Javanicoside B

Details

• Internal ID: 05165bb6-bcc0-41e5-8643-adb896509c67
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: methyl (1R,2S,3R,6R,8S,9S,13S,14S,15R,16S,17S)-15,16-dihydroxy-9,13-dimethyl-3-(3-methylbutanoyloxy)-4,12-dioxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-10-ene-17-carboxylate
• SMILES (Canonical): CC1C=C(C(=O)C2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)CC(C)C)(OC5)C(=O)OC)O)O)C)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1C=C(C(=O)[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)CC(C)C)(OC5)C(=O)OC)O)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C32H44O16/c1-11(2)6-17(34)48-22-24-31-10-44-32(24,29(42)43-5)26(40)21(38)23(31)30(4)13(8-16(31)47-27(22)41)12(3)7-14(25(30)39)45-28-20(37)19(36)18(35)15(9-33)46-28/h7,11-13,15-16,18-24,26,28,33,35-38,40H,6,8-10H2,1-5H3/t12-,13+,15-,16-,18-,19+,20-,21-,22-,23-,24-,26+,28-,30+,31-,32+/m1/s1
• InChI Key: NLCZJLRVAIBIDP-FCODWIRGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄O₁₆
• Molecular Weight: 684.70 g/mol
• Exact Mass: 684.26293531 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -2.29
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

• CHEMBL503591
• SCHEMBL20572236
• 713503-92-5
• methyl (1R,2S,3R,6R,8S,9S,13S,14S,15R,16S,17S)-15,16-dihydroxy-9,13-dimethyl-3-(3-methylbutanoyloxy)-4,12-dioxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-10-ene-17-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7045	70.45%
Caco-2	-	0.8720	87.20%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7250	72.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8160	81.60%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5182	51.82%
P-glycoprotein inhibitior	+	0.6990	69.90%
P-glycoprotein substrate	+	0.7875	78.75%
CYP3A4 substrate	+	0.7133	71.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	-	0.8661	86.61%
CYP2C9 inhibition	-	0.8421	84.21%
CYP2C19 inhibition	-	0.8553	85.53%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.8979	89.79%
CYP2C8 inhibition	+	0.5625	56.25%
CYP inhibitory promiscuity	-	0.8932	89.32%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5909	59.09%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9131	91.31%
Skin irritation	-	0.7224	72.24%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4568	45.68%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.8723	87.23%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5233	52.33%
Acute Oral Toxicity (c)	III	0.5732	57.32%
Estrogen receptor binding	+	0.7300	73.00%
Androgen receptor binding	+	0.7025	70.25%
Thyroid receptor binding	-	0.5857	58.57%
Glucocorticoid receptor binding	+	0.6602	66.02%
Aromatase binding	+	0.6502	65.02%
PPAR gamma	+	0.7080	70.80%
Honey bee toxicity	-	0.6114	61.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9469	94.69%

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	99.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.86%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.57%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.99%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.86%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	93.11%	97.79%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.82%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.28%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.11%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.21%	96.77%
CHEMBL4040	P28482	MAP kinase ERK2	89.04%	83.82%
CHEMBL299	P17252	Protein kinase C alpha	87.80%	98.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.73%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.84%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.06%	91.07%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.85%	89.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.65%	94.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.46%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.88%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.05%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.82%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.31%	97.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.17%	89.34%
CHEMBL5028	O14672	ADAM10	81.15%	97.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.91%	98.75%

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: 11169907
• NPASS: NPC309096
• LOTUS: LTS0187623
• wikiData: Q105181276