[(1R,2R,4S,5R,9R,10R,13R,14S,15S,17R)-9-(furan-3-yl)-15-[(1R)-1-hydroxy-2-methoxy-2-oxoethyl]-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] propanoate

Details

• Internal ID: ac22e825-e441-4ad1-9d15-6e026e8436e4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(1R,2R,4S,5R,9R,10R,13R,14S,15S,17R)-9-(furan-3-yl)-15-[(1R)-1-hydroxy-2-methoxy-2-oxoethyl]-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] propanoate
• SMILES (Canonical): CCC(=O)OC1C2C3C4(O3)C(CCC5(C4CC(=O)OC5C6=COC=C6)C)C(C2=O)(C(C1(C)C)C(C(=O)OC)O)C
• SMILES (Isomeric): CCC(=O)O[C@@H]1[C@@H]2[C@@H]3[C@@]4(O3)[C@H](CC[C@@]5([C@H]4CC(=O)O[C@H]5C6=COC=C6)C)[C@@](C2=O)([C@H](C1(C)C)[C@H](C(=O)OC)O)C
• InChI: InChI=1S/C30H38O10/c1-7-17(31)38-24-19-22(34)29(5,21(27(24,2)3)20(33)26(35)36-6)15-8-10-28(4)16(30(15)25(19)40-30)12-18(32)39-23(28)14-9-11-37-13-14/h9,11,13,15-16,19-21,23-25,33H,7-8,10,12H2,1-6H3/t15-,16-,19-,20-,21+,23+,24-,25-,28-,29-,30-/m1/s1
• InChI Key: CQIWSWBMGHYSHK-HFKFOLKKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈O₁₀
• Molecular Weight: 558.60 g/mol
• Exact Mass: 558.24649740 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9740	97.40%
Caco-2	-	0.7937	79.37%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7314	73.14%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.6868	68.68%
OATP1B3 inhibitior	+	0.8892	88.92%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8185	81.85%
P-glycoprotein inhibitior	+	0.7499	74.99%
P-glycoprotein substrate	+	0.6616	66.16%
CYP3A4 substrate	+	0.7196	71.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8268	82.68%
CYP3A4 inhibition	+	0.7458	74.58%
CYP2C9 inhibition	-	0.7433	74.33%
CYP2C19 inhibition	-	0.7881	78.81%
CYP2D6 inhibition	-	0.9335	93.35%
CYP1A2 inhibition	-	0.8724	87.24%
CYP2C8 inhibition	+	0.7417	74.17%
CYP inhibitory promiscuity	-	0.8971	89.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6085	60.85%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8932	89.32%
Skin irritation	-	0.7445	74.45%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6613	66.13%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.6354	63.54%
skin sensitisation	-	0.8688	86.88%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5785	57.85%
Acute Oral Toxicity (c)	I	0.3559	35.59%
Estrogen receptor binding	+	0.8133	81.33%
Androgen receptor binding	+	0.7204	72.04%
Thyroid receptor binding	+	0.6057	60.57%
Glucocorticoid receptor binding	+	0.8389	83.89%
Aromatase binding	+	0.7105	71.05%
PPAR gamma	+	0.7758	77.58%
Honey bee toxicity	-	0.7163	71.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9869	98.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.03%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.41%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.14%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.04%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.23%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.59%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	90.75%	97.79%
CHEMBL2581	P07339	Cathepsin D	90.60%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.34%	92.62%
CHEMBL299	P17252	Protein kinase C alpha	88.01%	98.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.51%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	86.67%	83.82%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.58%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.32%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.71%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.83%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.31%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.48%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.88%	86.33%
CHEMBL2535	P11166	Glucose transporter	80.84%	98.75%
CHEMBL5028	O14672	ADAM10	80.09%	97.50%

Plants that contains it

• Swietenia mahagoni

Cross-Links

• PubChem: 14262267
• LOTUS: LTS0099453
• wikiData: Q104396487