5-Hydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxymethyl]tetrahydropyran-2-yl]oxy-chromen-4-one

Details

• Internal ID: f414f74c-97ed-4085-823e-1a04ee0a1fae
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-8,10,18,20-29,31-36H,9H2,1H3
• InChI Key: FKIYLTVJPDLUDL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₄
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.16355563 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

• E80797
• 5-Hydroxy-2-(4-hydroxyphenyl)-7-(4,5,6-trihydroxy-3-((4,5,6-trihydroxy-3-methyl(2-oxanyloxy))methyl)(2-oxanyloxy))-4H-chromen-4-one
• 5-hydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxymethyl]tetrahydropyran-2-yl]oxy-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4789	47.89%
Caco-2	-	0.9028	90.28%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7611	76.11%
OATP2B1 inhibitior	-	0.5624	56.24%
OATP1B1 inhibitior	+	0.9315	93.15%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8197	81.97%
P-glycoprotein inhibitior	-	0.7953	79.53%
P-glycoprotein substrate	+	0.5696	56.96%
CYP3A4 substrate	+	0.5630	56.30%
CYP2C9 substrate	-	0.7354	73.54%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.9278	92.78%
CYP2C9 inhibition	-	0.9279	92.79%
CYP2C19 inhibition	-	0.9336	93.36%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.9020	90.20%
CYP2C8 inhibition	+	0.7164	71.64%
CYP inhibitory promiscuity	-	0.6999	69.99%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6193	61.93%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9234	92.34%
Skin irritation	-	0.8130	81.30%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6504	65.04%
Micronuclear	+	0.6892	68.92%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9383	93.83%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9037	90.37%
Acute Oral Toxicity (c)	III	0.6517	65.17%
Estrogen receptor binding	+	0.7201	72.01%
Androgen receptor binding	+	0.5830	58.30%
Thyroid receptor binding	+	0.5217	52.17%
Glucocorticoid receptor binding	+	0.5381	53.81%
Aromatase binding	+	0.5579	55.79%
PPAR gamma	+	0.7519	75.19%
Honey bee toxicity	-	0.7432	74.32%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.8701	87.01%

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	99.35%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.24%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.67%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.68%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.36%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.81%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.33%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.41%	99.15%
CHEMBL3194	P02766	Transthyretin	88.87%	90.71%
CHEMBL242	Q92731	Estrogen receptor beta	88.42%	98.35%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.80%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.85%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.62%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.44%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.41%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.70%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.66%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.15%	91.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.04%	90.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.95%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.98%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.13%	95.89%

Plants that contains it

• Abies nephrolepis
• Achillea collina
• Acmella oleracea
• Artemisia pedemontana subsp. assoana
• Asystasia gangetica
• Baptisia sphaerocarpa
• Barleria strigosa
• Biebersteinia orphanidis
• Bryum pseudotriquetrum
• Buddleja officinalis
• Campanula persicifolia
• Chrysanthemum indicum
• Cremanthodium ellisii
• Galium verum subsp. verum
• Ligustrum vulgare
• Lycianthes synanthera
• Meehania urticifolia
• Mentha × piperita
• Mentha canadensis
• Monarda punctata
• Saussurea medusa
• Scutellaria caucasica
• Sicyos edulis

Cross-Links

• PubChem: 5377847
• NPASS: NPC64850
• LOTUS: LTS0134975
• wikiData: Q104996631