[(2S,3S,4S,5S,6S)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3,4-dimethoxybenzoate

Details

• Internal ID: 9147d329-81a4-4579-a68a-959598e460ae
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
• IUPAC Name: [(2S,3S,4S,5S,6S)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3,4-dimethoxybenzoate
• SMILES (Canonical): COC1=C(C=C(C=C1)C(=O)OC2C(C(C(OC2C3=C(C=C(C4=C3OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)CO)O)O)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C(=O)O[C@H]2[C@H]([C@@H]([C@@H](O[C@H]2C3=C(C=C(C4=C3OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)CO)O)O)OC
• InChI: InChI=1S/C30H28O14/c1-40-19-6-4-13(8-21(19)41-2)30(39)44-29-26(38)25(37)22(11-31)43-28(29)24-17(35)9-16(34)23-18(36)10-20(42-27(23)24)12-3-5-14(32)15(33)7-12/h3-10,22,25-26,28-29,31-35,37-38H,11H2,1-2H3/t22-,25+,26-,28-,29-/m0/s1
• InChI Key: DZMBDBKFGSMXBR-ATSOCFSVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₈O₁₄
• Molecular Weight: 612.50 g/mol
• Exact Mass: 612.14790556 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.68
• 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	-	0.6066	60.66%
Caco-2	-	0.8965	89.65%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5789	57.89%
OATP2B1 inhibitior	-	0.5691	56.91%
OATP1B1 inhibitior	+	0.8227	82.27%
OATP1B3 inhibitior	+	0.9761	97.61%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7828	78.28%
P-glycoprotein inhibitior	+	0.7298	72.98%
P-glycoprotein substrate	+	0.5534	55.34%
CYP3A4 substrate	+	0.6624	66.24%
CYP2C9 substrate	-	0.7998	79.98%
CYP2D6 substrate	-	0.8505	85.05%
CYP3A4 inhibition	-	0.8925	89.25%
CYP2C9 inhibition	-	0.9040	90.40%
CYP2C19 inhibition	-	0.9391	93.91%
CYP2D6 inhibition	-	0.9601	96.01%
CYP1A2 inhibition	-	0.9300	93.00%
CYP2C8 inhibition	+	0.8297	82.97%
CYP inhibitory promiscuity	-	0.8415	84.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7305	73.05%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.8464	84.64%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.5628	56.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7762	77.62%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9405	94.05%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8472	84.72%
Acute Oral Toxicity (c)	III	0.6381	63.81%
Estrogen receptor binding	+	0.8252	82.52%
Androgen receptor binding	+	0.8033	80.33%
Thyroid receptor binding	+	0.5536	55.36%
Glucocorticoid receptor binding	+	0.7239	72.39%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6896	68.96%
Honey bee toxicity	-	0.7389	73.89%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8147	81.47%

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	98.06%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.98%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.91%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.58%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.37%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	94.37%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.28%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.99%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.61%	86.92%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	90.92%	89.23%
CHEMBL3194	P02766	Transthyretin	90.58%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.35%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.21%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.58%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.36%	95.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.08%	96.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.06%	97.28%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.92%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	81.40%	91.19%
CHEMBL4208	P20618	Proteasome component C5	81.29%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.16%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.05%	97.09%

Plants that contains it

• Trollius ledebourii

Cross-Links

• PubChem: 163190287
• LOTUS: LTS0037121
• wikiData: Q104991875