[8-Acetyloxy-16-(1-acetyloxy-2-methoxy-2-oxoethyl)-6-(furan-3-yl)-19,20-dihydroxy-7,12,15,17-tetramethyl-4-oxo-3-propanoyl-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-18-yl] 2-methylpropanoate

Details

• Internal ID: 9a5ff28d-2e0d-4b46-ab6f-2f6124f79ea0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [8-acetyloxy-16-(1-acetyloxy-2-methoxy-2-oxoethyl)-6-(furan-3-yl)-19,20-dihydroxy-7,12,15,17-tetramethyl-4-oxo-3-propanoyl-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-18-yl] 2-methylpropanoate
• SMILES (Canonical): CCC(=O)C1C2C(C(CC34C25C(C6(C(C7(CC6(C3(C7C(C(=O)OC)OC(=O)C)C)OC(O4)(O5)C)C)OC(=O)C(C)C)O)O)OC(=O)C)(C(OC1=O)C8=COC=C8)C
• SMILES (Isomeric): CCC(=O)C1C2C(C(CC34C25C(C6(C(C7(CC6(C3(C7C(C(=O)OC)OC(=O)C)C)OC(O4)(O5)C)C)OC(=O)C(C)C)O)O)OC(=O)C)(C(OC1=O)C8=COC=C8)C
• InChI: InChI=1S/C40H50O17/c1-11-21(43)23-25-34(7,27(53-29(23)45)20-12-13-50-15-20)22(51-18(4)41)14-37-35(8)26(24(30(46)49-10)52-19(5)42)33(6)16-38(35)39(48,32(33)54-28(44)17(2)3)31(47)40(25,37)57-36(9,55-37)56-38/h12-13,15,17,22-27,31-32,47-48H,11,14,16H2,1-10H3
• InChI Key: OGWZVLCRHREXBQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₀O₁₇
• Molecular Weight: 802.80 g/mol
• Exact Mass: 802.30480012 g/mol
• Topological Polar Surface Area (TPSA): 230.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 17
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9575	95.75%
Caco-2	-	0.8454	84.54%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6982	69.82%
OATP2B1 inhibitior	-	0.7230	72.30%
OATP1B1 inhibitior	+	0.7046	70.46%
OATP1B3 inhibitior	-	0.5305	53.05%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9508	95.08%
P-glycoprotein inhibitior	+	0.8013	80.13%
P-glycoprotein substrate	+	0.7693	76.93%
CYP3A4 substrate	+	0.7346	73.46%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.5471	54.71%
CYP2C9 inhibition	-	0.7452	74.52%
CYP2C19 inhibition	-	0.7362	73.62%
CYP2D6 inhibition	-	0.9234	92.34%
CYP1A2 inhibition	-	0.8422	84.22%
CYP2C8 inhibition	+	0.7987	79.87%
CYP inhibitory promiscuity	-	0.8377	83.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5716	57.16%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.8959	89.59%
Skin irritation	-	0.7610	76.10%
Skin corrosion	-	0.9223	92.23%
Ames mutagenesis	+	0.5836	58.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6950	69.50%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.8668	86.68%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6777	67.77%
Acute Oral Toxicity (c)	III	0.3685	36.85%
Estrogen receptor binding	+	0.7881	78.81%
Androgen receptor binding	+	0.7725	77.25%
Thyroid receptor binding	+	0.6135	61.35%
Glucocorticoid receptor binding	+	0.7414	74.14%
Aromatase binding	+	0.7030	70.30%
PPAR gamma	+	0.7651	76.51%
Honey bee toxicity	-	0.6620	66.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9883	98.83%

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	99.50%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.62%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.35%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.02%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.50%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.13%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.62%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.48%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.01%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.71%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.20%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	85.19%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.81%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.78%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.38%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.77%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.66%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.56%	96.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.55%	96.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.15%	94.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.55%	97.28%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.48%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.00%	99.17%

Plants that contains it

• Chukrasia tabularis

Cross-Links

• PubChem: 162917965
• LOTUS: LTS0270554
• wikiData: Q105191916