[(4S,6E,8S,10R,11E)-8-acetyloxy-3-(acetyloxymethyl)-10-hydroxy-6-(hydroxymethyl)-10-methyl-2-oxo-4,5,8,9-tetrahydrocyclodeca[b]furan-4-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 3125c4c7-e5fb-496c-8a84-548e35782b45
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(4S,6E,8S,10R,11E)-8-acetyloxy-3-(acetyloxymethyl)-10-hydroxy-6-(hydroxymethyl)-10-methyl-2-oxo-4,5,8,9-tetrahydrocyclodeca[b]furan-4-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=CC(CC(C=C2C1=C(C(=O)O2)COC(=O)C)(C)O)OC(=O)C)CO
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1C/C(=C\[C@H](C[C@@](/C=C/2\C1=C(C(=O)O2)COC(=O)C)(C)O)OC(=O)C)/CO
• InChI: InChI=1S/C24H30O10/c1-6-13(2)22(28)33-19-8-16(11-25)7-17(32-15(4)27)9-24(5,30)10-20-21(19)18(23(29)34-20)12-31-14(3)26/h6-7,10,17,19,25,30H,8-9,11-12H2,1-5H3/b13-6-,16-7+,20-10+/t17-,19+,24-/m1/s1
• InChI Key: RPTCYASBWRKKIW-UJUPKIMUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₁₀
• Molecular Weight: 478.50 g/mol
• Exact Mass: 478.18389715 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	-	0.5904	59.04%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7086	70.86%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8265	82.65%
OATP1B3 inhibitior	+	0.9171	91.71%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9787	97.87%
P-glycoprotein inhibitior	+	0.8291	82.91%
P-glycoprotein substrate	-	0.5394	53.94%
CYP3A4 substrate	+	0.6681	66.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8987	89.87%
CYP3A4 inhibition	-	0.7867	78.67%
CYP2C9 inhibition	-	0.8470	84.70%
CYP2C19 inhibition	-	0.9035	90.35%
CYP2D6 inhibition	-	0.9557	95.57%
CYP1A2 inhibition	-	0.7306	73.06%
CYP2C8 inhibition	+	0.5424	54.24%
CYP inhibitory promiscuity	-	0.9397	93.97%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5365	53.65%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.8827	88.27%
Skin irritation	-	0.6256	62.56%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	+	0.5263	52.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5903	59.03%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5015	50.15%
skin sensitisation	-	0.8502	85.02%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.8986	89.86%
Acute Oral Toxicity (c)	III	0.4984	49.84%
Estrogen receptor binding	+	0.6569	65.69%
Androgen receptor binding	+	0.6554	65.54%
Thyroid receptor binding	-	0.5316	53.16%
Glucocorticoid receptor binding	+	0.8455	84.55%
Aromatase binding	-	0.5108	51.08%
PPAR gamma	+	0.5800	58.00%
Honey bee toxicity	-	0.7466	74.66%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9227	92.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.02%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.46%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.35%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.98%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.56%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.58%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.84%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.56%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.16%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.13%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.85%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.37%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.97%	91.07%
CHEMBL4208	P20618	Proteasome component C5	84.53%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.40%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.92%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.50%	91.24%
CHEMBL221	P23219	Cyclooxygenase-1	82.27%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.33%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.18%	94.00%

Plants that contains it

• Vernonia holstii

Cross-Links

• PubChem: 15726881
• LOTUS: LTS0032466
• wikiData: Q105243013