Methyl 2-acetyloxy-2-[8,19,20-triacetyloxy-6-(furan-3-yl)-18-hydroxy-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-16-yl]acetate

Details

• Internal ID: 45528945-ceb1-47b3-96b8-b185ec4b7bd5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: methyl 2-acetyloxy-2-[8,19,20-triacetyloxy-6-(furan-3-yl)-18-hydroxy-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-16-yl]acetate
• SMILES (Canonical): CC(=O)OC1CC23C4(C(C5(CC46C(C5O)(C(C2(C7C1(C(OC(=O)C7)C8=COC=C8)C)OC(O3)(O6)C)OC(=O)C)OC(=O)C)C)C(C(=O)OC)OC(=O)C)C
• SMILES (Isomeric): CC(=O)OC1CC23C4(C(C5(CC46C(C5O)(C(C2(C7C1(C(OC(=O)C7)C8=COC=C8)C)OC(O3)(O6)C)OC(=O)C)OC(=O)C)C)C(C(=O)OC)OC(=O)C)C
• InChI: InChI=1S/C37H44O17/c1-16(38)47-22-13-34-32(7)25(24(27(43)45-9)48-17(2)39)30(5)15-35(32)37(28(30)44,51-19(4)41)29(49-18(3)40)36(34,54-33(8,52-34)53-35)21-12-23(42)50-26(31(21,22)6)20-10-11-46-14-20/h10-11,14,21-22,24-26,28-29,44H,12-13,15H2,1-9H3
• InChI Key: KVKWJIYJUPHQFZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₄O₁₇
• Molecular Weight: 760.70 g/mol
• Exact Mass: 760.25784993 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 17
• 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	+	0.9706	97.06%
Caco-2	-	0.8335	83.35%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6904	69.04%
OATP2B1 inhibitior	-	0.7199	71.99%
OATP1B1 inhibitior	-	0.3219	32.19%
OATP1B3 inhibitior	-	0.5080	50.80%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9828	98.28%
P-glycoprotein inhibitior	+	0.8107	81.07%
P-glycoprotein substrate	+	0.7151	71.51%
CYP3A4 substrate	+	0.7325	73.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8200	82.00%
CYP3A4 inhibition	-	0.6150	61.50%
CYP2C9 inhibition	-	0.8306	83.06%
CYP2C19 inhibition	-	0.8153	81.53%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.8393	83.93%
CYP2C8 inhibition	+	0.7833	78.33%
CYP inhibitory promiscuity	-	0.9042	90.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5113	51.13%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8862	88.62%
Skin irritation	-	0.7511	75.11%
Skin corrosion	-	0.9164	91.64%
Ames mutagenesis	-	0.5164	51.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7384	73.84%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.8769	87.69%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5523	55.23%
Acute Oral Toxicity (c)	I	0.4157	41.57%
Estrogen receptor binding	+	0.7833	78.33%
Androgen receptor binding	+	0.7736	77.36%
Thyroid receptor binding	+	0.6140	61.40%
Glucocorticoid receptor binding	+	0.7560	75.60%
Aromatase binding	+	0.7044	70.44%
PPAR gamma	+	0.7622	76.22%
Honey bee toxicity	-	0.6916	69.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9708	97.08%

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	99.56%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.96%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.70%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.95%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.14%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.20%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.43%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.89%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.87%	86.33%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.98%	91.38%
CHEMBL2996	Q05655	Protein kinase C delta	85.64%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.46%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.00%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.64%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.92%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.79%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.51%	97.14%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.41%	83.10%
CHEMBL221	P23219	Cyclooxygenase-1	80.55%	90.17%

Plants that contains it

• Xylocarpus granatum

Cross-Links

• PubChem: 75298339
• LOTUS: LTS0194075
• wikiData: Q105146583