4H-1-Benzopyran-4-one, 2-[4-[[6-O-(4-carboxy-3-hydroxy-3-methyl-1-oxobutyl)-beta-D-glucopyranosyl]oxy]-3-methoxyphenyl]-5,7-dihydroxy-6,8-dimethoxy-

Details

• Internal ID: 8312af98-6421-40d7-99b3-7aace7cc5858
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5-[[6-[4-(5,7-dihydroxy-6,8-dimethoxy-4-oxochromen-2-yl)-2-methoxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
• SMILES (Canonical): CC(CC(=O)O)(CC(=O)OCC1C(C(C(C(O1)OC2=C(C=C(C=C2)C3=CC(=O)C4=C(C(=C(C(=C4O3)OC)O)OC)O)OC)O)O)O)O
• SMILES (Isomeric): CC(CC(=O)O)(CC(=O)OCC1C(C(C(C(O1)OC2=C(C=C(C=C2)C3=CC(=O)C4=C(C(=C(C(=C4O3)OC)O)OC)O)OC)O)O)O)O
• InChI: InChI=1S/C30H34O17/c1-30(40,9-18(32)33)10-19(34)44-11-17-21(35)23(37)24(38)29(47-17)46-14-6-5-12(7-16(14)41-2)15-8-13(31)20-22(36)27(42-3)25(39)28(43-4)26(20)45-15/h5-8,17,21,23-24,29,35-40H,9-11H2,1-4H3,(H,32,33)
• InChI Key: YBCDABXTVIRRQV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₁₇
• Molecular Weight: 666.60 g/mol
• Exact Mass: 666.17959961 g/mol
• Topological Polar Surface Area (TPSA): 257.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.24
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 12

Synonyms

• 4H-1-Benzopyran-4-one, 2-[4-[[6-O-(4-carboxy-3-hydroxy-3-methyl-1-oxobutyl)-beta-D-glucopyranosyl]oxy]-3-methoxyphenyl]-5,7-dihydroxy-6,8-dimethoxy-
• 98891-96-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6402	64.02%
Caco-2	-	0.8683	86.83%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5965	59.65%
OATP2B1 inhibitior	-	0.5747	57.47%
OATP1B1 inhibitior	+	0.7724	77.24%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7286	72.86%
P-glycoprotein inhibitior	+	0.7156	71.56%
P-glycoprotein substrate	+	0.5384	53.84%
CYP3A4 substrate	+	0.6715	67.15%
CYP2C9 substrate	-	0.6425	64.25%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.8520	85.20%
CYP2C9 inhibition	-	0.9479	94.79%
CYP2C19 inhibition	-	0.9394	93.94%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	-	0.8684	86.84%
CYP2C8 inhibition	+	0.8048	80.48%
CYP inhibitory promiscuity	-	0.9490	94.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6153	61.53%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9169	91.69%
Skin irritation	-	0.8283	82.83%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.5964	59.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3605	36.05%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.7051	70.51%
skin sensitisation	-	0.9217	92.17%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9746	97.46%
Acute Oral Toxicity (c)	III	0.5667	56.67%
Estrogen receptor binding	+	0.8243	82.43%
Androgen receptor binding	+	0.6234	62.34%
Thyroid receptor binding	+	0.5509	55.09%
Glucocorticoid receptor binding	+	0.7288	72.88%
Aromatase binding	+	0.6999	69.99%
PPAR gamma	+	0.7451	74.51%
Honey bee toxicity	-	0.7618	76.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6949	69.49%
Fish aquatic toxicity	+	0.9628	96.28%

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	98.61%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.85%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.83%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	96.28%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.28%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.03%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.91%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.02%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.03%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.51%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.59%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.35%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	82.43%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.18%	96.90%
CHEMBL5255	O00206	Toll-like receptor 4	81.64%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.31%	97.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.24%	95.64%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.56%	96.21%

Plants that contains it

• Citrus medica

Cross-Links

• PubChem: 74977948
• LOTUS: LTS0011303
• wikiData: Q105345755