8-Hydroxy-3-[4-methoxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3,4-dihydroisochromen-1-one

Details

• Internal ID: 89d8834c-b0df-481b-bf14-9217b9a9296b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 8-hydroxy-3-[4-methoxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3,4-dihydroisochromen-1-one
• SMILES (Canonical): COC1=C(C=C(C=C1)C2CC3=C(C(=CC=C3)O)C(=O)O2)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2CC3=C(C(=CC=C3)O)C(=O)O2)OC4C(C(C(C(O4)CO)O)O)O
• InChI: InChI=1S/C22H24O10/c1-29-13-6-5-10(14-8-11-3-2-4-12(24)17(11)21(28)30-14)7-15(13)31-22-20(27)19(26)18(25)16(9-23)32-22/h2-7,14,16,18-20,22-27H,8-9H2,1H3
• InChI Key: RZROOCKDVMGAOC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₁₀
• Molecular Weight: 448.40 g/mol
• Exact Mass: 448.13694696 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.03
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4855	48.55%
Caco-2	-	0.8235	82.35%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6190	61.90%
OATP2B1 inhibitior	-	0.8468	84.68%
OATP1B1 inhibitior	+	0.8871	88.71%
OATP1B3 inhibitior	+	0.9740	97.40%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7836	78.36%
P-glycoprotein inhibitior	-	0.6996	69.96%
P-glycoprotein substrate	-	0.7089	70.89%
CYP3A4 substrate	+	0.6345	63.45%
CYP2C9 substrate	-	0.6294	62.94%
CYP2D6 substrate	-	0.8480	84.80%
CYP3A4 inhibition	-	0.9108	91.08%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9173	91.73%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.6545	65.45%
CYP inhibitory promiscuity	-	0.7292	72.92%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6890	68.90%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9402	94.02%
Skin irritation	-	0.8153	81.53%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5330	53.30%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9373	93.73%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4687	46.87%
Acute Oral Toxicity (c)	III	0.6624	66.24%
Estrogen receptor binding	+	0.7525	75.25%
Androgen receptor binding	-	0.5828	58.28%
Thyroid receptor binding	+	0.6313	63.13%
Glucocorticoid receptor binding	+	0.5500	55.00%
Aromatase binding	-	0.5989	59.89%
PPAR gamma	+	0.7693	76.93%
Honey bee toxicity	-	0.8286	82.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.7079	70.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.08%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.52%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.11%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.34%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.08%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.56%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.07%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.82%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.61%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.48%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.16%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.95%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	86.86%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.46%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.92%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.74%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.69%	93.99%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.03%	94.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.89%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.21%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.58%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.48%	96.00%

Plants that contains it

• Hydrangea macrophylla

Cross-Links

• PubChem: 59658103
• LOTUS: LTS0111214
• wikiData: Q105248566