(2S)-2-(3,4-dihydroxyphenyl)-5-methoxy-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 61dd5375-8eec-4e7c-973a-78d1d27c1288
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: (2S)-2-(3,4-dihydroxyphenyl)-5-methoxy-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=CC(=CC2=C1C(=O)CC(O2)C3=CC(=C(C=C3)O)O)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1C(=O)C[C@H](O2)C3=CC(=C(C=C3)O)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)O)O
• InChI: InChI=1S/C27H32O15/c1-37-17-5-11(6-18-20(17)14(30)7-16(41-18)10-2-3-12(28)13(29)4-10)40-27-25(36)23(34)22(33)19(42-27)9-39-26-24(35)21(32)15(31)8-38-26/h2-6,15-16,19,21-29,31-36H,7-9H2,1H3/t15-,16+,19-,21+,22+,23+,24-,25-,26+,27-/m1/s1
• InChI Key: BYYSEJZFEGNCTQ-KTCYNDHZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₁₅
• Molecular Weight: 596.50 g/mol
• Exact Mass: 596.17412031 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -1.55
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5869	58.69%
Caco-2	-	0.9101	91.01%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6520	65.20%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9297	92.97%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4610	46.10%
P-glycoprotein inhibitior	-	0.7214	72.14%
P-glycoprotein substrate	-	0.5966	59.66%
CYP3A4 substrate	+	0.6580	65.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8116	81.16%
CYP3A4 inhibition	-	0.9412	94.12%
CYP2C9 inhibition	-	0.9439	94.39%
CYP2C19 inhibition	-	0.8989	89.89%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	-	0.9037	90.37%
CYP2C8 inhibition	+	0.5299	52.99%
CYP inhibitory promiscuity	-	0.8756	87.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6679	66.79%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9178	91.78%
Skin irritation	-	0.8291	82.91%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7142	71.42%
Micronuclear	+	0.6074	60.74%
Hepatotoxicity	-	0.8947	89.47%
skin sensitisation	-	0.9195	91.95%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8430	84.30%
Acute Oral Toxicity (c)	III	0.6736	67.36%
Estrogen receptor binding	+	0.8092	80.92%
Androgen receptor binding	-	0.5950	59.50%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4930	49.30%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6839	68.39%
Honey bee toxicity	-	0.7106	71.06%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8179	81.79%

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	99.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.31%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.64%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.42%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.90%	97.09%
CHEMBL4208	P20618	Proteasome component C5	92.73%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.08%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.32%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.76%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.49%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.46%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.26%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.14%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	87.20%	83.82%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.13%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.33%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.55%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.37%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.62%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.44%	92.62%
CHEMBL5957	P21589	5'-nucleotidase	82.28%	97.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.76%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.46%	89.62%

Plants that contains it

• Diplazium esculentum

Cross-Links

• PubChem: 162979916
• LOTUS: LTS0212693
• wikiData: Q104950184