Javanicolide C

Details

• Internal ID: 37d64c78-bf96-4994-a5aa-dc32aaea6419
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: methyl (1R,2S,3R,6R,8S,9S,10S,11R,13S,14R,15R,16S,17S)-10,11,15,16-tetrahydroxy-9,13-dimethyl-3-(3-methylbut-2-enoyloxy)-4-oxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadecane-17-carboxylate
• SMILES (Canonical): CC1C2CC3C45COC(C4C(C(=O)O3)OC(=O)C=C(C)C)(C(C(C5C2(CC(C1O)O)C)O)O)C(=O)OC
• SMILES (Isomeric): C[C@H]1[C@@H]2C[C@@H]3[C@@]45CO[C@@]([C@@H]4[C@H](C(=O)O3)OC(=O)C=C(C)C)([C@H]([C@@H]([C@@H]5[C@]2(C[C@H]([C@H]1O)O)C)O)O)C(=O)OC
• InChI: InChI=1S/C26H36O11/c1-10(2)6-15(28)37-18-20-25-9-35-26(20,23(33)34-5)21(31)17(30)19(25)24(4)8-13(27)16(29)11(3)12(24)7-14(25)36-22(18)32/h6,11-14,16-21,27,29-31H,7-9H2,1-5H3/t11-,12-,13+,14+,16-,17+,18+,19+,20+,21-,24-,25+,26-/m0/s1
• InChI Key: HGWAIHIPTWRNHL-QFWHAJIVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₁₁
• Molecular Weight: 524.60 g/mol
• Exact Mass: 524.22576196 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• CHEMBL443898
• 713503-90-3
• methyl (1R,2S,3R,6R,8S,9S,10S,11R,13S,14R,15R,16S,17S)-10,11,15,16-tetrahydroxy-9,13-dimethyl-3-(3-methylbut-2-enoyloxy)-4-oxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadecane-17-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9565	95.65%
Caco-2	-	0.7874	78.74%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7747	77.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8740	87.40%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8094	80.94%
P-glycoprotein inhibitior	-	0.4919	49.19%
P-glycoprotein substrate	+	0.8535	85.35%
CYP3A4 substrate	+	0.7082	70.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8919	89.19%
CYP3A4 inhibition	-	0.7068	70.68%
CYP2C9 inhibition	-	0.8034	80.34%
CYP2C19 inhibition	-	0.8702	87.02%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.8575	85.75%
CYP2C8 inhibition	+	0.4482	44.82%
CYP inhibitory promiscuity	-	0.9575	95.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5410	54.10%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9294	92.94%
Skin irritation	-	0.6117	61.17%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4628	46.28%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8463	84.63%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5701	57.01%
Acute Oral Toxicity (c)	I	0.4967	49.67%
Estrogen receptor binding	+	0.7184	71.84%
Androgen receptor binding	+	0.6800	68.00%
Thyroid receptor binding	-	0.5373	53.73%
Glucocorticoid receptor binding	+	0.6586	65.86%
Aromatase binding	+	0.6687	66.87%
PPAR gamma	+	0.6828	68.28%
Honey bee toxicity	-	0.5882	58.82%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9844	98.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.36%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.74%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.03%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	89.28%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.26%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.18%	96.77%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.91%	89.34%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.99%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.29%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.71%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.55%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.82%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.64%	99.23%
CHEMBL2581	P07339	Cathepsin D	83.93%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.77%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.66%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.38%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.16%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.77%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.84%	96.38%
CHEMBL5028	O14672	ADAM10	81.55%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.37%	97.28%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.35%	94.45%

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: 11214625
• NPASS: NPC89929
• LOTUS: LTS0160441
• wikiData: Q105028004