5-hydroxy-7-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one

Details

• Internal ID: 4cb6f125-b38a-4f57-9af0-22cc9750ec6d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-7-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CO)O)O)O)O)O[C@H]5C([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C27H30O18/c28-5-13-17(34)20(37)22(39)26(43-13)41-8-3-9(30)15-12(4-8)42-24(7-1-10(31)16(33)11(32)2-7)25(19(15)36)45-27-23(40)21(38)18(35)14(6-29)44-27/h1-4,13-14,17-18,20-23,26-35,37-40H,5-6H2/t13-,14+,17+,18+,20-,21-,22+,23?,26+,27-/m0/s1
• InChI Key: ZUULHXHHLWNLGP-OVYCFLRJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₈
• Molecular Weight: 642.50 g/mol
• Exact Mass: 642.14321410 g/mol
• Topological Polar Surface Area (TPSA): 306.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -3.36
• H-Bond Acceptor: 18
• H-Bond Donor: 12
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5736	57.36%
Caco-2	-	0.9234	92.34%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5848	58.48%
OATP2B1 inhibitior	-	0.5550	55.50%
OATP1B1 inhibitior	+	0.8989	89.89%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5089	50.89%
P-glycoprotein inhibitior	-	0.5132	51.32%
P-glycoprotein substrate	-	0.7859	78.59%
CYP3A4 substrate	+	0.5906	59.06%
CYP2C9 substrate	-	0.6709	67.09%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.9315	93.15%
CYP2C19 inhibition	-	0.9047	90.47%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.9180	91.80%
CYP2C8 inhibition	+	0.7125	71.25%
CYP inhibitory promiscuity	-	0.7526	75.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6848	68.48%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8802	88.02%
Skin irritation	-	0.8255	82.55%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.5736	57.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7427	74.27%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9132	91.32%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8306	83.06%
Acute Oral Toxicity (c)	IV	0.4763	47.63%
Estrogen receptor binding	+	0.7247	72.47%
Androgen receptor binding	+	0.6017	60.17%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6051	60.51%
Aromatase binding	-	0.4932	49.32%
PPAR gamma	+	0.6819	68.19%
Honey bee toxicity	-	0.7738	77.38%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.7958	79.58%

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	99.74%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.68%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.57%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.02%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.51%	99.15%
CHEMBL2581	P07339	Cathepsin D	92.26%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.33%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.13%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.88%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	88.87%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.75%	85.14%
CHEMBL3194	P02766	Transthyretin	87.17%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.69%	86.33%
CHEMBL2424	Q04760	Glyoxalase I	84.00%	91.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.95%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.45%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.66%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.64%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.23%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.62%	96.21%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.61%	80.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.13%	95.78%

Plants that contains it

• Oenothera dissecta

Cross-Links

• PubChem: 163193935
• LOTUS: LTS0089094
• wikiData: Q105384118