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

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Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	6c19a69a-687e-4502-8dc5-d479bd75fa61
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name	7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-2,3-dihydrochromen-4-one
SMILES (Canonical)	CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC(=C(C=C5)O)O)O)CO)O)O)O)O)O
SMILES (Isomeric)	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC(=C(C=C5)O)O)O)CO)O)O)O)O)O
InChI	InChI=1S/C27H32O15/c1-9-20(33)22(35)24(37)26(38-9)42-25-23(36)21(34)18(8-28)41-27(25)39-11-5-14(31)19-15(32)7-16(40-17(19)6-11)10-2-3-12(29)13(30)4-10/h2-6,9,16,18,20-31,33-37H,7-8H2,1H3/t9-,16?,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1
InChI Key	OBKKEZLIABHSGY-BEDUMGIKSA-N
Popularity	11 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₃₂O₁₅
Molecular Weight	596.50 g/mol
Exact Mass	596.17412031 g/mol
Topological Polar Surface Area (TPSA)	245.00 Å²
XlogP	-0.90
Atomic LogP (AlogP)	-1.46
H-Bond Acceptor	15
H-Bond Donor	9
Rotatable Bonds	6

Synonyms

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13241-32-2

Eriodictyol-7-O-neohesperidoside

SCHEMBL20437861

4H-1-Benzopyran-4-one, 7-((2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5-hydroxy-, (S)-

4H-1-Benzopyran-4-one, 7-[[2-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5-hydroxy-, (S)-

MFCD32661901

AC-34909

7-[(2-O-alpha-L-Rhamnopyranosyl-beta-D-glucopyranosyl)oxy]-3',4',5-trihydroxyflavanone

7-((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)tetrahydro-2H-pyran-2-yloxy)-2-(3,4-dihydroxyphenyl)-5-hydroxychroman-4-one

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4777	47.77%
Caco-2	-	0.9135	91.35%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.9714	97.14%
Subcellular localzation	Mitochondria	0.6881	68.81%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9476	94.76%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5530	55.30%
P-glycoprotein inhibitior	-	0.8774	87.74%
P-glycoprotein substrate	-	0.6866	68.66%
CYP3A4 substrate	+	0.6491	64.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8489	84.89%
CYP3A4 inhibition	-	0.9358	93.58%
CYP2C9 inhibition	-	0.9271	92.71%
CYP2C19 inhibition	-	0.9330	93.30%
CYP2D6 inhibition	-	0.9643	96.43%
CYP1A2 inhibition	-	0.8830	88.30%
CYP2C8 inhibition	+	0.4885	48.85%
CYP inhibitory promiscuity	-	0.7188	71.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7023	70.23%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9247	92.47%
Skin irritation	-	0.8192	81.92%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7417	74.17%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9312	93.12%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7424	74.24%
Acute Oral Toxicity (c)	III	0.5734	57.34%
Estrogen receptor binding	+	0.7697	76.97%
Androgen receptor binding	-	0.6290	62.90%
Thyroid receptor binding	+	0.5514	55.14%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5178	51.78%
PPAR gamma	+	0.7232	72.32%
Honey bee toxicity	-	0.6490	64.90%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.8289	82.89%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.77%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.16%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.01%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.79%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.25%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.64%	97.36%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.52%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.51%	86.33%
CHEMBL4208	P20618	Proteasome component C5	91.30%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.65%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	89.71%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.49%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.28%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.58%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.47%	94.80%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.32%	86.92%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.95%	92.68%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.04%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.60%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.00%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	81.51%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.66%	90.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.