[(1S,2R,3S,5R,8R,9S,10R,11R,12R)-11,12-dihydroxy-3,10-dimethyl-3-[(2S)-3-methyl-5-oxo-2H-furan-2-yl]-7-oxo-6,13-dioxatetracyclo[7.5.0.01,5.02,12]tetradecan-8-yl] (2R)-2-methylbutanoate

Details

• Internal ID: e9aa81ef-fcd5-443a-84c2-8e09b1d89c54
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: [(1S,2R,3S,5R,8R,9S,10R,11R,12R)-11,12-dihydroxy-3,10-dimethyl-3-[(2S)-3-methyl-5-oxo-2H-furan-2-yl]-7-oxo-6,13-dioxatetracyclo[7.5.0.01,5.02,12]tetradecan-8-yl] (2R)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2C(C(C3(C4C2(CO3)C(CC4(C)C5C(=CC(=O)O5)C)OC1=O)O)O)C
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@@H]1[C@H]2[C@H]([C@H]([C@]3([C@H]4[C@@]2(CO3)[C@@H](C[C@]4(C)[C@@H]5C(=CC(=O)O5)C)OC1=O)O)O)C
• InChI: InChI=1S/C24H32O9/c1-6-10(2)19(27)33-16-15-12(4)17(26)24(29)21-22(5,18-11(3)7-14(25)32-18)8-13(31-20(16)28)23(15,21)9-30-24/h7,10,12-13,15-18,21,26,29H,6,8-9H2,1-5H3/t10-,12-,13-,15-,16-,17-,18+,21-,22-,23+,24+/m1/s1
• InChI Key: JDSMNGUJOKFCLK-DNSZIJTNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₉
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.20463259 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9477	94.77%
Caco-2	-	0.6915	69.15%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8263	82.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8360	83.60%
OATP1B3 inhibitior	+	0.9251	92.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8920	89.20%
P-glycoprotein inhibitior	+	0.6399	63.99%
P-glycoprotein substrate	+	0.7478	74.78%
CYP3A4 substrate	+	0.6844	68.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8923	89.23%
CYP3A4 inhibition	-	0.7180	71.80%
CYP2C9 inhibition	-	0.7326	73.26%
CYP2C19 inhibition	-	0.7749	77.49%
CYP2D6 inhibition	-	0.9530	95.30%
CYP1A2 inhibition	-	0.8614	86.14%
CYP2C8 inhibition	-	0.6094	60.94%
CYP inhibitory promiscuity	-	0.7560	75.60%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5370	53.70%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9350	93.50%
Skin irritation	-	0.6156	61.56%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5084	50.84%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.8795	87.95%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6331	63.31%
Acute Oral Toxicity (c)	III	0.4634	46.34%
Estrogen receptor binding	+	0.8491	84.91%
Androgen receptor binding	+	0.6960	69.60%
Thyroid receptor binding	+	0.5395	53.95%
Glucocorticoid receptor binding	+	0.7960	79.60%
Aromatase binding	+	0.6060	60.60%
PPAR gamma	+	0.6879	68.79%
Honey bee toxicity	-	0.7491	74.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9923	99.23%

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	98.52%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.59%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.96%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.85%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.70%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.55%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.18%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.81%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	87.79%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.87%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.34%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.94%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.49%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	82.96%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.93%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.73%	82.69%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.04%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	80.68%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.17%	96.38%
CHEMBL1937	Q92769	Histone deacetylase 2	80.00%	94.75%

Plants that contains it

• Ailanthus excelsus

Cross-Links

• PubChem: 162957693
• LOTUS: LTS0015392
• wikiData: Q105125713