[(1S,2R,4R,5S,6R,8S,10R,11S,12S,14R,15R,16S,19R,20S,21R)-4,19,20,21-tetraacetyloxy-6-(furan-3-yl)-12-hydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylpropanoate

Details

• Internal ID: 0847e5d7-f3e9-4fed-8b7b-2377726dc92a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(1S,2R,4R,5S,6R,8S,10R,11S,12S,14R,15R,16S,19R,20S,21R)-4,19,20,21-tetraacetyloxy-6-(furan-3-yl)-12-hydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OC1C2(C3CC(C4(C(C3(CO1)C(C(C2OC(=O)C)OC(=O)C)OC(=O)C)C(=O)C(C5(C46C(O6)CC5C7=COC=C7)C)OC(=O)C)C)O)C
• SMILES (Isomeric): CC(C)C(=O)O[C@H]1[C@@]2([C@@H]3C[C@@H]([C@@]4([C@@H]([C@@]3(CO1)[C@H]([C@@H]([C@@H]2OC(=O)C)OC(=O)C)OC(=O)C)C(=O)[C@@H]([C@]5([C@@]46[C@@H](O6)C[C@@H]5C7=COC=C7)C)OC(=O)C)C)O)C
• InChI: InChI=1S/C38H48O15/c1-16(2)32(45)52-33-34(7)23-13-24(43)36(9)28(37(23,15-47-33)31(51-20(6)42)27(48-17(3)39)30(34)50-19(5)41)26(44)29(49-18(4)40)35(8)22(21-10-11-46-14-21)12-25-38(35,36)53-25/h10-11,14,16,22-25,27-31,33,43H,12-13,15H2,1-9H3/t22-,23+,24+,25+,27-,28+,29+,30+,31+,33+,34-,35+,36-,37+,38+/m1/s1
• InChI Key: SLEYQPAPEGEFEM-DHLJEOLKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₈O₁₅
• Molecular Weight: 744.80 g/mol
• Exact Mass: 744.29932082 g/mol
• Topological Polar Surface Area (TPSA): 204.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 15
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9761	97.61%
Caco-2	-	0.8342	83.42%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7772	77.72%
OATP2B1 inhibitior	-	0.7149	71.49%
OATP1B1 inhibitior	+	0.6949	69.49%
OATP1B3 inhibitior	+	0.8279	82.79%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9842	98.42%
P-glycoprotein inhibitior	+	0.8292	82.92%
P-glycoprotein substrate	+	0.6246	62.46%
CYP3A4 substrate	+	0.7069	70.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8322	83.22%
CYP3A4 inhibition	+	0.6173	61.73%
CYP2C9 inhibition	-	0.7987	79.87%
CYP2C19 inhibition	-	0.8564	85.64%
CYP2D6 inhibition	-	0.9319	93.19%
CYP1A2 inhibition	-	0.9035	90.35%
CYP2C8 inhibition	+	0.6980	69.80%
CYP inhibitory promiscuity	-	0.9215	92.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5161	51.61%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.7608	76.08%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.5401	54.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.6473	64.73%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.8108	81.08%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7677	76.77%
Acute Oral Toxicity (c)	III	0.3918	39.18%
Estrogen receptor binding	+	0.8249	82.49%
Androgen receptor binding	+	0.7517	75.17%
Thyroid receptor binding	+	0.6186	61.86%
Glucocorticoid receptor binding	+	0.8043	80.43%
Aromatase binding	+	0.6832	68.32%
PPAR gamma	+	0.7923	79.23%
Honey bee toxicity	-	0.6545	65.45%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9537	95.37%

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	99.06%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.86%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	96.89%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.74%	96.77%
CHEMBL2581	P07339	Cathepsin D	94.51%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.44%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.07%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.21%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.05%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	90.61%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.45%	89.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.80%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.04%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.99%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.90%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.70%	94.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.89%	93.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.72%	91.49%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.49%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.24%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.98%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.61%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.16%	97.25%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 163083113
• LOTUS: LTS0205727
• wikiData: Q105255252