[(1S,2S,4S,5R,6R,7S,9R,12R)-6-(acetyloxymethyl)-4-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2R)-2-methylbutanoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] furan-3-carboxylate

Details

• Internal ID: 514a4b0f-b4fd-43d6-afd3-d4d65180c4cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1S,2S,4S,5R,6R,7S,9R,12R)-6-(acetyloxymethyl)-4-(furan-3-carbonyloxy)-2,12-dihydroxy-2,10,10-trimethyl-5-[(2R)-2-methylbutanoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] furan-3-carboxylate
• SMILES (Canonical): CCC(C)C(=O)OC1C(CC(C23C1(C(CC(C2O)C(O3)(C)C)OC(=O)C4=COC=C4)COC(=O)C)(C)O)OC(=O)C5=COC=C5
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@H]1[C@H](C[C@]([C@]23[C@@]1([C@H](C[C@H]([C@H]2O)C(O3)(C)C)OC(=O)C4=COC=C4)COC(=O)C)(C)O)OC(=O)C5=COC=C5
• InChI: InChI=1S/C32H40O13/c1-7-17(2)26(35)44-25-22(42-27(36)19-8-10-39-14-19)13-30(6,38)32-24(34)21(29(4,5)45-32)12-23(31(25,32)16-41-18(3)33)43-28(37)20-9-11-40-15-20/h8-11,14-15,17,21-25,34,38H,7,12-13,16H2,1-6H3/t17-,21-,22+,23+,24-,25+,30+,31-,32+/m1/s1
• InChI Key: KEFSSCNIGGZESY-LHEBDDKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₁₃
• Molecular Weight: 632.70 g/mol
• Exact Mass: 632.24689133 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 13
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9631	96.31%
Caco-2	-	0.8124	81.24%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6727	67.27%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8055	80.55%
OATP1B3 inhibitior	+	0.9058	90.58%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8114	81.14%
BSEP inhibitior	+	0.9565	95.65%
P-glycoprotein inhibitior	+	0.8009	80.09%
P-glycoprotein substrate	+	0.6408	64.08%
CYP3A4 substrate	+	0.7019	70.19%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	+	0.5207	52.07%
CYP2C9 inhibition	-	0.7141	71.41%
CYP2C19 inhibition	-	0.8220	82.20%
CYP2D6 inhibition	-	0.9497	94.97%
CYP1A2 inhibition	-	0.8819	88.19%
CYP2C8 inhibition	+	0.7004	70.04%
CYP inhibitory promiscuity	-	0.8233	82.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5887	58.87%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9114	91.14%
Skin irritation	-	0.7251	72.51%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8335	83.35%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5495	54.95%
skin sensitisation	-	0.8848	88.48%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8213	82.13%
Acute Oral Toxicity (c)	III	0.3910	39.10%
Estrogen receptor binding	+	0.8116	81.16%
Androgen receptor binding	+	0.7254	72.54%
Thyroid receptor binding	+	0.6032	60.32%
Glucocorticoid receptor binding	+	0.7543	75.43%
Aromatase binding	+	0.6913	69.13%
PPAR gamma	+	0.7316	73.16%
Honey bee toxicity	-	0.7890	78.90%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9974	99.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.03%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	98.47%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	95.30%	97.79%
CHEMBL4040	P28482	MAP kinase ERK2	95.11%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.04%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.49%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.22%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.07%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.50%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.18%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.45%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.79%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.65%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.35%	97.28%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.21%	96.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.70%	91.65%
CHEMBL340	P08684	Cytochrome P450 3A4	81.66%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.55%	94.80%

Plants that contains it

• Euonymus europaeus

Cross-Links

• PubChem: 163195183
• LOTUS: LTS0132582
• wikiData: Q105139947