Javanicolide D

Details

• Internal ID: f16df240-be2c-4093-948c-6961e3b6e598
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: methyl (1R,2S,3R,6R,8S,11S,12S,13S,14R,15R,16S,17S)-11,12,15,16-tetrahydroxy-3-[(E)-4-hydroxy-3,4-dimethylpent-2-enoyl]oxy-9,13-dimethyl-4-oxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate
• SMILES (Canonical): CC1=CC(C(C2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)C=C(C)C(C)(C)O)(OC5)C(=O)OC)O)O)C)O)O
• SMILES (Isomeric): CC1=C[C@@H]([C@H]([C@]2([C@H]1C[C@@H]3[C@]45[C@@H]2[C@H]([C@@H]([C@]([C@@H]4[C@H](C(=O)O3)OC(=O)/C=C(\C)/C(C)(C)O)(OC5)C(=O)OC)O)O)C)O)O
• InChI: InChI=1S/C28H38O12/c1-11-7-14(29)21(32)26(5)13(11)9-15-27-10-38-28(24(35)37-6,22(33)17(31)19(26)27)20(27)18(23(34)39-15)40-16(30)8-12(2)25(3,4)36/h7-8,13-15,17-22,29,31-33,36H,9-10H2,1-6H3/b12-8+/t13-,14-,15+,17+,18+,19+,20+,21+,22-,26-,27+,28-/m0/s1
• InChI Key: BYOUNBVBMRXOLD-PVSFWKLVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₁₂
• Molecular Weight: 566.60 g/mol
• Exact Mass: 566.23632664 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.86
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• CHEMBL503843
• methyl (1R,2S,3R,6R,8S,11S,12S,13S,14R,15R,16S,17S)-11,12,15,16-tetrahydroxy-3-[(E)-4-hydroxy-3,4-dimethylpent-2-enoyl]oxy-9,13-dimethyl-4-oxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9094	90.94%
Caco-2	-	0.8075	80.75%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8028	80.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8450	84.50%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9189	91.89%
P-glycoprotein inhibitior	+	0.6648	66.48%
P-glycoprotein substrate	+	0.8291	82.91%
CYP3A4 substrate	+	0.7163	71.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8962	89.62%
CYP3A4 inhibition	-	0.7964	79.64%
CYP2C9 inhibition	-	0.8531	85.31%
CYP2C19 inhibition	-	0.8300	83.00%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	-	0.8397	83.97%
CYP2C8 inhibition	+	0.5166	51.66%
CYP inhibitory promiscuity	-	0.8827	88.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5006	50.06%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9174	91.74%
Skin irritation	-	0.6643	66.43%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5142	51.42%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5931	59.31%
skin sensitisation	-	0.8168	81.68%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7105	71.05%
Acute Oral Toxicity (c)	III	0.5269	52.69%
Estrogen receptor binding	+	0.7706	77.06%
Androgen receptor binding	+	0.6889	68.89%
Thyroid receptor binding	+	0.5430	54.30%
Glucocorticoid receptor binding	+	0.7459	74.59%
Aromatase binding	+	0.7190	71.90%
PPAR gamma	+	0.7046	70.46%
Honey bee toxicity	-	0.5567	55.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9606	96.06%

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	98.73%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.07%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.30%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.80%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.53%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.88%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.81%	96.77%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.77%	96.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.53%	90.93%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.12%	95.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.74%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.35%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.97%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.59%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.72%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.64%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.07%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.91%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.80%	97.28%
CHEMBL2996	Q05655	Protein kinase C delta	85.49%	97.79%
CHEMBL5028	O14672	ADAM10	85.39%	97.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.40%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.16%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.30%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.42%	96.47%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.60%	81.11%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.19%	97.47%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.14%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.07%	96.95%

Plants that contains it

• Asplenium normale
• Brucea javanica
• Carpobrotus edulis
• Castanea crenata
• Centrolobium tomentosum
• Ceratophyllum submersum
• Dracocephalum kotschyi
• Lippia carviodora
• Myrica nana
• Psilostrophe cooperi
• Sideritis tragoriganum
• Solanum jamaicense
• Trifolium alexandrinum

Cross-Links

• PubChem: 11455840
• NPASS: NPC67251
• LOTUS: LTS0187990
• wikiData: Q104949657