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

Details

• Internal ID: 0c57a03f-87a9-4f4c-b615-e6444fa85f29
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)O)O)OC5C(C(C(CO5)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)O)O)O[C@@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O
• InChI: InChI=1S/C26H28O14/c1-9-24(40-25-22(34)20(32)16(31)8-36-25)21(33)23(35)26(37-9)38-11-5-14(29)19-15(30)7-17(39-18(19)6-11)10-2-3-12(27)13(28)4-10/h2-7,9,16,20-29,31-35H,8H2,1H3/t9-,16+,20-,21-,22+,23+,24-,25+,26-/m0/s1
• InChI Key: AIFCZWIWPNQODF-QAHRQGEWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₄
• Molecular Weight: 564.50 g/mol
• Exact Mass: 564.14790556 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.75
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7160	71.60%
Caco-2	-	0.8998	89.98%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6720	67.20%
OATP2B1 inhibitior	-	0.5628	56.28%
OATP1B1 inhibitior	+	0.9508	95.08%
OATP1B3 inhibitior	+	0.8917	89.17%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6884	68.84%
P-glycoprotein inhibitior	-	0.7010	70.10%
P-glycoprotein substrate	+	0.5135	51.35%
CYP3A4 substrate	+	0.6472	64.72%
CYP2C9 substrate	-	0.7038	70.38%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.9278	92.78%
CYP2C9 inhibition	-	0.9538	95.38%
CYP2C19 inhibition	-	0.9355	93.55%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	-	0.8650	86.50%
CYP2C8 inhibition	+	0.6751	67.51%
CYP inhibitory promiscuity	-	0.8976	89.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6476	64.76%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9107	91.07%
Skin irritation	-	0.7836	78.36%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	+	0.5936	59.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6978	69.78%
Micronuclear	+	0.7433	74.33%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9187	91.87%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9174	91.74%
Acute Oral Toxicity (c)	III	0.5953	59.53%
Estrogen receptor binding	+	0.7047	70.47%
Androgen receptor binding	+	0.6380	63.80%
Thyroid receptor binding	+	0.5253	52.53%
Glucocorticoid receptor binding	+	0.5565	55.65%
Aromatase binding	+	0.5361	53.61%
PPAR gamma	+	0.6699	66.99%
Honey bee toxicity	-	0.6676	66.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5050	50.50%
Fish aquatic toxicity	+	0.8557	85.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.78%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.73%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.42%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.08%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.77%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.38%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.56%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.55%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.22%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.73%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.37%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.23%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.19%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.99%	95.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.02%	95.89%
CHEMBL3194	P02766	Transthyretin	85.64%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.37%	99.23%
CHEMBL4208	P20618	Proteasome component C5	84.60%	90.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.46%	80.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.04%	83.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.81%	96.09%

Plants that contains it

• Phoenix dactylifera

Cross-Links

• PubChem: 5317358
• NPASS: NPC30578