methyl (2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate

Details

• Internal ID: 9f329a1b-b008-4ef4-b429-037e889c6326
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: methyl (2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)C(=O)OC)O)O)O)OC)O
• SMILES (Isomeric): COC1=CC=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)OC)O)O)O)OC)O
• InChI: InChI=1S/C24H24O12/c1-31-11-6-4-10(5-7-11)13-8-12(25)16-14(34-13)9-15(21(32-2)17(16)26)35-24-20(29)18(27)19(28)22(36-24)23(30)33-3/h4-9,18-20,22,24,26-29H,1-3H3/t18-,19-,20+,22+,24+/m0/s1
• InChI Key: BWUMQHHQRFRBKZ-FDHDAJFTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₁₂
• Molecular Weight: 504.40 g/mol
• Exact Mass: 504.12677620 g/mol
• Topological Polar Surface Area (TPSA): 170.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.54
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7097	70.97%
Caco-2	-	0.8024	80.24%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6325	63.25%
OATP2B1 inhibitior	-	0.6847	68.47%
OATP1B1 inhibitior	+	0.7532	75.32%
OATP1B3 inhibitior	+	0.9111	91.11%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8740	87.40%
P-glycoprotein inhibitior	+	0.6484	64.84%
P-glycoprotein substrate	-	0.6292	62.92%
CYP3A4 substrate	+	0.6486	64.86%
CYP2C9 substrate	-	0.8235	82.35%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.8504	85.04%
CYP2C9 inhibition	-	0.9678	96.78%
CYP2C19 inhibition	-	0.9581	95.81%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.8478	84.78%
CYP2C8 inhibition	+	0.7634	76.34%
CYP inhibitory promiscuity	-	0.7961	79.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5498	54.98%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9236	92.36%
Skin irritation	-	0.7643	76.43%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.6764	67.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4703	47.03%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9371	93.71%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8677	86.77%
Acute Oral Toxicity (c)	III	0.4639	46.39%
Estrogen receptor binding	+	0.8651	86.51%
Androgen receptor binding	+	0.7722	77.22%
Thyroid receptor binding	+	0.5980	59.80%
Glucocorticoid receptor binding	+	0.7883	78.83%
Aromatase binding	+	0.5575	55.75%
PPAR gamma	+	0.7137	71.37%
Honey bee toxicity	-	0.8057	80.57%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7249	72.49%
Fish aquatic toxicity	+	0.9432	94.32%

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	99.50%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.11%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.72%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.83%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.33%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.03%	99.15%
CHEMBL2581	P07339	Cathepsin D	90.80%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.14%	99.17%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	90.03%	89.23%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	89.72%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.59%	81.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.59%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.27%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.71%	95.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.52%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.75%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	84.91%	94.73%
CHEMBL4530	P00488	Coagulation factor XIII	83.39%	96.00%
CHEMBL4208	P20618	Proteasome component C5	81.98%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.68%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.03%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.86%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.75%	96.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.13%	96.09%

Plants that contains it

• Comanthosphace japonica

Cross-Links

• PubChem: 162969831
• LOTUS: LTS0272955
• wikiData: Q104947684