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

Details

• Internal ID: c9909c0f-9b45-4f40-81ad-90901f8cdafd
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides
• IUPAC Name: [(2R)-1-[5-hydroxy-2-(4-hydroxyphenyl)-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)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)OC(=O)[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)O)O)O)O
• InChI: InChI=1S/C24H22O13/c1-9(34-24(33)21-19(29)18(28)20(30)23(32)37-21)22(31)35-12-6-13(26)17-14(27)8-15(36-16(17)7-12)10-2-4-11(25)5-3-10/h2-9,18-21,23,25-26,28-30,32H,1H3/t9-,18+,19+,20-,21+,23-/m1/s1
• InChI Key: NFVIVUKVTBRZJH-UJXSXJPISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₂O₁₃
• Molecular Weight: 518.40 g/mol
• Exact Mass: 518.10604075 g/mol
• Topological Polar Surface Area (TPSA): 210.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7250	72.50%
Caco-2	-	0.8860	88.60%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7033	70.33%
OATP2B1 inhibitior	-	0.5533	55.33%
OATP1B1 inhibitior	+	0.8899	88.99%
OATP1B3 inhibitior	+	0.9774	97.74%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8149	81.49%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6412	64.12%
CYP3A4 substrate	+	0.6403	64.03%
CYP2C9 substrate	+	0.5513	55.13%
CYP2D6 substrate	-	0.8726	87.26%
CYP3A4 inhibition	-	0.7716	77.16%
CYP2C9 inhibition	-	0.8518	85.18%
CYP2C19 inhibition	-	0.9123	91.23%
CYP2D6 inhibition	-	0.9643	96.43%
CYP1A2 inhibition	-	0.8370	83.70%
CYP2C8 inhibition	+	0.7675	76.75%
CYP inhibitory promiscuity	-	0.7986	79.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5368	53.68%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9168	91.68%
Skin irritation	-	0.6876	68.76%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4155	41.55%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.7407	74.07%
skin sensitisation	-	0.9297	92.97%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7030	70.30%
Acute Oral Toxicity (c)	III	0.6408	64.08%
Estrogen receptor binding	+	0.8163	81.63%
Androgen receptor binding	+	0.8193	81.93%
Thyroid receptor binding	+	0.5253	52.53%
Glucocorticoid receptor binding	+	0.6683	66.83%
Aromatase binding	-	0.5114	51.14%
PPAR gamma	+	0.6850	68.50%
Honey bee toxicity	-	0.5658	56.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.9477	94.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.40%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.87%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.56%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.12%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.08%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.06%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	92.34%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.77%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.32%	95.56%
CHEMBL3194	P02766	Transthyretin	88.76%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	87.96%	91.49%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	87.54%	89.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.99%	95.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.68%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.45%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.03%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.76%	99.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.89%	85.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.67%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.58%	83.57%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.64%	93.65%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.31%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.75%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.36%	95.89%

Plants that contains it

• Marrubium vulgare

Cross-Links

• PubChem: 163001031
• LOTUS: LTS0146542
• wikiData: Q105178705