ethyl (1R,2R,6R,13S,15R,17S)-10,15,16-trihydroxy-9,13-dimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate

Details

• Internal ID: d2fcc5d8-d447-46c4-9a3d-e530008d592a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: ethyl (1R,2R,6R,13S,15R,17S)-10,15,16-trihydroxy-9,13-dimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate
• InChI: InChI=1S/C22H28O9/c1-4-29-19(28)22-12-6-14(24)31-13-5-10-9(2)15(25)11(23)7-20(10,3)17(16(26)18(22)27)21(12,13)8-30-22/h10,12-13,16-18,25-27H,4-8H2,1-3H3/t10?,12-,13-,16-,17?,18?,20+,21-,22+/m1/s1
• InChI Key: CMVMKMSNNMBUMZ-WRSDDGMPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₉
• Molecular Weight: 436.50 g/mol
• Exact Mass: 436.17333247 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9361	93.61%
Caco-2	-	0.6610	66.10%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7836	78.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8504	85.04%
OATP1B3 inhibitior	+	0.9245	92.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8133	81.33%
P-glycoprotein inhibitior	-	0.6626	66.26%
P-glycoprotein substrate	+	0.6659	66.59%
CYP3A4 substrate	+	0.6857	68.57%
CYP2C9 substrate	-	0.8191	81.91%
CYP2D6 substrate	-	0.8848	88.48%
CYP3A4 inhibition	-	0.7523	75.23%
CYP2C9 inhibition	-	0.8050	80.50%
CYP2C19 inhibition	-	0.7872	78.72%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.8390	83.90%
CYP2C8 inhibition	+	0.4711	47.11%
CYP inhibitory promiscuity	-	0.8617	86.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5684	56.84%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9396	93.96%
Skin irritation	-	0.5690	56.90%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.5332	53.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.7100	71.00%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8874	88.74%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.8296	82.96%
Acute Oral Toxicity (c)	III	0.5899	58.99%
Estrogen receptor binding	+	0.8558	85.58%
Androgen receptor binding	+	0.6672	66.72%
Thyroid receptor binding	+	0.5368	53.68%
Glucocorticoid receptor binding	+	0.7907	79.07%
Aromatase binding	+	0.6596	65.96%
PPAR gamma	+	0.6186	61.86%
Honey bee toxicity	-	0.7290	72.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9938	99.38%

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	96.76%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.07%	96.77%
CHEMBL2581	P07339	Cathepsin D	95.64%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	94.20%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.93%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	92.62%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.07%	96.95%
CHEMBL299	P17252	Protein kinase C alpha	91.58%	98.03%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.42%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.39%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.54%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.64%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.33%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.37%	97.21%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.13%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.19%	99.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.20%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.93%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.48%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.40%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.45%	94.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.35%	93.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.12%	96.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.57%	90.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.00%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.61%	99.17%

Plants that contains it

• Brucea javanica

Cross-Links

• PubChem: 5315515
• NPASS: NPC248103