[12-(1-Acetyloxy-2-methoxy-2-oxoethyl)-6-(furan-3-yl)-15,16-dihydroxy-7,11,13,13-tetramethyl-18-(2-methylpropanoyloxy)-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadec-2-en-14-yl] 2-methylbut-2-enoate

Details

• Internal ID: ae89d485-e1be-427e-95b7-31279cf2f56b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [12-(1-acetyloxy-2-methoxy-2-oxoethyl)-6-(furan-3-yl)-15,16-dihydroxy-7,11,13,13-tetramethyl-18-(2-methylpropanoyloxy)-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadec-2-en-14-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C2(C3CCC4(C(OC(=O)C=C4C35C(C1(C2(O5)O)O)OC(=O)C(C)C)C6=COC=C6)C)C)C(C(=O)OC)OC(=O)C)(C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(C2(C3CCC4(C(OC(=O)C=C4C35C(C1(C2(O5)O)O)OC(=O)C(C)C)C6=COC=C6)C)C)C(C(=O)OC)OC(=O)C)(C)C
• InChI: InChI=1S/C38H48O14/c1-11-19(4)29(42)51-31-33(6,7)26(25(30(43)46-10)48-20(5)39)35(9)22-12-14-34(8)23(16-24(40)49-27(34)21-13-15-47-17-21)36(22)32(50-28(41)18(2)3)37(31,44)38(35,45)52-36/h11,13,15-18,22,25-27,31-32,44-45H,12,14H2,1-10H3
• InChI Key: BRJCEKUFHHYIQW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₈O₁₄
• Molecular Weight: 728.80 g/mol
• Exact Mass: 728.30440620 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 14
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9584	95.84%
Caco-2	-	0.8311	83.11%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7870	78.70%
OATP2B1 inhibitior	-	0.7115	71.15%
OATP1B1 inhibitior	-	0.3702	37.02%
OATP1B3 inhibitior	+	0.9062	90.62%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9438	94.38%
P-glycoprotein inhibitior	+	0.8251	82.51%
P-glycoprotein substrate	+	0.6536	65.36%
CYP3A4 substrate	+	0.7214	72.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8826	88.26%
CYP3A4 inhibition	+	0.6435	64.35%
CYP2C9 inhibition	-	0.6043	60.43%
CYP2C19 inhibition	-	0.7257	72.57%
CYP2D6 inhibition	-	0.8650	86.50%
CYP1A2 inhibition	-	0.6717	67.17%
CYP2C8 inhibition	+	0.7277	72.77%
CYP inhibitory promiscuity	-	0.6224	62.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.5414	54.14%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8944	89.44%
Skin irritation	-	0.6375	63.75%
Skin corrosion	-	0.9001	90.01%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6563	65.63%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.8134	81.34%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5581	55.81%
Acute Oral Toxicity (c)	I	0.4546	45.46%
Estrogen receptor binding	+	0.7703	77.03%
Androgen receptor binding	+	0.7575	75.75%
Thyroid receptor binding	+	0.6429	64.29%
Glucocorticoid receptor binding	+	0.7802	78.02%
Aromatase binding	+	0.6550	65.50%
PPAR gamma	+	0.7609	76.09%
Honey bee toxicity	-	0.6294	62.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9894	98.94%

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	98.70%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.33%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	95.46%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.66%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.10%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.57%	91.24%
CHEMBL3038469	P24941	CDK2/Cyclin A	91.42%	91.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.22%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.00%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	89.94%	95.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.70%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	89.39%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.71%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.69%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.43%	92.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.35%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.71%	97.09%
CHEMBL3524	P56524	Histone deacetylase 4	85.00%	92.97%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.40%	91.07%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	84.25%	92.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.91%	85.30%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.16%	85.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.83%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.83%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.00%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.89%	92.88%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.18%	94.33%

Plants that contains it

• Entandrophragma angolense

Cross-Links

• PubChem: 74322007
• LOTUS: LTS0092256
• wikiData: Q104944849