(2S,3S,4S,5R,6S)-5-(2-carboxyacetyl)oxy-3,4-dihydroxy-6-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 9ca5a958-f8d1-46a3-a702-8f3cf8353404
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: (2S,3S,4S,5R,6S)-5-(2-carboxyacetyl)oxy-3,4-dihydroxy-6-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)OC(=O)CC(=O)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C=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)OC(=O)CC(=O)O)O)O
• InChI: InChI=1S/C25H22O15/c1-36-14-3-2-9(4-11(14)26)15-7-13(28)19-12(27)5-10(6-16(19)38-15)37-25-23(39-18(31)8-17(29)30)21(33)20(32)22(40-25)24(34)35/h2-7,20-23,25-27,32-33H,8H2,1H3,(H,29,30)(H,34,35)/t20-,21-,22-,23+,25+/m0/s1
• InChI Key: ZQNFRDWXJGDTGX-FPDJOHNTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₂O₁₅
• Molecular Weight: 562.40 g/mol
• Exact Mass: 562.09586999 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.18
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7184	71.84%
Caco-2	-	0.8912	89.12%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5876	58.76%
OATP2B1 inhibitior	-	0.6888	68.88%
OATP1B1 inhibitior	+	0.9185	91.85%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7119	71.19%
P-glycoprotein inhibitior	+	0.6157	61.57%
P-glycoprotein substrate	+	0.5460	54.60%
CYP3A4 substrate	+	0.6258	62.58%
CYP2C9 substrate	-	0.6278	62.78%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	-	0.8009	80.09%
CYP2C9 inhibition	-	0.9288	92.88%
CYP2C19 inhibition	-	0.9414	94.14%
CYP2D6 inhibition	-	0.9233	92.33%
CYP1A2 inhibition	-	0.9247	92.47%
CYP2C8 inhibition	+	0.8624	86.24%
CYP inhibitory promiscuity	-	0.8826	88.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5828	58.28%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8966	89.66%
Skin irritation	-	0.7633	76.33%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.6064	60.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3720	37.20%
Micronuclear	+	0.8318	83.18%
Hepatotoxicity	-	0.7907	79.07%
skin sensitisation	-	0.9206	92.06%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9480	94.80%
Acute Oral Toxicity (c)	III	0.6327	63.27%
Estrogen receptor binding	+	0.7769	77.69%
Androgen receptor binding	+	0.6591	65.91%
Thyroid receptor binding	-	0.4885	48.85%
Glucocorticoid receptor binding	+	0.6448	64.48%
Aromatase binding	-	0.5804	58.04%
PPAR gamma	+	0.6742	67.42%
Honey bee toxicity	-	0.7477	74.77%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8115	81.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.41%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.37%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.83%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.12%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.74%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.86%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.80%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.35%	96.09%
CHEMBL3194	P02766	Transthyretin	92.28%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.59%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.44%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.15%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.06%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.26%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.70%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	84.58%	90.20%
CHEMBL340	P08684	Cytochrome P450 3A4	84.24%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.01%	94.45%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.71%	81.11%
CHEMBL3401	O75469	Pregnane X receptor	82.39%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.13%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.00%	96.95%

Plants that contains it

• Meehania fargesii

Cross-Links

• PubChem: 46211604
• LOTUS: LTS0127922
• wikiData: Q105381561