methyl 2-[(1R,2S,4R,6S,7S,9R,11R,12S,13R,17S)-6-(furan-3-yl)-13-(2-hydroxypropan-2-yl)-1,7,12-trimethyl-15-oxo-3,10,16-trioxapentacyclo[7.7.1.02,4.02,7.012,17]heptadecan-11-yl]acetate

Details

• Internal ID: e2816d82-8cb0-4797-a7c9-f6cca350f082
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl 2-[(1R,2S,4R,6S,7S,9R,11R,12S,13R,17S)-6-(furan-3-yl)-13-(2-hydroxypropan-2-yl)-1,7,12-trimethyl-15-oxo-3,10,16-trioxapentacyclo[7.7.1.02,4.02,7.012,17]heptadecan-11-yl]acetate
• SMILES (Canonical): CC12CC3C4C(C(CC(=O)OC4(C15C(O5)CC2C6=COC=C6)C)C(C)(C)O)(C(O3)CC(=O)OC)C
• SMILES (Isomeric): C[C@@]12C[C@@H]3[C@@H]4[C@]([C@@H](CC(=O)O[C@]4([C@@]15[C@H](O5)C[C@H]2C6=COC=C6)C)C(C)(C)O)([C@H](O3)CC(=O)OC)C
• InChI: InChI=1S/C27H36O8/c1-23(2,30)17-10-21(29)35-26(5)22-16(33-18(25(17,22)4)11-20(28)31-6)12-24(3)15(14-7-8-32-13-14)9-19-27(24,26)34-19/h7-8,13,15-19,22,30H,9-12H2,1-6H3/t15-,16+,17-,18+,19+,22+,24-,25+,26+,27+/m0/s1
• InChI Key: UFZHJXOBYWWVDW-BRNZXJLNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₈
• Molecular Weight: 488.60 g/mol
• Exact Mass: 488.24101810 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9733	97.33%
Caco-2	-	0.6871	68.71%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7465	74.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3252	32.52%
OATP1B3 inhibitior	-	0.3304	33.04%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6964	69.64%
P-glycoprotein inhibitior	+	0.6467	64.67%
P-glycoprotein substrate	+	0.6838	68.38%
CYP3A4 substrate	+	0.6956	69.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8430	84.30%
CYP3A4 inhibition	+	0.7511	75.11%
CYP2C9 inhibition	-	0.7217	72.17%
CYP2C19 inhibition	-	0.7735	77.35%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.8974	89.74%
CYP2C8 inhibition	+	0.7243	72.43%
CYP inhibitory promiscuity	-	0.9204	92.04%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5856	58.56%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9115	91.15%
Skin irritation	-	0.7632	76.32%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7089	70.89%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5086	50.86%
skin sensitisation	-	0.8458	84.58%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5882	58.82%
Acute Oral Toxicity (c)	I	0.4232	42.32%
Estrogen receptor binding	+	0.8365	83.65%
Androgen receptor binding	+	0.7455	74.55%
Thyroid receptor binding	+	0.6640	66.40%
Glucocorticoid receptor binding	+	0.8461	84.61%
Aromatase binding	+	0.7405	74.05%
PPAR gamma	+	0.7139	71.39%
Honey bee toxicity	-	0.7887	78.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9880	98.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.84%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.75%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.31%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.29%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.14%	97.09%
CHEMBL4208	P20618	Proteasome component C5	94.03%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.76%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.14%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.37%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	89.19%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.06%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.35%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.86%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.69%	91.07%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.26%	91.24%
CHEMBL3401	O75469	Pregnane X receptor	84.02%	94.73%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.27%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.47%	97.28%
CHEMBL340	P08684	Cytochrome P450 3A4	82.11%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.46%	97.25%

Plants that contains it

• Toona ciliata

Cross-Links

• PubChem: 23624916
• LOTUS: LTS0131721
• wikiData: Q105272215