[(1S,2S,4S,7R,9R,11S,13R,14S,15R,16S,17R)-15-acetyloxy-16-(1,3-benzodioxole-5-carbonyl)-14-hydroxy-2,14,17-trimethyl-3-oxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10-oxatetracyclo[7.7.1.02,7.013,17]heptadecan-4-yl] acetate

Details

• Internal ID: f2b768a9-bff6-4c78-81eb-17d56829f7f6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: [(1S,2S,4S,7R,9R,11S,13R,14S,15R,16S,17R)-15-acetyloxy-16-(1,3-benzodioxole-5-carbonyl)-14-hydroxy-2,14,17-trimethyl-3-oxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10-oxatetracyclo[7.7.1.02,7.013,17]heptadecan-4-yl] acetate
• SMILES (Canonical): CC(=O)OC1CCC2CC3C4(C(CC(O3)OC5C(C(C(C(O5)CO)O)O)O)C(C(C(C4C2(C1=O)C)C(=O)C6=CC7=C(C=C6)OCO7)OC(=O)C)(C)O)C
• SMILES (Isomeric): CC(=O)O[C@H]1CC[C@@H]2C[C@@H]3[C@]4([C@@H](C[C@@H](O3)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)[C@]([C@@H]([C@H]([C@@H]4[C@]2(C1=O)C)C(=O)C6=CC7=C(C=C6)OCO7)OC(=O)C)(C)O)C
• InChI: InChI=1S/C37H48O16/c1-15(39)49-20-9-7-18-11-24-36(4)23(12-25(52-24)53-34-30(44)29(43)28(42)22(13-38)51-34)37(5,46)33(50-16(2)40)26(31(36)35(18,3)32(20)45)27(41)17-6-8-19-21(10-17)48-14-47-19/h6,8,10,18,20,22-26,28-31,33-34,38,42-44,46H,7,9,11-14H2,1-5H3/t18-,20+,22-,23-,24-,25+,26+,28-,29+,30-,31-,33-,34+,35+,36-,37+/m1/s1
• InChI Key: SYUJYPKBXQXQBH-ZDYPALQGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₈O₁₆
• Molecular Weight: 748.80 g/mol
• Exact Mass: 748.29423544 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.40
• H-Bond Acceptor: 16
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6480	64.80%
Caco-2	-	0.8785	87.85%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7740	77.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8458	84.58%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8596	85.96%
P-glycoprotein inhibitior	+	0.7405	74.05%
P-glycoprotein substrate	+	0.6015	60.15%
CYP3A4 substrate	+	0.7114	71.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8816	88.16%
CYP3A4 inhibition	-	0.7810	78.10%
CYP2C9 inhibition	-	0.8889	88.89%
CYP2C19 inhibition	-	0.8255	82.55%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.8110	81.10%
CYP2C8 inhibition	+	0.7274	72.74%
CYP inhibitory promiscuity	-	0.8695	86.95%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6307	63.07%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9189	91.89%
Skin irritation	-	0.7623	76.23%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.5140	51.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.6446	64.46%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5653	56.53%
skin sensitisation	-	0.9132	91.32%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6085	60.85%
Acute Oral Toxicity (c)	III	0.3968	39.68%
Estrogen receptor binding	+	0.8112	81.12%
Androgen receptor binding	+	0.7261	72.61%
Thyroid receptor binding	-	0.5483	54.83%
Glucocorticoid receptor binding	+	0.6763	67.63%
Aromatase binding	+	0.6244	62.44%
PPAR gamma	+	0.7510	75.10%
Honey bee toxicity	-	0.7183	71.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9546	95.46%

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	99.27%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.99%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	97.93%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.24%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.76%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.05%	97.09%
CHEMBL4208	P20618	Proteasome component C5	93.10%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.34%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.89%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.92%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.61%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.44%	92.62%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	86.30%	90.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.06%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.61%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.51%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.15%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.09%	97.36%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.84%	93.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.17%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.62%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	81.31%	92.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.12%	95.83%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.08%	91.43%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.22%	99.17%

Plants that contains it

• Picrasma javanica

Cross-Links

• PubChem: 102060702
• LOTUS: LTS0011719
• wikiData: Q105263793