Methyl 2,7,12,15,16-pentahydroxy-9,13-dimethyl-4,11-dioxo-3-(2,3,4,5,7-pentahydroxy-6-methylheptanoyl)oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate

Details

• Internal ID: 75074d1b-18e6-4346-9399-18226fe692ba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: methyl 2,7,12,15,16-pentahydroxy-9,13-dimethyl-4,11-dioxo-3-(2,3,4,5,7-pentahydroxy-6-methylheptanoyl)oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate
• InChI: InChI=1S/C29H40O18/c1-8-5-10(31)19(38)26(3)11(8)13(33)21-27-7-45-28(25(42)44-4,20(39)17(37)18(26)27)29(27,43)22(24(41)46-21)47-23(40)16(36)15(35)14(34)12(32)9(2)6-30/h5,9,11-22,30,32-39,43H,6-7H2,1-4H3
• InChI Key: MVKDGDNCVUTTJP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₀O₁₈
• Molecular Weight: 676.60 g/mol
• Exact Mass: 676.22146442 g/mol
• Topological Polar Surface Area (TPSA): 308.00 Ų
• XlogP: -5.10
• Atomic LogP (AlogP): -6.21
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6001	60.01%
Caco-2	-	0.8668	86.68%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6183	61.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8210	82.10%
OATP1B3 inhibitior	+	0.9169	91.69%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6257	62.57%
P-glycoprotein inhibitior	+	0.6454	64.54%
P-glycoprotein substrate	+	0.7929	79.29%
CYP3A4 substrate	+	0.7038	70.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.8579	85.79%
CYP2C9 inhibition	-	0.7931	79.31%
CYP2C19 inhibition	-	0.8020	80.20%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.8550	85.50%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7376	73.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5655	56.55%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9131	91.31%
Skin irritation	-	0.7160	71.60%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5701	57.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.7041	70.41%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5306	53.06%
skin sensitisation	-	0.8437	84.37%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5582	55.82%
Acute Oral Toxicity (c)	III	0.4800	48.00%
Estrogen receptor binding	+	0.7258	72.58%
Androgen receptor binding	+	0.7466	74.66%
Thyroid receptor binding	-	0.5213	52.13%
Glucocorticoid receptor binding	+	0.6384	63.84%
Aromatase binding	+	0.6401	64.01%
PPAR gamma	+	0.6889	68.89%
Honey bee toxicity	-	0.7203	72.03%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.8671	86.71%

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	98.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.99%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.38%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.30%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.13%	85.14%
CHEMBL230	P35354	Cyclooxygenase-2	91.28%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.90%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.29%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.54%	91.07%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.04%	96.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.84%	94.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.73%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.14%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.82%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.21%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.97%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.49%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.22%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.86%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.14%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.09%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.08%	96.38%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.81%	96.90%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.30%	86.92%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.16%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	80.82%	90.17%
CHEMBL5028	O14672	ADAM10	80.33%	97.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.08%	94.00%

Plants that contains it

• Brucea javanica

Cross-Links

• PubChem: 163192659
• LOTUS: LTS0008307
• wikiData: Q105173097