5-Hydroxy-7-methoxy-2-[4-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-4-one

Details

• Internal ID: dc7aac6b-7175-4934-9b42-5461e630322f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5-hydroxy-7-methoxy-2-[4-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC=C(C=C3)C4CC(=O)C5=C(C=C(C=C5O4)OC)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC=C(C=C3)C4CC(=O)C5=C(C=C(C=C5O4)OC)O)O)O)O)O)O)O
• InChI: InChI=1S/C28H34O14/c1-11-21(31)23(33)25(35)27(39-11)38-10-19-22(32)24(34)26(36)28(42-19)40-13-5-3-12(4-6-13)17-9-16(30)20-15(29)7-14(37-2)8-18(20)41-17/h3-8,11,17,19,21-29,31-36H,9-10H2,1-2H3
• InChI Key: UBOWBUDLNCBEJZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₁₄
• Molecular Weight: 594.60 g/mol
• Exact Mass: 594.19485575 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.86
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4777	47.77%
Caco-2	-	0.8686	86.86%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6902	69.02%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9263	92.63%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5804	58.04%
P-glycoprotein inhibitior	-	0.6026	60.26%
P-glycoprotein substrate	-	0.6574	65.74%
CYP3A4 substrate	+	0.6293	62.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8428	84.28%
CYP3A4 inhibition	-	0.8619	86.19%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6670	66.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6995	69.95%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9237	92.37%
Skin irritation	-	0.8249	82.49%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4487	44.87%
Micronuclear	+	0.7492	74.92%
Hepatotoxicity	-	0.7708	77.08%
skin sensitisation	-	0.9436	94.36%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7891	78.91%
Acute Oral Toxicity (c)	III	0.6904	69.04%
Estrogen receptor binding	+	0.7284	72.84%
Androgen receptor binding	-	0.6934	69.34%
Thyroid receptor binding	-	0.4875	48.75%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5606	56.06%
PPAR gamma	+	0.6894	68.94%
Honey bee toxicity	-	0.7789	77.89%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8477	84.77%

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	99.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.68%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.62%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.81%	98.95%
CHEMBL4208	P20618	Proteasome component C5	94.01%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.52%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.25%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.06%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.72%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.31%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.26%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.22%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.19%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.95%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	87.87%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	86.88%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.21%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.27%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.20%	94.80%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.45%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.60%	94.45%

Plants that contains it

• Vitex negundo

Cross-Links

• PubChem: 162996625
• LOTUS: LTS0216292
• wikiData: Q105269560