Methyl 8,18-diacetyloxy-6-(furan-3-yl)-12,14-dihydroxy-1,7,11,15-tetramethyl-9-(2-methylpropanoyloxy)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecane-15-carboxylate

Details

• Internal ID: 41f2aa06-0ba4-4975-8099-e3e0f954cd4d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: methyl 8,18-diacetyloxy-6-(furan-3-yl)-12,14-dihydroxy-1,7,11,15-tetramethyl-9-(2-methylpropanoyloxy)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecane-15-carboxylate
• SMILES (Canonical): CC(C)C(=O)OC1C2C3(C(CC(C2(C45C(O4)CC(C5(C1OC(=O)C)C)C6=COC=C6)C)OC(=O)C)C(C(CC3O)O)(C)C(=O)OC)C
• SMILES (Isomeric): CC(C)C(=O)OC1C2C3(C(CC(C2(C45C(O4)CC(C5(C1OC(=O)C)C)C6=COC=C6)C)OC(=O)C)C(C(CC3O)O)(C)C(=O)OC)C
• InChI: InChI=1S/C35H48O12/c1-16(2)29(40)46-26-27-31(5)21(32(6,30(41)42-9)23(39)14-22(31)38)13-24(44-17(3)36)34(27,8)35-25(47-35)12-20(19-10-11-43-15-19)33(35,7)28(26)45-18(4)37/h10-11,15-16,20-28,38-39H,12-14H2,1-9H3
• InChI Key: ZIMUMUMZOHRKEY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₈O₁₂
• Molecular Weight: 660.70 g/mol
• Exact Mass: 660.31457696 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9022	90.22%
Caco-2	-	0.8043	80.43%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6308	63.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6906	69.06%
OATP1B3 inhibitior	+	0.9151	91.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9784	97.84%
P-glycoprotein inhibitior	+	0.7925	79.25%
P-glycoprotein substrate	+	0.5762	57.62%
CYP3A4 substrate	+	0.6999	69.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8089	80.89%
CYP3A4 inhibition	+	0.8019	80.19%
CYP2C9 inhibition	-	0.8265	82.65%
CYP2C19 inhibition	-	0.8593	85.93%
CYP2D6 inhibition	-	0.8746	87.46%
CYP1A2 inhibition	-	0.9008	90.08%
CYP2C8 inhibition	+	0.6650	66.50%
CYP inhibitory promiscuity	-	0.8690	86.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4659	46.59%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.7407	74.07%
Skin corrosion	-	0.9152	91.52%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6829	68.29%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8474	84.74%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5195	51.95%
Acute Oral Toxicity (c)	I	0.4586	45.86%
Estrogen receptor binding	+	0.7826	78.26%
Androgen receptor binding	+	0.7462	74.62%
Thyroid receptor binding	+	0.5866	58.66%
Glucocorticoid receptor binding	+	0.7365	73.65%
Aromatase binding	+	0.7026	70.26%
PPAR gamma	+	0.7440	74.40%
Honey bee toxicity	-	0.6842	68.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8935	89.35%

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	98.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.41%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.98%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.71%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	92.75%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.48%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.32%	83.82%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.59%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	89.27%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.24%	96.00%
CHEMBL2581	P07339	Cathepsin D	85.77%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.84%	95.56%
CHEMBL5028	O14672	ADAM10	84.63%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.39%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.12%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.97%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.94%	93.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.91%	91.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.75%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.21%	97.79%
CHEMBL3401	O75469	Pregnane X receptor	83.20%	94.73%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.60%	96.77%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.57%	95.50%

Plants that contains it

• Turraea floribunda

Cross-Links

• PubChem: 162844189
• LOTUS: LTS0158036
• wikiData: Q105377361