.84%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.32%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.26%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	95.03%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.89%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.61%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.75%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.80%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.68%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.65%	86.92%
CHEMBL4208	P20618	Proteasome component C5	88.19%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	87.34%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.15%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.96%	95.83%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.26%	95.53%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.36%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.38%	95.89%

Plants that contains it

• Pongamia pinnata

Cross-Links

• PubChem: 162960128
• LOTUS: LTS0050907
• wikiData: Q105322879