[(2R,3R,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-[[(1S,2S,4S,5S,6S,10S)-5-hydroxy-2-[[(E)-3-phenylprop-2-enoyl]oxymethyl]-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]oxan-4-yl] (1S,4aS)-7-(acetyloxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6-tetrahydrocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: ce818c88-ebfb-4834-a2b2-27e2756c2333
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3R,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-[[(1S,2S,4S,5S,6S,10S)-5-hydroxy-2-[[(E)-3-phenylprop-2-enoyl]oxymethyl]-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]oxan-4-yl] (1S,4aS)-7-(acetyloxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6-tetrahydrocyclopenta[c]pyran-4-carboxylate
• InChI: InChI=1S/C42H50O21/c1-18(45)55-15-20-8-9-21-23(16-56-38(27(20)21)61-40-33(51)32(50)30(48)24(13-43)58-40)37(53)60-35-31(49)25(14-44)59-41(34(35)52)62-39-28-22(11-12-54-39)29(47)36-42(28,63-36)17-57-26(46)10-7-19-5-3-2-4-6-19/h2-7,10-12,16,21-22,24-25,28-36,38-41,43-44,47-52H,8-9,13-15,17H2,1H3/b10-7+/t21-,22+,24-,25-,28-,29+,30-,31-,32+,33-,34-,35+,36+,38+,39+,40+,41+,42-/m1/s1
• InChI Key: LDFIBOKATYKROB-OFEBRMEOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₀O₂₁
• Molecular Weight: 890.80 g/mol
• Exact Mass: 890.28445860 g/mol
• Topological Polar Surface Area (TPSA): 309.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.45
• H-Bond Acceptor: 21
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7504	75.04%
Caco-2	-	0.8729	87.29%
Blood Brain Barrier	-	0.5142	51.42%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8523	85.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7830	78.30%
OATP1B3 inhibitior	+	0.9227	92.27%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6867	68.67%
BSEP inhibitior	+	0.9077	90.77%
P-glycoprotein inhibitior	+	0.7282	72.82%
P-glycoprotein substrate	+	0.6718	67.18%
CYP3A4 substrate	+	0.7363	73.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8792	87.92%
CYP3A4 inhibition	-	0.9650	96.50%
CYP2C9 inhibition	-	0.8637	86.37%
CYP2C19 inhibition	-	0.8561	85.61%
CYP2D6 inhibition	-	0.9070	90.70%
CYP1A2 inhibition	-	0.7990	79.90%
CYP2C8 inhibition	+	0.8509	85.09%
CYP inhibitory promiscuity	-	0.8898	88.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6225	62.25%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9059	90.59%
Skin irritation	-	0.6998	69.98%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7674	76.74%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8606	86.06%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6724	67.24%
Acute Oral Toxicity (c)	I	0.3851	38.51%
Estrogen receptor binding	+	0.8243	82.43%
Androgen receptor binding	+	0.7260	72.60%
Thyroid receptor binding	+	0.5573	55.73%
Glucocorticoid receptor binding	+	0.6722	67.22%
Aromatase binding	-	0.4854	48.54%
PPAR gamma	+	0.7400	74.00%
Honey bee toxicity	-	0.6902	69.02%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9640	96.40%

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	99.08%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.42%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.88%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.16%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.50%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.38%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.36%	94.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.52%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.42%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.33%	94.23%
CHEMBL4040	P28482	MAP kinase ERK2	91.50%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.84%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.53%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.32%	98.95%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.87%	89.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.72%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.25%	95.89%
CHEMBL3524	P56524	Histone deacetylase 4	88.18%	92.97%
CHEMBL5028	O14672	ADAM10	86.86%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	86.25%	91.49%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.54%	89.44%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	83.22%	91.65%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.19%	94.97%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.79%	85.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.47%	95.83%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.06%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.47%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.27%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.22%	95.89%

Plants that contains it

• Globularia trichosantha

Cross-Links

• PubChem: 163104840
• LOTUS: LTS0092588
• wikiData: Q105150193