[(1S,4E,6R,8E,10S,12S,14S,16R,18R,22S,23R,25S,27R)-12,18,23-trihydroxy-8-(2-methoxy-2-oxoethylidene)-3,3,13,13,22-pentamethyl-2,20,29-trioxo-21,30,31,32,33-pentaoxapentacyclo[23.5.1.16,10.112,16.01,27]tritriacont-4-en-14-yl] 2,2-dimethylpropanoate

Details

• Internal ID: c9d77bb8-fa3a-4ae1-be16-666a8c0f0e06
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: [(1S,4E,6R,8E,10S,12S,14S,16R,18R,22S,23R,25S,27R)-12,18,23-trihydroxy-8-(2-methoxy-2-oxoethylidene)-3,3,13,13,22-pentamethyl-2,20,29-trioxo-21,30,31,32,33-pentaoxapentacyclo[23.5.1.16,10.112,16.01,27]tritriacont-4-en-14-yl] 2,2-dimethylpropanoate
• SMILES (Canonical): CC1C(CC2CC3CC(=O)OC3(O2)C(=O)C(C=CC4CC(=CC(=O)OC)CC(O4)CC5(C(C(CC(O5)CC(CC(=O)O1)O)OC(=O)C(C)(C)C)(C)C)O)(C)C)O
• SMILES (Isomeric): C[C@H]1[C@@H](C[C@@H]2C[C@@H]3CC(=O)O[C@]3(O2)C(=O)C(/C=C/[C@H]4C/C(=C/C(=O)OC)/C[C@H](O4)C[C@]5(C([C@H](C[C@H](O5)C[C@H](CC(=O)O1)O)OC(=O)C(C)(C)C)(C)C)O)(C)C)O
• InChI: InChI=1S/C41H60O15/c1-22-30(43)19-27-15-24-16-34(46)56-41(24,55-27)35(47)38(5,6)11-10-26-12-23(14-32(44)50-9)13-29(52-26)21-40(49)39(7,8)31(53-36(48)37(2,3)4)20-28(54-40)17-25(42)18-33(45)51-22/h10-11,14,22,24-31,42-43,49H,12-13,15-21H2,1-9H3/b11-10+,23-14-/t22-,24+,25+,26-,27-,28+,29-,30+,31-,40-,41-/m0/s1
• InChI Key: IIKVLVXRTSIVCI-DJKNFJKNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₀O₁₅
• Molecular Weight: 792.90 g/mol
• Exact Mass: 792.39322120 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 15
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9689	96.89%
Caco-2	-	0.8478	84.78%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7172	71.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8091	80.91%
OATP1B3 inhibitior	+	0.9085	90.85%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9306	93.06%
P-glycoprotein inhibitior	+	0.7920	79.20%
P-glycoprotein substrate	+	0.7437	74.37%
CYP3A4 substrate	+	0.7341	73.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8861	88.61%
CYP3A4 inhibition	-	0.7467	74.67%
CYP2C9 inhibition	-	0.9129	91.29%
CYP2C19 inhibition	-	0.8954	89.54%
CYP2D6 inhibition	-	0.9072	90.72%
CYP1A2 inhibition	-	0.8880	88.80%
CYP2C8 inhibition	+	0.7326	73.26%
CYP inhibitory promiscuity	-	0.8739	87.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4759	47.59%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9132	91.32%
Skin irritation	-	0.5922	59.22%
Skin corrosion	-	0.9150	91.50%
Ames mutagenesis	-	0.5737	57.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6760	67.60%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5699	56.99%
skin sensitisation	-	0.7720	77.20%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.4667	46.67%
Acute Oral Toxicity (c)	I	0.6396	63.96%
Estrogen receptor binding	+	0.7662	76.62%
Androgen receptor binding	+	0.7554	75.54%
Thyroid receptor binding	+	0.5723	57.23%
Glucocorticoid receptor binding	+	0.7976	79.76%
Aromatase binding	+	0.6169	61.69%
PPAR gamma	+	0.7442	74.42%
Honey bee toxicity	-	0.6472	64.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7549	75.49%
Fish aquatic toxicity	+	0.9156	91.56%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL299	P17252	Protein kinase C alpha	21.2 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.71%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.86%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.31%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.27%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.10%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	90.85%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.05%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.73%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.60%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.50%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.62%	98.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.51%	96.90%
CHEMBL3401	O75469	Pregnane X receptor	88.42%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	88.17%	91.19%
CHEMBL4208	P20618	Proteasome component C5	86.86%	90.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	85.79%	92.29%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.19%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.23%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.20%	96.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.29%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132552406
• LOTUS: LTS0059798
• wikiData: Q105113589