[(1S,2R,4S,7R,8S,11R,12R,18R,20S)-7-[(2S)-2-acetyloxy-5-oxo-2H-furan-4-yl]-1,8,12,17,17-pentamethyl-5,15-dioxo-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icos-13-en-20-yl] acetate

Details

• Internal ID: 17e8bbf2-c014-46fd-ab97-b21c216b8e09
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(1S,2R,4S,7R,8S,11R,12R,18R,20S)-7-[(2S)-2-acetyloxy-5-oxo-2H-furan-4-yl]-1,8,12,17,17-pentamethyl-5,15-dioxo-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icos-13-en-20-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2C(OC(=O)C=CC2(C3C1(C45C(O4)C(=O)OC(C5(CC3)C)C6=CC(OC6=O)OC(=O)C)C)C)(C)C
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@@H]2[C@](C=CC(=O)OC2(C)C)([C@@H]3[C@@]1([C@]45[C@H](O4)C(=O)O[C@H]([C@@]5(CC3)C)C6=C[C@H](OC6=O)OC(=O)C)C)C
• InChI: InChI=1S/C30H36O11/c1-14(31)36-19-13-18-26(3,4)40-20(33)9-10-27(18,5)17-8-11-28(6)22(16-12-21(37-15(2)32)38-24(16)34)39-25(35)23-30(28,41-23)29(17,19)7/h9-10,12,17-19,21-23H,8,11,13H2,1-7H3/t17-,18+,19+,21+,22+,23-,27-,28+,29+,30-/m1/s1
• InChI Key: OGRXOIJNPUWZQU-CVUCGDEZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₁₁
• Molecular Weight: 572.60 g/mol
• Exact Mass: 572.22576196 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	-	0.7652	76.52%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7610	76.10%
OATP2B1 inhibitior	-	0.7133	71.33%
OATP1B1 inhibitior	+	0.7572	75.72%
OATP1B3 inhibitior	+	0.8508	85.08%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9318	93.18%
P-glycoprotein inhibitior	+	0.8672	86.72%
P-glycoprotein substrate	-	0.5147	51.47%
CYP3A4 substrate	+	0.7283	72.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8974	89.74%
CYP3A4 inhibition	+	0.5583	55.83%
CYP2C9 inhibition	-	0.8113	81.13%
CYP2C19 inhibition	-	0.8042	80.42%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.7579	75.79%
CYP2C8 inhibition	+	0.6452	64.52%
CYP inhibitory promiscuity	-	0.8181	81.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5395	53.95%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.6335	63.35%
Skin corrosion	-	0.8659	86.59%
Ames mutagenesis	-	0.6919	69.19%
Human Ether-a-go-go-Related Gene inhibition	-	0.5071	50.71%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6301	63.01%
skin sensitisation	-	0.7643	76.43%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5175	51.75%
Acute Oral Toxicity (c)	III	0.3340	33.40%
Estrogen receptor binding	+	0.8004	80.04%
Androgen receptor binding	+	0.7577	75.77%
Thyroid receptor binding	+	0.6246	62.46%
Glucocorticoid receptor binding	+	0.8203	82.03%
Aromatase binding	+	0.7269	72.69%
PPAR gamma	+	0.7337	73.37%
Honey bee toxicity	-	0.7927	79.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9862	98.62%

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	94.78%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.61%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	91.74%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.89%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.94%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	87.74%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.45%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.20%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.84%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.66%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.43%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.85%	91.07%
CHEMBL5028	O14672	ADAM10	82.15%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.96%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.54%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.86%	97.14%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.17%	81.11%

Plants that contains it

• Trichilia elegans

Cross-Links

• PubChem: 163186761
• LOTUS: LTS0003762
• wikiData: Q105191798