(2S,3S,4S,5R,6R)-6-[(2S,3S,4S,5R,6R)-2-carboxy-6-[(2S,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-3-yl]oxy-3-hydroxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: a3dc5e89-6182-427a-bbec-08955fb1180d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[(2S,3S,4S,5R,6R)-2-carboxy-6-[(2S,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-3-yl]oxy-3-hydroxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)OC6C(C(C(C(O6)C(=O)O)O)O)O)OC(=O)C=CC7=CC=C(C=C7)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O)OC(=O)/C=C/C7=CC=C(C=C7)O)O)O
• InChI: InChI=1S/C43H42O26/c1-61-22-10-15(5-8-18(22)45)21-13-20(47)25-19(46)11-17(12-23(25)63-21)62-42-36(29(52)28(51)34(67-42)39(57)58)69-43-37(64-24(48)9-4-14-2-6-16(44)7-3-14)32(31(54)35(68-43)40(59)60)65-41-30(53)26(49)27(50)33(66-41)38(55)56/h2-13,26-37,41-46,49-54H,1H3,(H,55,56)(H,57,58)(H,59,60)/b9-4+/t26-,27-,28-,29-,30+,31-,32-,33-,34-,35-,36+,37+,41+,42+,43-/m0/s1
• InChI Key: VMRUELIQBFPWSB-RJRLCJTISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₂O₂₆
• Molecular Weight: 974.80 g/mol
• Exact Mass: 974.19643144 g/mol
• Topological Polar Surface Area (TPSA): 411.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -2.05
• H-Bond Acceptor: 23
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8378	83.78%
Caco-2	-	0.8744	87.44%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5789	57.89%
OATP2B1 inhibitior	-	0.5661	56.61%
OATP1B1 inhibitior	+	0.8958	89.58%
OATP1B3 inhibitior	+	0.9872	98.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7174	71.74%
P-glycoprotein inhibitior	+	0.7226	72.26%
P-glycoprotein substrate	+	0.5341	53.41%
CYP3A4 substrate	+	0.6889	68.89%
CYP2C9 substrate	-	0.8144	81.44%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.6452	64.52%
CYP2C9 inhibition	-	0.6901	69.01%
CYP2C19 inhibition	-	0.6970	69.70%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.7411	74.11%
CYP2C8 inhibition	+	0.9020	90.20%
CYP inhibitory promiscuity	-	0.6003	60.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4368	43.68%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.6784	67.84%
Skin corrosion	-	0.9212	92.12%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6854	68.54%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.7657	76.57%
skin sensitisation	-	0.8817	88.17%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9311	93.11%
Acute Oral Toxicity (c)	III	0.5021	50.21%
Estrogen receptor binding	+	0.7649	76.49%
Androgen receptor binding	+	0.7244	72.44%
Thyroid receptor binding	+	0.5558	55.58%
Glucocorticoid receptor binding	+	0.6030	60.30%
Aromatase binding	+	0.5315	53.15%
PPAR gamma	+	0.7203	72.03%
Honey bee toxicity	-	0.6418	64.18%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9682	96.82%

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	99.26%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.11%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.82%	89.00%
CHEMBL3194	P02766	Transthyretin	97.48%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.41%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.59%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.86%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.73%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.18%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.98%	95.50%
CHEMBL242	Q92731	Estrogen receptor beta	89.76%	98.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.56%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.56%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.33%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.19%	97.36%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.33%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.07%	91.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.11%	95.78%
CHEMBL3438	Q05513	Protein kinase C zeta	85.11%	88.48%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.09%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.87%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.55%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	80.53%	95.48%
CHEMBL3401	O75469	Pregnane X receptor	80.30%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	80.22%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.22%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.14%	94.08%

Plants that contains it

• Medicago truncatula

Cross-Links

• PubChem: 163190631
• LOTUS: LTS0009149
• wikiData: Q105289218