[4,5-Dihydroxy-6-(hydroxymethyl)-2-[[5-hydroxy-2-(3-phenylprop-2-enoyloxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]oxan-3-yl] 7-(acetyloxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6-tetrahydrocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: 9ab53c3d-8b7b-46b5-aa90-dc761798318c
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [4,5-dihydroxy-6-(hydroxymethyl)-2-[[5-hydroxy-2-(3-phenylprop-2-enoyloxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]oxan-3-yl] 7-(acetyloxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6-tetrahydrocyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): CC(=O)OCC1=C2C(CC1)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC4C(C(C(OC4OC5C6C(C=CO5)C(C7C6(O7)COC(=O)C=CC8=CC=CC=C8)O)CO)O)O
• SMILES (Isomeric): CC(=O)OCC1=C2C(CC1)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC4C(C(C(OC4OC5C6C(C=CO5)C(C7C6(O7)COC(=O)C=CC8=CC=CC=C8)O)CO)O)O
• InChI: InChI=1S/C42H50O21/c1-18(45)55-15-20-8-9-21-23(16-56-38(27(20)21)61-40-34(52)32(50)30(48)24(13-43)58-40)37(53)60-35-33(51)31(49)25(14-44)59-41(35)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
• InChI Key: MEALUNFNHDTBEV-UHFFFAOYSA-N
• Popularity: 0 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	-	0.8760	87.60%
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	+	0.7809	78.09%
OATP1B3 inhibitior	+	0.9227	92.27%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6867	68.67%
BSEP inhibitior	+	0.8757	87.57%
P-glycoprotein inhibitior	+	0.7330	73.30%
P-glycoprotein substrate	+	0.6634	66.34%
CYP3A4 substrate	+	0.7356	73.56%
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	+	0.8478	84.78%
CYP inhibitory promiscuity	-	0.8898	88.98%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6225	62.25%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.6998	69.98%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6959	69.59%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.7250	72.50%
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	-	0.7524	75.24%
Acute Oral Toxicity (c)	I	0.3851	38.51%
Estrogen receptor binding	+	0.8159	81.59%
Androgen receptor binding	+	0.7238	72.38%
Thyroid receptor binding	+	0.5460	54.60%
Glucocorticoid receptor binding	+	0.6912	69.12%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7305	73.05%
Honey bee toxicity	-	0.6875	68.75%
Biodegradation	-	0.6750	67.50%
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	98.69%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.41%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	97.86%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.85%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.77%	94.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.50%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.38%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.42%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.96%	96.61%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.13%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.48%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.81%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.68%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.72%	89.00%
CHEMBL3524	P56524	Histone deacetylase 4	88.71%	92.97%
CHEMBL2581	P07339	Cathepsin D	88.37%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.25%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.94%	89.67%
CHEMBL1951	P21397	Monoamine oxidase A	85.61%	91.49%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.40%	89.44%
CHEMBL5028	O14672	ADAM10	85.18%	97.50%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	84.69%	91.65%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.05%	94.97%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.06%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.88%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.83%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.82%	95.83%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.11%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.06%	95.50%

Plants that contains it

• Globularia trichosantha

Cross-Links

• PubChem: 73109518
• LOTUS: LTS0141678
• wikiData: Q105162108