[(1S,2R,3S,3aR,5S,6R,7S,7aS)-2-acetyloxy-1-[(1S)-1-acetyloxyethyl]-3,6-bis[[(2R)-2-methylbutanoyl]oxy]-4-methylidene-7-[(2S)-2-methyloxiran-2-yl]-1,2,3,3a,5,6,7,7a-octahydroinden-5-yl] (E)-3-methylpent-2-enoate

Details

• Internal ID: 2ddbf467-31e1-4954-b46b-7fef3e92dcde
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S,2R,3S,3aR,5S,6R,7S,7aS)-2-acetyloxy-1-[(1S)-1-acetyloxyethyl]-3,6-bis[[(2R)-2-methylbutanoyl]oxy]-4-methylidene-7-[(2S)-2-methyloxiran-2-yl]-1,2,3,3a,5,6,7,7a-octahydroinden-5-yl] (E)-3-methylpent-2-enoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2C(C(C1OC(=O)C)C(C)OC(=O)C)C(C(C(C2=C)OC(=O)C=C(C)CC)OC(=O)C(C)CC)C3(CO3)C
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@H]1[C@@H]2[C@@H]([C@H]([C@H]1OC(=O)C)[C@H](C)OC(=O)C)[C@@H]([C@H]([C@H](C2=C)OC(=O)/C=C(\C)/CC)OC(=O)[C@H](C)CC)[C@]3(CO3)C
• InChI: InChI=1S/C35H52O11/c1-12-17(4)15-24(38)44-29-20(7)25-27(28(35(11)16-41-35)32(29)46-34(40)19(6)14-3)26(21(8)42-22(9)36)31(43-23(10)37)30(25)45-33(39)18(5)13-2/h15,18-19,21,25-32H,7,12-14,16H2,1-6,8-11H3/b17-15+/t18-,19-,21+,25+,26-,27+,28+,29+,30+,31-,32-,35-/m1/s1
• InChI Key: LVILMWZHKQAROF-AWJVLGTNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₂O₁₁
• Molecular Weight: 648.80 g/mol
• Exact Mass: 648.35096247 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.89
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	-	0.7857	78.57%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5740	57.40%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.8411	84.11%
OATP1B3 inhibitior	+	0.9170	91.70%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9755	97.55%
P-glycoprotein inhibitior	+	0.8499	84.99%
P-glycoprotein substrate	+	0.5455	54.55%
CYP3A4 substrate	+	0.6711	67.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8985	89.85%
CYP3A4 inhibition	-	0.6794	67.94%
CYP2C9 inhibition	-	0.7373	73.73%
CYP2C19 inhibition	-	0.6621	66.21%
CYP2D6 inhibition	-	0.9336	93.36%
CYP1A2 inhibition	-	0.6225	62.25%
CYP2C8 inhibition	+	0.5325	53.25%
CYP inhibitory promiscuity	-	0.5414	54.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6002	60.02%
Eye corrosion	-	0.9724	97.24%
Eye irritation	-	0.8798	87.98%
Skin irritation	-	0.6267	62.67%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5419	54.19%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5961	59.61%
skin sensitisation	-	0.6218	62.18%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6027	60.27%
Acute Oral Toxicity (c)	III	0.5018	50.18%
Estrogen receptor binding	+	0.7246	72.46%
Androgen receptor binding	+	0.6832	68.32%
Thyroid receptor binding	+	0.5338	53.38%
Glucocorticoid receptor binding	+	0.7491	74.91%
Aromatase binding	+	0.6639	66.39%
PPAR gamma	+	0.6712	67.12%
Honey bee toxicity	-	0.6571	65.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6245	62.45%
Fish aquatic toxicity	+	0.9948	99.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.87%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.00%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.54%	90.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	91.69%	89.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.90%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.98%	89.34%
CHEMBL226	P30542	Adenosine A1 receptor	88.35%	95.93%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.10%	96.47%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.65%	95.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.44%	97.28%
CHEMBL230	P35354	Cyclooxygenase-2	85.98%	89.63%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.00%	82.50%
CHEMBL5255	O00206	Toll-like receptor 4	83.51%	92.50%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	83.41%	92.95%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.93%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	82.68%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.55%	89.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.28%	97.47%
CHEMBL1937	Q92769	Histone deacetylase 2	81.95%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.80%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.63%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.85%	98.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.84%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.78%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.69%	95.89%

Plants that contains it

• Ligularia narynensis

Cross-Links

• PubChem: 162923667
• LOTUS: LTS0267581
• wikiData: Q105157865