[(1S,2S,6S,7S,9S,11S,13R,14S,15R,16S,17R)-11,14-dihydroxy-4,15-dimethoxy-2,6,14,17-tetramethyl-3-oxo-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-en-16-yl] acetate

Details

• Internal ID: 47bc8186-91ce-493a-b47d-56f6210e814a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: [(1S,2S,6S,7S,9S,11S,13R,14S,15R,16S,17R)-11,14-dihydroxy-4,15-dimethoxy-2,6,14,17-tetramethyl-3-oxo-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-en-16-yl] acetate
• SMILES (Canonical): CC1C=C(C(=O)C2(C1CC3C4(C2C(C(C(C4CC(O3)O)(C)O)OC)OC(=O)C)C)C)OC
• SMILES (Isomeric): C[C@@H]1C=C(C(=O)[C@]2([C@H]1C[C@H]3[C@@]4([C@@H]2[C@@H]([C@H]([C@@]([C@@H]4C[C@H](O3)O)(C)O)OC)OC(=O)C)C)C)OC
• InChI: InChI=1S/C24H36O8/c1-11-8-14(29-6)20(27)22(3)13(11)9-16-23(4)15(10-17(26)32-16)24(5,28)21(30-7)18(19(22)23)31-12(2)25/h8,11,13,15-19,21,26,28H,9-10H2,1-7H3/t11-,13+,15-,16+,17+,18+,19-,21-,22+,23-,24+/m1/s1
• InChI Key: CZEONSLVJRHIIJ-PYWLYBNASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₈
• Molecular Weight: 452.50 g/mol
• Exact Mass: 452.24101810 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9558	95.58%
Caco-2	-	0.6080	60.80%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6415	64.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8613	86.13%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5894	58.94%
P-glycoprotein inhibitior	-	0.4755	47.55%
P-glycoprotein substrate	-	0.5944	59.44%
CYP3A4 substrate	+	0.6619	66.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8922	89.22%
CYP3A4 inhibition	-	0.9305	93.05%
CYP2C9 inhibition	-	0.9709	97.09%
CYP2C19 inhibition	-	0.9296	92.96%
CYP2D6 inhibition	-	0.9259	92.59%
CYP1A2 inhibition	-	0.8518	85.18%
CYP2C8 inhibition	-	0.6414	64.14%
CYP inhibitory promiscuity	-	0.9655	96.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5961	59.61%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9274	92.74%
Skin irritation	-	0.6237	62.37%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6679	66.79%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5838	58.38%
skin sensitisation	-	0.8385	83.85%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5052	50.52%
Acute Oral Toxicity (c)	I	0.3611	36.11%
Estrogen receptor binding	+	0.7998	79.98%
Androgen receptor binding	+	0.5540	55.40%
Thyroid receptor binding	+	0.5133	51.33%
Glucocorticoid receptor binding	+	0.5639	56.39%
Aromatase binding	+	0.6107	61.07%
PPAR gamma	+	0.6561	65.61%
Honey bee toxicity	-	0.6931	69.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8610	86.10%

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	98.21%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.06%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.71%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.71%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	92.57%	91.19%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.72%	81.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.44%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.25%	92.94%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.86%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.05%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.72%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.68%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.55%	91.07%
CHEMBL1951	P21397	Monoamine oxidase A	84.54%	91.49%
CHEMBL2581	P07339	Cathepsin D	84.27%	98.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.78%	94.42%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.39%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.53%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.07%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.01%	96.77%

Plants that contains it

• Picrasma quassioides

Cross-Links

• PubChem: 162871873
• LOTUS: LTS0138105
• wikiData: Q104972739