[(1R,2S,5R,7S,8S,9R,12R,13R,15S,16R)-13-acetyloxy-15-hydroxy-1,5,7,12-tetramethyl-5-[(1S)-1-[(3S)-5-oxooxolan-3-yl]ethyl]-10-oxatetracyclo[7.6.1.02,7.012,16]hexadecan-8-yl] 2-methylbutanoate

Details

• Internal ID: 41b675ff-ca23-478f-8211-ea02074c7709
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1R,2S,5R,7S,8S,9R,12R,13R,15S,16R)-13-acetyloxy-15-hydroxy-1,5,7,12-tetramethyl-5-[(1S)-1-[(3S)-5-oxooxolan-3-yl]ethyl]-10-oxatetracyclo[7.6.1.02,7.012,16]hexadecan-8-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2C3C(CO2)(C(CC(C3(C4C1(CC(CC4)(C)C(C)C5CC(=O)OC5)C)C)O)OC(=O)C)C
• SMILES (Isomeric): CCC(C)C(=O)O[C@@H]1[C@H]2[C@H]3[C@](CO2)([C@@H](C[C@@H]([C@@]3([C@@H]4[C@@]1(C[C@](CC4)(C)[C@@H](C)[C@@H]5CC(=O)OC5)C)C)O)OC(=O)C)C
• InChI: InChI=1S/C32H50O8/c1-9-17(2)28(36)40-27-25-26-31(7,16-38-25)23(39-19(4)33)13-22(34)32(26,8)21-10-11-29(5,15-30(21,27)6)18(3)20-12-24(35)37-14-20/h17-18,20-23,25-27,34H,9-16H2,1-8H3/t17?,18-,20+,21-,22-,23+,25+,26-,27+,29+,30-,31+,32-/m0/s1
• InChI Key: MROCGOLKYILTRS-AYYQWHTISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₀O₈
• Molecular Weight: 562.70 g/mol
• Exact Mass: 562.35056855 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.69
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9654	96.54%
Caco-2	-	0.7698	76.98%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7243	72.43%
OATP2B1 inhibitior	-	0.7095	70.95%
OATP1B1 inhibitior	+	0.8105	81.05%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8505	85.05%
P-glycoprotein inhibitior	+	0.6965	69.65%
P-glycoprotein substrate	+	0.6403	64.03%
CYP3A4 substrate	+	0.7046	70.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8487	84.87%
CYP3A4 inhibition	-	0.6302	63.02%
CYP2C9 inhibition	-	0.8462	84.62%
CYP2C19 inhibition	-	0.8014	80.14%
CYP2D6 inhibition	-	0.9582	95.82%
CYP1A2 inhibition	-	0.9380	93.80%
CYP2C8 inhibition	+	0.6270	62.70%
CYP inhibitory promiscuity	-	0.9245	92.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5075	50.75%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9107	91.07%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4718	47.18%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5424	54.24%
skin sensitisation	-	0.9442	94.42%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5122	51.22%
Acute Oral Toxicity (c)	III	0.4495	44.95%
Estrogen receptor binding	+	0.7356	73.56%
Androgen receptor binding	+	0.6952	69.52%
Thyroid receptor binding	-	0.6045	60.45%
Glucocorticoid receptor binding	+	0.6787	67.87%
Aromatase binding	+	0.7558	75.58%
PPAR gamma	+	0.6761	67.61%
Honey bee toxicity	-	0.6791	67.91%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9663	96.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.84%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.62%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.18%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.28%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.75%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.82%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	88.76%	90.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.50%	98.75%
CHEMBL226	P30542	Adenosine A1 receptor	88.18%	95.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.72%	92.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.44%	96.61%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.31%	82.69%
CHEMBL3837	P07711	Cathepsin L	87.21%	96.61%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.06%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.91%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.94%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.86%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.83%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.77%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.44%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.74%	96.77%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.16%	97.47%
CHEMBL2996	Q05655	Protein kinase C delta	83.73%	97.79%
CHEMBL1914	P06276	Butyrylcholinesterase	82.54%	95.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.49%	92.78%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.36%	89.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.22%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.18%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.85%	96.38%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.61%	97.21%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.58%	97.28%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.31%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.02%	100.00%

Plants that contains it

• Azadirachta indica

Cross-Links

• PubChem: 54580355
• LOTUS: LTS0203907
• wikiData: Q105170773