7-Hydroxy-2-(4-hydroxyphenyl)-5-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 5235586c-7340-4a9c-89a6-68ec1542a03a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 7-hydroxy-2-(4-hydroxyphenyl)-5-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): C1C(OC2=C(C1=O)C(=CC(=C2)O)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O)C5=CC=C(C=C5)O
• SMILES (Isomeric): C1C(OC2=C(C1=O)C(=CC(=C2)O)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O)C5=CC=C(C=C5)O
• InChI: InChI=1S/C27H32O15/c28-8-17-20(32)22(34)24(36)26(41-17)38-9-18-21(33)23(35)25(37)27(42-18)40-16-6-12(30)5-15-19(16)13(31)7-14(39-15)10-1-3-11(29)4-2-10/h1-6,14,17-18,20-30,32-37H,7-9H2
• InChI Key: QNZZFAKZCZFNLY-UHFFFAOYSA-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): 245.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.19
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• 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	-	0.9291	92.91%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5848	58.48%
OATP2B1 inhibitior	-	0.8491	84.91%
OATP1B1 inhibitior	+	0.9109	91.09%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5624	56.24%
P-glycoprotein inhibitior	-	0.6897	68.97%
P-glycoprotein substrate	-	0.7964	79.64%
CYP3A4 substrate	+	0.6108	61.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8143	81.43%
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	+	0.5139	51.39%
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	-	0.9043	90.43%
Skin irritation	-	0.8255	82.55%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4135	41.35%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7500	75.00%
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	+	0.6592	65.92%
Acute Oral Toxicity (c)	IV	0.4763	47.63%
Estrogen receptor binding	+	0.7653	76.53%
Androgen receptor binding	-	0.5594	55.94%
Thyroid receptor binding	-	0.5306	53.06%
Glucocorticoid receptor binding	-	0.5568	55.68%
Aromatase binding	+	0.5720	57.20%
PPAR gamma	+	0.6949	69.49%
Honey bee toxicity	-	0.7359	73.59%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6049	60.49%
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	99.20%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.58%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.41%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.05%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.95%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.64%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.58%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.82%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.53%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.42%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.14%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.35%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.20%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.05%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.77%	95.78%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.53%	85.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.14%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.64%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.26%	90.00%
CHEMBL3194	P02766	Transthyretin	80.83%	90.71%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.31%	90.93%

Plants that contains it

• Helichrysum arenarium

Cross-Links

• PubChem: 74817238
• LOTUS: LTS0036477
• wikiData: Q105224746