[(2R)-1-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-1-oxopropan-2-yl] (2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxane-2-carboxylate

Details

• Internal ID: f05623f7-bdfa-4e5a-83f5-6e97769c76c9
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides
• IUPAC Name: [(2R)-1-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-1-oxopropan-2-yl] (2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxane-2-carboxylate
• SMILES (Canonical): CC(C(=O)OC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O)O)O)OC(=O)C4C(C(C(C(O4)O)O)O)O
• SMILES (Isomeric): C[C@H](C(=O)OC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O)O)O)OC(=O)[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)O)O)O)O
• InChI: InChI=1S/C24H22O14/c1-8(35-24(34)21-19(30)18(29)20(31)23(33)38-21)22(32)36-10-5-13(27)17-14(28)7-15(37-16(17)6-10)9-2-3-11(25)12(26)4-9/h2-8,18-21,23,25-27,29-31,33H,1H3/t8-,18+,19+,20-,21+,23-/m1/s1
• InChI Key: IFPLUAYRXPYXOS-YIXDBDBNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₂O₁₄
• Molecular Weight: 534.40 g/mol
• Exact Mass: 534.10095537 g/mol
• Topological Polar Surface Area (TPSA): 230.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.79
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7495	74.95%
Caco-2	-	0.8946	89.46%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7171	71.71%
OATP2B1 inhibitior	-	0.5529	55.29%
OATP1B1 inhibitior	+	0.9152	91.52%
OATP1B3 inhibitior	+	0.9745	97.45%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6869	68.69%
P-glycoprotein inhibitior	-	0.5470	54.70%
P-glycoprotein substrate	-	0.6299	62.99%
CYP3A4 substrate	+	0.6396	63.96%
CYP2C9 substrate	+	0.5485	54.85%
CYP2D6 substrate	-	0.8710	87.10%
CYP3A4 inhibition	-	0.8307	83.07%
CYP2C9 inhibition	-	0.8102	81.02%
CYP2C19 inhibition	-	0.8717	87.17%
CYP2D6 inhibition	-	0.9680	96.80%
CYP1A2 inhibition	-	0.6999	69.99%
CYP2C8 inhibition	+	0.7811	78.11%
CYP inhibitory promiscuity	-	0.7743	77.43%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9165	91.65%
Skin irritation	-	0.6672	66.72%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	-	0.5464	54.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4602	46.02%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.7032	70.32%
skin sensitisation	-	0.9127	91.27%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7236	72.36%
Acute Oral Toxicity (c)	III	0.5185	51.85%
Estrogen receptor binding	+	0.8222	82.22%
Androgen receptor binding	+	0.7863	78.63%
Thyroid receptor binding	+	0.5410	54.10%
Glucocorticoid receptor binding	+	0.6496	64.96%
Aromatase binding	-	0.5395	53.95%
PPAR gamma	+	0.6496	64.96%
Honey bee toxicity	-	0.5371	53.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9611	96.11%

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	98.85%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.17%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.13%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.63%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.39%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.08%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	92.71%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.77%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.52%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.98%	85.14%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.39%	85.31%
CHEMBL3194	P02766	Transthyretin	87.97%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.83%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.07%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.58%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.57%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.47%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.70%	86.92%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	82.28%	89.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.05%	97.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.26%	83.00%

Plants that contains it

• Marrubium vulgare

Cross-Links

• PubChem: 162936793
• LOTUS: LTS0087466
• wikiData: Q105112294