[3,4-Dihydroxy-6-[3,5,8-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]methyl acetate

Details

• Internal ID: 1bbf6eae-9954-419c-aa3b-6c2163594be1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [3,4-dihydroxy-6-[3,5,8-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C4=C(C(=C3)O)C(=O)C(=C(O4)C5=CC(=C(C=C5)O)OC)O)O)COC(=O)C)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C4=C(C(=C3)O)C(=O)C(=C(O4)C5=CC(=C(C=C5)O)OC)O)O)COC(=O)C)O)O)O)O)O
• InChI: InChI=1S/C30H34O18/c1-9-18(34)22(38)25(41)29(44-9)48-28-23(39)19(35)16(8-43-10(2)31)46-30(28)45-15-7-13(33)17-21(37)24(40)26(47-27(17)20(15)36)11-4-5-12(32)14(6-11)42-3/h4-7,9,16,18-19,22-23,25,28-30,32-36,38-41H,8H2,1-3H3
• InChI Key: LLPAOCBYQCXXKS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₁₈
• Molecular Weight: 682.60 g/mol
• Exact Mass: 682.17451423 g/mol
• Topological Polar Surface Area (TPSA): 281.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.11
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

• DTXSID401345805
• 3,5,8-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-7-yl 6-O-acetyl-2-O-(6-deoxyhexopyranosyl)hexopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5688	56.88%
Caco-2	-	0.9045	90.45%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5935	59.35%
OATP2B1 inhibitior	-	0.5731	57.31%
OATP1B1 inhibitior	+	0.8733	87.33%
OATP1B3 inhibitior	+	0.9157	91.57%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5698	56.98%
P-glycoprotein inhibitior	-	0.5147	51.47%
P-glycoprotein substrate	+	0.5807	58.07%
CYP3A4 substrate	+	0.6713	67.13%
CYP2C9 substrate	-	0.8277	82.77%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.9556	95.56%
CYP2C9 inhibition	-	0.9475	94.75%
CYP2C19 inhibition	-	0.9606	96.06%
CYP2D6 inhibition	-	0.9464	94.64%
CYP1A2 inhibition	-	0.9298	92.98%
CYP2C8 inhibition	+	0.7668	76.68%
CYP inhibitory promiscuity	-	0.8665	86.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7253	72.53%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9166	91.66%
Skin irritation	-	0.8397	83.97%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	-	0.5274	52.74%
Human Ether-a-go-go-Related Gene inhibition	+	0.6520	65.20%
Micronuclear	+	0.5992	59.92%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9411	94.11%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9468	94.68%
Acute Oral Toxicity (c)	III	0.6715	67.15%
Estrogen receptor binding	+	0.8381	83.81%
Androgen receptor binding	+	0.5435	54.35%
Thyroid receptor binding	+	0.5198	51.98%
Glucocorticoid receptor binding	+	0.6457	64.57%
Aromatase binding	+	0.5979	59.79%
PPAR gamma	+	0.7341	73.41%
Honey bee toxicity	-	0.7273	72.73%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9402	94.02%

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	99.76%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.91%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.22%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.21%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	95.13%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.47%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.27%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.90%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.49%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.09%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.80%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	87.25%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.18%	92.94%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.81%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.70%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.61%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.80%	95.89%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.58%	81.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.47%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.91%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.76%	94.33%
CHEMBL3194	P02766	Transthyretin	80.40%	90.71%

Plants that contains it

• Haplophyllum acutifolium

Cross-Links

• PubChem: 20106108
• LOTUS: LTS0196896
• wikiData: Q105153615