methyl (1S,2R,4S,6S,7R,8R,9R,10R,11S,12S,14R,15S,16R,18R)-8,14,18-triacetyloxy-6-(furan-3-yl)-12-hydroxy-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: 1abd349a-b508-4750-a650-73f6f47edca9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: methyl (1S,2R,4S,6S,7R,8R,9R,10R,11S,12S,14R,15S,16R,18R)-8,14,18-triacetyloxy-6-(furan-3-yl)-12-hydroxy-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)OC(=O)C)(C)C(=O)OC)C
• SMILES (Isomeric): CC(C)C(=O)O[C@@H]1[C@@H]2[C@@]3([C@@H](C[C@H]([C@]2([C@@]45[C@@H](O4)C[C@H]([C@@]5([C@H]1OC(=O)C)C)C6=COC=C6)C)OC(=O)C)[C@]([C@@H](C[C@@H]3O)OC(=O)C)(C)C(=O)OC)C
• InChI: InChI=1S/C37H50O13/c1-17(2)31(42)49-28-29-33(6)23(34(7,32(43)44-10)25(15-24(33)41)46-18(3)38)14-26(47-19(4)39)36(29,9)37-27(50-37)13-22(21-11-12-45-16-21)35(37,8)30(28)48-20(5)40/h11-12,16-17,22-30,41H,13-15H2,1-10H3/t22-,23+,24-,25+,26+,27-,28+,29+,30-,33+,34-,35+,36+,37-/m0/s1
• InChI Key: HRJMJHOPWACFMI-OSRHWSOTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₀O₁₃
• Molecular Weight: 702.80 g/mol
• Exact Mass: 702.32514165 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 13
• 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	+	0.9632	96.32%
Caco-2	-	0.8166	81.66%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6953	69.53%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.7097	70.97%
OATP1B3 inhibitior	-	0.2987	29.87%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9904	99.04%
P-glycoprotein inhibitior	+	0.8206	82.06%
P-glycoprotein substrate	+	0.5686	56.86%
CYP3A4 substrate	+	0.6994	69.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8089	80.89%
CYP3A4 inhibition	+	0.8048	80.48%
CYP2C9 inhibition	-	0.8109	81.09%
CYP2C19 inhibition	-	0.8150	81.50%
CYP2D6 inhibition	-	0.9021	90.21%
CYP1A2 inhibition	-	0.8911	89.11%
CYP2C8 inhibition	+	0.6662	66.62%
CYP inhibitory promiscuity	-	0.9146	91.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4468	44.68%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8950	89.50%
Skin irritation	-	0.7384	73.84%
Skin corrosion	-	0.9140	91.40%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6710	67.10%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8377	83.77%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5803	58.03%
Acute Oral Toxicity (c)	I	0.4435	44.35%
Estrogen receptor binding	+	0.7792	77.92%
Androgen receptor binding	+	0.7433	74.33%
Thyroid receptor binding	+	0.6003	60.03%
Glucocorticoid receptor binding	+	0.7743	77.43%
Aromatase binding	+	0.6861	68.61%
PPAR gamma	+	0.7683	76.83%
Honey bee toxicity	-	0.6968	69.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9079	90.79%

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	98.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.37%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.06%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.69%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	92.54%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.57%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.59%	92.62%
CHEMBL4040	P28482	MAP kinase ERK2	88.07%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	87.56%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.54%	96.77%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.21%	96.00%
CHEMBL2581	P07339	Cathepsin D	85.62%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.07%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.92%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.85%	94.00%
CHEMBL5028	O14672	ADAM10	84.63%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.97%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.82%	97.14%
CHEMBL2996	Q05655	Protein kinase C delta	83.37%	97.79%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.14%	91.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.05%	93.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.33%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.02%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.99%	97.28%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.67%	95.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.80%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.58%	86.33%

Plants that contains it

• Turraea heterophylla

Cross-Links

• PubChem: 163186606
• LOTUS: LTS0105416
• wikiData: Q105032701