Methyl 4'-(1-hydroxyethyl)-5'-oxo-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3a,6,7,7a-tetrahydroindene-1,2'-furan]-4-carboxylate

Details

• Internal ID: 7453c093-2358-48de-8987-e7f762122430
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: methyl 4'-(1-hydroxyethyl)-5'-oxo-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3a,6,7,7a-tetrahydroindene-1,2'-furan]-4-carboxylate
• SMILES (Canonical): CC(C1=CC2(C=CC3C2C(CC=C3C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)OC1=O)O
• SMILES (Isomeric): CC(C1=CC2(C=CC3C2C(CC=C3C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)OC1=O)O
• InChI: InChI=1S/C22H28O11/c1-9(24)12-7-22(33-20(12)29)6-5-10-11(19(28)30-2)3-4-13(15(10)22)31-21-18(27)17(26)16(25)14(8-23)32-21/h3,5-7,9-10,13-18,21,23-27H,4,8H2,1-2H3
• InChI Key: SWQUJDQGKHRBEP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₁₁
• Molecular Weight: 468.40 g/mol
• Exact Mass: 468.16316171 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.92
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6235	62.35%
Caco-2	-	0.8248	82.48%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7548	75.48%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8254	82.54%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6234	62.34%
P-glycoprotein inhibitior	-	0.6964	69.64%
P-glycoprotein substrate	-	0.5831	58.31%
CYP3A4 substrate	+	0.6775	67.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8799	87.99%
CYP3A4 inhibition	-	0.8894	88.94%
CYP2C9 inhibition	-	0.8913	89.13%
CYP2C19 inhibition	-	0.8928	89.28%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.9270	92.70%
CYP2C8 inhibition	+	0.4450	44.50%
CYP inhibitory promiscuity	-	0.7613	76.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5914	59.14%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9382	93.82%
Skin irritation	-	0.7439	74.39%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5196	51.96%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	-	0.6259	62.59%
skin sensitisation	-	0.8492	84.92%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6411	64.11%
Acute Oral Toxicity (c)	III	0.4914	49.14%
Estrogen receptor binding	+	0.6907	69.07%
Androgen receptor binding	+	0.5918	59.18%
Thyroid receptor binding	+	0.5164	51.64%
Glucocorticoid receptor binding	+	0.6345	63.45%
Aromatase binding	+	0.5686	56.86%
PPAR gamma	-	0.5121	51.21%
Honey bee toxicity	-	0.7250	72.50%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.3850	38.50%

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	99.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.49%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.80%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.13%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	95.58%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.87%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	89.71%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.65%	97.09%
CHEMBL4208	P20618	Proteasome component C5	87.60%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.92%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.88%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.08%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.96%	89.00%
CHEMBL5028	O14672	ADAM10	82.35%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.60%	91.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.39%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.05%	95.83%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.73%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	80.23%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.18%	92.62%

Plants that contains it

• Plumeria obtusa

Cross-Links

• PubChem: 162935750
• LOTUS: LTS0256377
• wikiData: Q105262829